


Fitting in with the Upper Crust

by walterio



Category: Anal
Published: 2016-01-30
Updated: 2016-03-19
Packaged: 2017-04-18 10:17:35
Chapters: 9
Publisher: literotica.com
Story URL: https://www.literotica.com/s/fitting-in-with-the-upper-crust
Author URL:
https://www.literotica.com/stories/memberpage.php?uid=429765&page=submissions
Summary: <p>1. Anal with girlfriend, tennis partner and friend's mother.</p>
<p>2. Buddy gets in deeper with his best friend's mother.</p>
<p>3. Buddy does Cindy, Jay, Diane and a new girl Sandy.</p>
<p>4. Caleb seduces Buddy, Cindy catches Buddy with Sandy.</p>
<p>5. Buddy's first threesome and time with Jay and Diane.</p>
<p>6. Buddy and Jay stay sexually active with a few surprises.</p>
<p>7. Buddy's balancing act when Jay's aunt comes for a visit.</p>
<p>8. Diane, Jeanette and then a foursome including Jay.</p>
<p>9. Diane's incestuous sex & threesome with her son and Buddy.</p>
Erotica Tags: Anal, Anal Sex, Bisexual Sex, Car Sex, Gay Sex, Incest/Taboo,
Incredible Gay Ass, Intense Orgasms, Large Cock, Oral Sex, Public Sex, Vaginal
Sex
Average Rating: 4.56





TABLE OF CONTENTS


Fitting in with the Upper Crust

Fitting in with the Upper Crust Ch. 02

Fitting in with the Upper Crust Ch. 03

Fitting in with the Upper Crust Ch. 04

Fitting in with the Upper Crust Ch. 05

Fitting in with the Upper Crust Ch. 06

Fitting in with the Upper Crust Ch. 07

Fitting in with the Upper Crust Ch. 08

Fitting in with the Upper Crust Ch. 09




        Fitting in with the Upper Crust


_AUTHOR'S NOTE: This story includes a bisexual encounter to two consenting 18
year old boys in addition to straight sex._  
  
*****  
  
PRELUDE  
  
Diane Shafer was sitting in the outdoor Jacuzzi by the swimming pool. Her
husband Albert, son Jay and Jay's friend Buddy were still in the house. She
loved hitting the Jacuzzi right after breakfast on Saturday mornings
especially after a busy week. She had her head back and her eyes closed when
she felt the presence of another body getting in the hot tub. Opening her eyes
she was surprised to see Buddy lowering his chiseled body into the bubbly
water. She was stunned when he pulled his Speedo aside and freed his big cock.  
  
"Buddy, what are you doing? Put that thing back in your swimsuit."  
  
"Relax Diane, your husband and Jay ran out to the store. They'll be gone for
at least an hour. That gives us plenty of time."  
  
"This is absurd! You are out of your mind."  
  
"Oh come on, you love the way my cock fills your pussy. You know you want it.
You always want it."  
  
He was right. She did want it. She could not get enough of his big cock.
Subconsciously she licked her lips and he smiled at her.  
  
"Here suck my cock; you know how that gets you hot. Then sit on my dick."  
  
As if in a hypnotic state, Diane took the big shaft in her hand and began
sucking on it. She could only take about four inches of the thick meat in her
mouth and her hand covered the remaining four inches. It didn't take long as
he had predicated and she needed him in her. She was desperate to cum.  
  
"I need to sit on your cock."  
  
"Of course you do."  
  
Diane straddled the handsome 18 year old and pulled her bikini bottom to the
side. Taking his meat in her small hand she guided it to her vagina. Slowly
she lowered her pussy onto his impressive manhood and sighed as it filled her
once again. Buddy let Diane control the action as she needed to loosen up
before he thrust into her. Up and down she moved tentatively until he was all
the way inside her. Once she began to move, he did too and they quickly
established a rhythm.  
  
Buddy's hands slipped under her bikini bra and cupped her lovely breasts. The
nipples hardened in his palms and he tweaked them in his fingertips. Diane
moaned as she rode the large cock and with Buddy playing with her nipples, she
was on fire. The orgasm was boiling in her loins and she knew she would climax
at any moment. He felt her body go rigid and then she grabbed him tightly and
buried her face in his shoulder.  
  
Her cries of ecstasy were muffled by his shoulder but they wouldn't have been
heard anyway over the Jacuzzi jets. Buddy's hands moved from her breasts to
her curvy buttocks and he held onto her shapely ass as he drove toward his
release. Minutes later he was flooding her womb with his seed. She could feel
the force and volume of his ejaculation as stream after stream shot into her.
He held her tight to his body until he stopped shooting and then she eased
herself off of him. His cock was still hard when she sat back across from him.
She smiled at him knowing that if they were alone that they would fuck all
morning.  
  
"I can't believe we did that. I have never had sex in my Jacuzzi before
today."  
  
"I loved it. I thought it was cool. I could fuck you some more but the guys
may be home soon. Besides jay and I have a doubles match later and I am going
out with Cindy tonight."  
  
Diane felt a little pang of jealousy when he mentioned Cindy. She had no
reason to other than she envied the girl getting fucked with his big dick. She
moved around in the Jacuzzi and located a jet at the right height to douche
her pussy. Buddy smiled at her as he guessed what she was doing. Minutes later
they both got out of the hot tub and relaxed by the pool. Shortly thereafter
the guys came home and joined them poolside.  
  
"I hope you two behaved yourselves while we were at the store," Albert joked.  
  
"Never," Buddy teased back, all but Diane laughed.  
  
"Buddy, we should get dressed and get going so we have time to warm up for the
match."  
  
"Sure, let's do that," Buddy agreed and the two 18 year olds went in the
house.  
  
"I wish we had time for you to fuck me," Jay whispered.  
  
"Let's save ourselves for the match. If we win, I'll fuck you afterward."  
  
"That's a deal!"  
  
INTRODUCTION  
  
Buddy Wilson was the oldest of five children. His father had outclassed the
family when they moved into the same wealthy suburb as his boss. Buddy's dad
was a chauffeur and drove his boss everywhere he needed to go at any time of
day or night. His mother worked as a switchboard operator at a lumber yard.
They were clearly a blue collar family living on the other side of the tracks
in a three bedroom one bath house.  
  
In the fall of 1955 Buddy entered the high school as a freshman and new kid in
school. At first he was looked down on and called out a few times. However
once the other students realized he could handle himself and a decent athlete;
he was accepted. Still the girls shied away from him not because of his looks
but because of where he lived and his family status. As it turned out Buddy
was an excellent soccer and basketball player and made the freshman teams. He
also ran track. In the summer of 1956 he got a job at the country club working
for the tennis pro.  
  
In those years everyone who played tennis wore white. Buddy was issued a white
uniform to wear while working. His job was to keep the courts and locker rooms
clean plus any other assignment from the teaching pro. He found he liked
working there for several reasons. One was that he got to check out a lot of
women and girls with their short skirts, tan legs and curvy bottoms. The other
is that he got to hit tennis balls when the courts weren't busy.  
  
Using a loner racquet from the pro shop he would hit balls for hours
practicing what he had learned from observing lessons. Once, one of the
members was there alone because his playing partner had cancelled. The pro was
busy so he asked Buddy to hit with him. The pro gave Buddy permission and they
hit for over an hour. The member was impressed that Buddy had picked up the
game by himself and hit so well. He gave Buddy a few tips on serving.  
  
Buddy still had his duties to perform but when he had time he practiced
constantly. He learned to love the game. Another time three students and club
members he knew from school needed a fourth for doubles and they asked Buddy.
Once again the pro approved and Buddy played his first doubles match. He was a
quick study and followed his partner's instructions. By the end of the match
he was comfortable competing at that level.  
  
His sophomore year he played JV soccer and basketball and ran track again. The
summer of 1957 he worked at the country club again and his skill as a tennis
player accelerated. By the end of the summer the tennis pro told Buddy that he
should try out for the high school tennis team. Then he surprised Buddy when
he presented him with a brand new tennis racquet as a bonus for his hard work.  
  
In his junior year he played varsity soccer and basketball. He had sprouted up
over the past two years and he stood at 6'2" and weighed a fit 185 pounds. He
was a handsome dude with a chiseled physique and he now caught the eyes of
many girls. However, some girls were not allowed to date him because of his
family status in the community. That spring he tried out for the tennis team
and was placed on the roster as an alternate.  
  
Before the season was over he was beating the other team members regularly in
practice. Still the coach did not move him up mainly because he didn't want to
feel the wrath of angry wealthy parents. That was the year that he met Jay who
was really a nice guy in spite of the family money. Jay played doubles and his
partner sprained his ankle so the coach paired Buddy with Jay. They were in
stark contrast to each other as Jay was 5'4" and weighed about 150 pounds.  
  
When they played other teams the opposing players made fun of the twosome
calling them Mutt and Jeff after two cartoon characters because of the
difference in their height. The last laugh was always on the other team though
as Jay and Buddy made short work of their competition.  
  
One boy playing singles was not doing well and the coach knew he should
replace him in the lineup. Finally under pressure from other parents he made
the move. He replaced the boy with Buddy. The coach could deal with one set of
parents rather than a group of them. Buddy proved to be the best player on the
team and even the local newspaper picked up on it and questioned where he had
been all season. The team did well and was runner-up in the state tournament.  
  
Jay and Buddy became close friends. They double dated with girls and Buddy
hung out a lot at Jay's house that summer. Jay would have other people over
and there were some great pool parties. Jay's parent also liked Buddy and
Diane often remarked about how he was well-mannered. Buddy worked at the club
again that summer but this time the teaching pro hired him as an assistant pro
and he was thrilled.  
  
Buddy turned 18 years old in November 1958 and Jay shortly after that in
December. They would be graduating from high school in June 1959. Buddy was
dating a girl named Cindy who was also 18 and they began to experiment with
sex. One night they double dated and went to a drive-in movie and Jay was with
a girl named Sarah also an 18 year old. The couples stated getting frisky and
Cindy who had been masturbating Buddy now covered his cock with her mouth. Jay
was fingering Sarah's pussy and rubbing her tits when she reached for his fly.
She unzipped him and fished out his tiny cock. Even hard he was not bigger
than 4" if that.  
  
"Oh Jay, I didn't know you were so small there. I have never seen such a
little dick."  
  
Jay turned beet red from embarrassment and Buddy was livid. "Shut your mouth
Sarah if you're not going to blow him. Don't you dare make fun of his
manhood."  
  
Sarah giggled and replied, "I'm sorry. I just couldn't help it. I was so
surprised."  
  
"Well get over it and suck his dick," Buddy directed.  
  
By this time Jay was humiliated and he could not maintain an erection. Sarah
was trying to stifle her giggles and Buddy lost patience with her. "Let's go
Jay. Let's get out of here and drop this slut at her home. She can go find
some other cock since she is such an expert."  
  
Jay drove the car out of the movie lot and Sarah sat quietly in the front
seat. Thirty minutes later they pulled up in front of Sarah's home and Jay
walked her to her front door. Buddy turned to Cindy and requested a favor.  
  
"Cindy, I need you to do me a big favor. I want you to suck Jay's cock and
make him feel better. Will you do that for me?"  
  
"Sure but only if you fuck me while I'm sucking him and I don't want it
getting around school that I did a threesome."  
  
"I promise our lips will be sealed, thank you!"  
  
Jay got back in the car and Buddy told him to drive to his house. He looked
confused and shrugged his shoulders but did as Buddy said. He pulled into his
driveway and Buddy told him to park about midway up the long driveway. Jay was
told to get in back with the couple and did as he was directed. Within minutes
Cindy had Jay's cock in her mouth as she knelt on the back seat with her skirt
flipped over her back and her panties down to her knees. Buddy was behind her
drilling her sweet pussy with his big cock.  
  
For Jay, Cindy was a life saver as she expertly sucked his dick. She kind of
liked the little dick in her mouth and played with it swirling her tongue
around the slender shaft. She could only take about half of Buddy's pecker in
her mouth and it was too thick to swirl her tongue around it. It was her first
threesome and she liked having her pussy full as she sucked on another cock.
It didn't take long for Jay to cum and he shot in her mouth without warning
her showing his inexperience. Cindy sucked him dry and continued to nibble it
driving Jay wild. The sensations became too much and he had to pull her head
off his dick.  
  
"That got me really hot. I want to sit on your cock now."  
  
Buddy pulled out and sat on the back seat and Jay got a glimpse of the monster
cock. He couldn't believe that one could be that big. He watched as Cindy
slipped off her panties and lowered her pussy onto the massive rod. She cooed
as it filled her womb and pressed against her stimulated clit. Once she was
settled they both began to move and within minutes she was crying out that she
was cumming. Jay watched her body go into spasm as a massive orgasm rocked
her. She buried her face in Buddy's shoulder and pleaded with him to hold her.
He did until her climax subsided and then he resumed fucking her.  
  
"Don't cum in me. Let me know when you are close."  
  
A few more thrusts and Buddy announced, "I'm really close."  
  
Cindy scrambled off of him and dropped her head down to his crotch. She held
the shaft in her hand and took the head in her mouth. Sucking him and stroking
him she took his load in her mouth. She sucked him dry as she always did and
then looked up and smiled at him. The three of them straightened up their
clothes the best they could and then Jay drove the couple home.  
  
That was the night that Jay and Buddy learned about the size of each other's
cock. Unfortunately for Jay, big mouth Sarah blabbed about it to her big mouth
girlfriends and soon it was all over school. Jay was still able to date some
girls at least the ones who were not interested in sex. Buddy and Cindy
continued to date but never had another threesome with Jay.  
  
BUDDY AND JAY  
  
Jay had a New Year's Eve party at his home and it was well attended by his
classmates. The party was a success and by 1:00 AM everyone had cleared out.
Buddy had taken Cindy home and then returned to the Shafer house as he was
staying overnight. Jay's bedroom was huge and had two double beds in it so
Buddy crashed there.  
  
The next morning Jay was awake before Buddy but he remained in bed staring at
his close friend. He saw the bed sheet move by Buddy's waist and he guessed
that Buddy had a boner. Jay eased out of bed and carefully pulled the bed
sheet off of Buddy. Sure enough he had a morning erection. Jay just stared at
the impressive cock and thought about how his paled to it. He guessed it to be
about 8" long and thicker than the grip on his tennis racquet.  
  
He had a strange desire to reach out and touch the stiff shaft. He had never
felt that way before but Buddy was such a close friend, Jay suddenly desired
him. Buddy woke up and slowly opened his eyes. He saw Jay by the bed staring
at him and then he realized that he had a morning hard-on.  
  
"'Is everything okay, Jay?"  
  
"Yeah, it's just that your cock is huge."  
  
"Oh sorry I must be thinking about Cindy. I didn't get any last night but it
was a great party."  
  
"Yeah, I bet you missed not getting any."  
  
"Your right, I'm hornier than a three pecker Billy Goat," Buddy joked.  
  
"I have never seen a cock this big." Jay stared at it for a moment longer and
then reached for it.  
  
"Whoa, whoa what are you doing?"  
  
"I just want to touch it, okay?"  
  
Buddy let Jay touch him. He liked the feeling of a hand different from his own
on his cock and he closed his eyes as Jay stroked it. He slowly stroked the
big dick with one hand and cupped the bloated balls with the other hand. Buddy
sighed as his friend's hands moved over the genitals.  
  
"Can I kiss it? It looks so good I have this strange urge to kiss it."  
  
Buddy didn't answer but just closed his eyes as Jay's lips kissed the engorged
cock. His body tensed as the lips moved up and down the shaft and then he
gasped as Jay's mouth engulfed the spongy mushroom head. Buddy thought to
himself, "Oh my God he is going to blow me. I shouldn't let this happen but it
does feel good."  
  
Despite being his first time, Jay proved to be a very good cocksucker and in
no time he had his friend ready to blow his load. Buddy tried to prolong his
ejaculation as long as he could. Jay caressed the taut ball sac as his warm,
wet, wonderful mouth sucked on the throbbing cock. He massaged the head of the
cock against the roof of his mouth and Buddy felt the light scraping of teeth.
The dick felt harder and longer than it ever felt in his life and he knew he
was going to shoot soon.  
  
Jay took the shaft out of his mouth, stroked the entire length of it and
massaged the bloated balls. He then put it back in his mouth and took it out
again then he gently blew on it as his fingers continually massaged the ball
sac. Remembering what Cindy had done to him; Jay tickled the cock head with
his tongue and teased the pee slit. He had Buddy close to cumming a few times.  
  
Jay looked up at his tennis partner, smiled as he stroked the slick cock and
asked, "Are you going to cum soon?"  
  
"God yes, right now!" Buddy warned.  
  
Instead of jerking him off and watching him shoot, Jay took as much of the
cock as he could into his warm wet mouth. He nibbled on the cock head and
sucked it hard. Jay always rubbed his perineum when he masturbated so he
reached under Buddy and rubbed the hardness between his balls and anus. Buddy
felt his cock thicken and he knew he was going to cum.  
  
Jay grabbed Buddy's muscular thighs with both hands as the cock exploded in
his mouth. Round after round of cum shot into his mouth and Jay, surprising
himself, sucked and swallowed as fast as he could. Rope after rope of semen
shot into the welcoming mouth as there seemed to be no end to it. Finally the
barrage subsided and Buddy stopped cumming in his friend's mouth. Jay sucked
on the thick firm shaft until he had drained every drop from the spurting
dick.  
  
Buddy felt weak from the intense orgasm so he flopped back down on the bed. He
watched as Jay stood up and lowered his boxer shorts to his knees. The 4"
boner jumped out and he quickly grabbed it in his hand. Jay stroked his own
cock as he spoke with his voice cracking in his excitement.  
  
"I need to get off I am so hot!"  
  
Buddy watched his best friend jerk off. Jay's hand flew rapidly over his hard
cock in search of his own release. He then turned slightly just before he came
and Buddy watched as he ejaculated. Jay shot his load and the first couple of
blasts must have traveled two feet before landing on the floor. Jay seemed to
cum for at least half a minute as stream after stream shot out of his dick.
Buddy watched as Jay's buttocks tightened and then relaxed as he fired his
load. He didn't know why at the time but he admired his friend's bare ass as
it was lily white compared to the rest of the tanned body. He and Cindy had
discussed anal sex because she had a marvelous ass. Now as he looked at Jay's
perfectly shaped bottom he felt his loins stir and as his cock harden once
again, he wondered what it might be like to fuck Jay in the ass. Would it
really feel any different than fucking Cindy's ass?  
  
"Buddy, I don't know what came over me. I have never done anything like that
in my life."  
  
"It's okay. I'm cool with it. You were really good, I liked it."  
  
Just then there was a knock on the bedroom door. "Good morning boys, breakfast
will be served in 5 minutes."  
  
"Okay thanks mom, we'll be right down."  
  
"Buddy, I hope you will let me do that again sometime."  
  
"Sure but we'll talk later. I like your ass too. It's perfect."  
  
The boys washed up quickly, got dressed and joined jay's parents for
breakfast. As they ate Jay thought about what he had done and wondered what
ever possessed him to suck his friend's dick. Now that it had happened he
discovered that he liked it. He liked making Buddy cum. Then Buddy had
mentioned his ass and although he didn't think he could take the big cock in
his ass, he recalled all the times that he fingered his anus when he
masturbated. He could not help but wonder what a cock would feel like shooting
into his rectum.  
  
BUDDY, CINDY AND JAY TAKE IT TO THE NEXT LEVEL  
  
For several weeks Buddy continued to have sex with Cindy and occasionally Jay.
Each time he fucked Cindy or she sucked his cock, he would finger her nether
hole. Soon he was able to insert two of his thick fingers in her without
causing her any discomfort. He felt she was ready to take the next step but it
had to be in the right setting.  

While Buddy was prepping Cindy for anal sex, Jay was working on his ass too.
Whenever he jerked off he fingered his anus. He found that regular lotion and
saliva did the trick making his passage slippery. He found he needed to use
bigger things and decided to use carrots. He liked the carrots because they
were tapered and he could gradually stretch his opening. The sphincter was
loosening up and he was soon able to take some thicker carrots in his bottom.
He loved the anal stimulation and it made his ejaculations volcanic like.  
  
One Saturday Cindy told Buddy that her parents were going out of town and that
she had to stay with her aunt. The plan was to meet for lunch and then go back
to her house. She just had to be back at her aunt's home for a 9:00 PM curfew.
That gave them plenty of time to enjoy a day of sexual fulfillment. They
arrived at her home at 12 noon and Buddy was hiding on the floor of the back
seat as she parked the family car in their garage. Once inside they went
straight to her bedroom.  
  
Buddy led her over to the bed and hiked her dress up around her waist. He
maneuvered her onto the bed and whispered in her ear that he was going to play
with her ass. He then removed Cindy's panties pulling them off her buttocks
slowly as if he were unveiling an art masterpiece. He placed a pillow in front
of Cindy so that she could place her head on it and as she did she pushed her
ass up and arched her back. She was eager to be pleasured.  
  
Before he began he stood behind her and took in her marvelous ass, so round,
so shapely and so beautiful. Then as he knelt on the bed he noticed her face
aglow and her eyes wide in anticipation. He began to explore her ass as he
began to caress it, massage it and rub her cheeks. He pulled her cheeks apart
slightly and revealed her sweet tight aperture. He ran a finger over her
sensitive little bud and watched it quiver when he touched it. Next he lowered
his head and planted soft tender kisses all over her buttocks. She cooed aloud
when she felt his lips on her backside.  
  
Buddy placed both hands on her ass and began to massage her buttocks again.
Cindy felt the tender but firm deep massage of his fingertips. He would push
her ass cheeks together and then pull them apart to expose her sweet nether
hole each time. When he exposed her anus, she could feel the cool air on her
rosebud. He again lowered his mouth to one of her buttocks and pressed his
lips against it. He blew a steady breath onto her anus and watched as goose
bumps covered her skin.  
  
He took his time planting well placed kisses on her buttocks and then began a
slow torturous journey toward the crack of her ass. She smelt so nice and so
fresh that he realized she had prepared herself for the moment. Cindy had had
douched both her pussy and asshole before she left home that day. Buddy's lips
then came into contact with the crack in her ass and trailed a line of kisses
down to her anus. Her body tensed as she was nervous, anxious and excited all
at the same time.  
  
He gently pried her cheeks apart wider exposing her nether hole even more.
Then he lowered his lips to her anus and gently kissed it and caressed it with
his lips. He repeated this act several times and Cindy moaned as her ass was
pampered for the first time. Buddy then moved lower and kissed the sensitive
spot between her asshole and her pussy and she groaned again. He then extended
his tongue and lightly licked the sensitive area as he continued the journey
toward her pussy. She flinched at the first contact with her pussy as she was
unprepared for that. He began to lick a line from her pussy back to her anus
and then he flicked his tongue across her nether hole. Cindy's body gave in to
the incredible erotic sensations and craved more attention.  
  
He took his time and spent many minutes repeating the actions that seemed to
turn her on. His hands continued to massage her fabulous globes while his lips
and tongue explored her asshole. They both learned how much she like to be
kissed, licked and gently nibbled. Her body would twitch and flinch at the
long strokes from his tongue and her buttocks would tighten when his tongue
probed her anus.  
  
Cindy lay on the bed and she could feel her heart racing and her chest
pounding. Buddy then leaned over and whispered to her again and told her how
beautiful she looked with her ass pushed up high in the air. Next he began to
explore her with his fingers. He placed his index finger on her tailbone and
slid it down ever so slowly toward her puckered aperture. He probed gently
with the tip of his finger and it fit perfectly in the entrance of her tight
hole.  
  
She tensed up at first and tightened her ass but then she relaxed when she
realized that he was going to be gentle. He pressed his finger in gently
applying a little pressure. His finger entered the outer edge of her anus
entering it just ever so slightly. He probed a little deeper and wiggled it
inside her ass. He removed his finger and she felt its absence. Suddenly she
felt a cool substance on her anus and she realized that he had applied some
sort of lubricant to her ass.  
  
She felt him kiss her ass cheeks again and then his finger returned to her
anus and spread the lubricant around the entrance. Cindy felt her aperture
pucker up as it received the tip of Buddy's finger and she wondered how it
would feel when he finally put it in her. Her body ached with desire and she
realized that she wanted more. She wanted to be touched, penetrated, and
filled up and to be explored in her forbidden area. His finger slid in deeper
and she instinctively clamped her sphincter around his finger. He held still
in her and waited for her to relax before probing deeper.  
  
He then wiggled his finger back and forth and let it slide out slowly to the
first knuckle. She felt his finger slide out and she instinctively clamped her
sphincter around it again, this time to hold it in place. He could feel the
muscle clench his finger as if she were milking it and nursing it. Buddy
sensed the battle that was going on within her body. The sphincter was
designed to push things out not pull them in. Each time she relaxed, he pushed
his finger in deeper until she clamped around it again. This process continued
until his entire finger was buried in Cindy's ass.  
  
With his other hand Buddy continued to pay attention to the rest of her ass.
His hand wandered all over her shapely buttocks massaging and caressing her
soft skin. At the same time he continued to slide his finger in and out of her
nether hole and he enjoyed watching her muscle grip his finger each time.
Cindy's breathing had become labored and she began to rotate her ass in tiny
circles as if to get the finger in deeper. He was in no rush as this is
exactly what he had hoped would happen. He wanted her to enjoy every moment of
the anal sensations. He wanted to work her into a state that she would beg him
to fuck her ass or her pussy or both. For now though he was content to worship
and devour her hot luscious bottom.  
  
He lowered his face to her ass and licked her as he probed her with his
finger. He took his other hand and reached under her to find her pussy and her
clit. As soon as he made contact with the hot wet pussy her body trembled as a
wave of pleasure passed through her. He was very skilled at finding a girl's
g-spot and he located hers instantly. Between one finger rubbing her g-spot,
another diddling her clit and a third finger in her ass, Cindy groaned loudly
and her body shook with desire. She knew that she was close to her first
orgasm.  
  
His two fingers in her pussy matched the rhythm of the finger in her ass. She
could feel all the fingers in her separated only by a thin membrane inside
her. He pumped his fingers in and out and she went wild. Buddy could feel her
body giving itself over to him. It was his now to do as he wished. Her pussy
was dripping wet, her ass clamped tight around his finger and her hips pushed
back at him but he did not want her to explode just yet.  
  
He suddenly removed his fingers from her holes leaving her empty. Cindy
screamed for him put them back in her, to fill her up again. Her eyes were
wide open and she had a wanton look on her face. Her body was begging to be
fucked but he was in no hurry. He enjoyed the moment and he savored her
dilemma. He loved doing this to her, teasing her and prolonging her climax. He
wanted Cindy's anticipation to last as long as possible.  
  
Buddy then lowered his lips down to her hot ass and planted kisses all over it
again. He massaged the smooth white flesh of her ass as he kissed it and Cindy
cooed. She longed for his fingers to be back in her. He moved his mouth
directly over her anus and blew on her nether hole. She thrust her ass back
into his face as if to impale her ass on his tongue. He needed no further
encouragement and his hands spread her ass open wide so he could probe her
anus. He stiffened his tongue like a tiny dick and probed the taut opening. He
poked his tongue in and out of her ass then he covered her ass completely with
his mouth and sucked hard on it. He began to lick, nibble and tickle the
sensitive rosebud and she cried out in passion.  
  
"Are you ready to cum, Cindy? Do you want me to make you cum?" he teased her.  
  
"Oh God yes, please make me cum, let me cum," she screamed back.  
  
It was the first words they had spoken in over an hour. He then reached under
her again and located her clit. Her pussy was sopping wet and he knew she was
very close to a climax. He played with her puffy pussy lips as he diddled her
clit and then he pushed first one, then two and finally three fingers into her
pussy. He then pulled his mouth off her ass and pushed two fingers from his
other hand into the snug hole. Cindy gasped and swallowed hard at the new
invasion in her ass but her state of desire and the lubrication facilitated
the extra digit.  
  
He now had three fingers in her pussy and two in her ass as he picked up the
rhythm. The thrusts became deep and hard as he relished the delight of
devouring her ass and pussy with his fingers. She responded by pushing her ass
back against his hands as she fucked back at them.  
  
"That's it Cindy, fuck back, fuck my fingers in your holes," he called out to
her.  
  
He finger fucked her two holes with both hands as she pushed back against him.
He could feel the small patch of skin separating the three fingers in her
pussy from the two in her rectum. He was getting carried away and he began to
furiously fuck her lovely hungry body with his fingers. Then it happened and
Cindy exploded. She clamped down on the fingers in her body and her pussy
spasmed as a massive orgasm rocked her. She screamed out loud with her mind
blowing climax. He pulled his fingers from her ass and replaced them with his
mouth.  
  
He could feel the hot moisture in her pussy as it coated his fingers. He
continued to lick her quivering anus as her first orgasm subsided but then
another orgasm rocked her sexually charged body. This one seemed even more
intense than the first and it caught them both by surprise. He kept his mouth
on her ass until the second orgasm had passed and she seemed to recover. With
one last kiss on her cute little rosebud, He lifted himself up and looked at
the beautiful teenager. She had her head turned to one side on the pillow with
a look of pure lust and gratitude in her eyes.  
  
He then stood up and removed all his clothes and for the first time that day
Cindy saw his cock. He moved around the bed and removed all her clothes so
that she was completely naked now. He gently squeezed her firm medium tits and
tweaked her hard erect nipples as he complimented her on her beauty. He had
Cindy remain in the same position on the bed and then he caressed her curvy
ass again.  
  
"I want to fuck you in the ass Cindy. Do you want me to fuck your hot ass? I
can see that your ass is ready to be fucked."  
  
"Buddy, I'm not sure, it's not right," she said nervously but she knew she had
come this far and he would not take no for an answer.  
  
"I'm not sure that I want to do this but if you must then please don't hurt
me," she said timidly.  
  
He poured more lubricant on her ass and worked it into her anal passage. She
arched her back and pointed her beautiful ass back at him. He coated her anus
with a generous amount of cream and slid his thick finger back in her hole. He
took his time preparing her ass relishing every moment. He then coated his
entire cock with the lotion and placed the head at the entrance to her anus.
Buddy pushed forward and the thick cock head squeezed into her tight ass. He
was surprised that it went in easier than he had expected and she was glad
that she had stretched out the past few weeks using her fingers.  
  
Cindy winched in pain as her channel was stretched wider than it ever and she
gasped, "Go slow let me get used to it."  
  
He withdrew his cock head and then pushed it back in this time causing more
pleasure than pain. He pushed until a couple of inches were in her ass. She
found herself holding her breath and her body covered in goose bumps. He was
so thick that her sphincter stretched to new dimensions and held his cock in a
vice like grip. He slowly slid his dick in and out of her each time going a
little deeper. Cindy pushed back as if she were trying to poop as she
discovered that it made the penetration easier. Her brief pain had subsided
and it was replaced with a feeling of fullness.  
  
Cindy relaxed a little and then felt more of his cock slide into her. She
grunted out loud as she felt fuller and then a wave of pleasure passed through
her body. She was convinced that he had his whole cock in her now but really
he only had about half of his big dick in her. She felt so full so had no idea
that he had about another four inches before he was done. He kept adding more
and more of his cock to her ass. There was discomfort then fullness and then
pleasure each time he went deeper. She would tense, relax and then enjoy it.
This pattern continued until Buddy had his whole cock buried in her ass.  
  
He reached around and played with her clit as he pounded her ass. Her pussy
and rectum were on fire as the big cock reached previously untouched areas in
her body. She was on the brink of another huge orgasm as he methodically
fucked her in her tight anus with his sizeable cock. He loved watching his
cock slide out of her shapely ass and then plunge back in as his hips slapped
against her curvy cheeks causing them to jiggle with each thrust. Her orgasm
surged within her as he fucked her ass harder and faster.  
  
As she came and came, her entire body went into spasm. Her pussy convulsed and
clamped around his fingers coating them with her cunt juice. Her anus pulsated
as he drove his big cock in and out of it. Her ass involuntarily squeezed and
released his huge member as he fucked it causing him to finally lose it. He
slid his pecker deep into her rectum as his cock spasmed and sent a thick
stream of hot cum into her channel. He kept fucking her as load after load was
fired into her ass. His cock kept twitching and spurting inside the impaled
lovely teenager.  
  
Cindy had never felt so full of cum and there was nowhere for it to go,
blocked by the swollen cock buried in her ass. He slowed his pace and
eventually stopped allowing his cock to remain buried in her ass. He did not
go soft right away and he gently moved his hips pushing semen around in her
ass. Some of it trickled out and ran down over her pussy lips.  
  
She could not take any more fucking at the moment and she pleaded, "Please no
more, I can't take any more Buddy, please stop. Let's rest awhile."  
  
Reluctantly he stopped and slowly withdrew his cock from her loosened passage.
He marveled in the sight of his impressive cock sliding out of her shapely
ass. His man seed flowed from her anus and ran like a river down over her
pussy and between her sweet thighs. They stayed in the same position for
several minutes and he massaged her beautiful bottom as she remained on her
knees with her ass perched in the air. He pushed down lightly on her back
causing her to accentuate her shapely ass even more. He loved looking at it
and playing with it as she cooed into the pillow. His cock remained hard and
looked menacing around her anus. It was hard to believe that he finally fucked
her beautiful tight ass. She looked magnificent with her just fucked curvy ass
in the air. He could not resist sticking one of his fingers in her asshole and
she just wiggled her bum instinctively.  
  
Cindy looked at the clock and saw that they had been at it for hours. No
wonder her muscles were aching and she was exhausted. As Buddy closed his eyes
and relaxed she thought about the final act of giving up her ass to him. She
felt naughty and nasty but she also felt erotically charged. She also had a
feeling of fullness in her ass as if she was constipated.  
  
They rested for a while and got something to drink and then Buddy was back at
her. This time he gave her bottom a rest and fucked her pussy. She only felt
pleasure as the large cock touched every fiber of her cunt. He fucked her
slowly with long deep strokes and she began to hump her pussy up at him. She
had numerous orgasms with the last ones violent and vocal. He tensed and
flooded her pussy to overflowing. He continued to pump her pussy and she could
feel cum running out of her cunt and trickling down her thighs. Cindy held
Buddy tightly as she felt she was in heaven.  
  
The rest of the day they showered, had more sex and stayed naked all day. At
one point they took a bath together. After the bath Buddy gave Cindy's body a
massage with bath oil. First he massaged the front of her body paying special
attention to her tits and her pussy. Sensing that she was on the verge of
another orgasm he slipped his cock into her cunt and she humped herself into
frenzy.  
  
He then rolled her over on her stomach and massaged her back, shoulders and
the back of legs. He kneaded her gorgeous ass cheeks and as he massaged her
ass, he put an ample amount of oil on her anus. As before, he began to probe
her ass first with one and then two fingers. Before long his fingers were
moving easily in and out of her thoroughly lubed asshole. He lifted Cindy up
by her hips until her ass was in the air as she rested her head on the
mattress. He removed his fingers and positioned the head of his cock at the
entrance to her ass. As he eased his cock into her bunghole he heard Cindy
gasp and hold her breath. He assuredly told her to relax and reminded her that
he would not hurt her.  
  
As he eased his cock into her ass the head cleared her sphincter as she
uttered an audible gasp. As he had done earlier, he continued to ease his cock
in and out of her asshole feeding her an additional ¼ to ½ inch at a time,
each time waiting until she relaxed. It seemed to take hours before his entire
8" were lodged deep in her ass. If he had not cum so many times already he
would have shot his wad quickly. He started to fuck her with long deliberate
strokes as he admired her beautiful ass accepting his huge cock. He stroked
her marvelous ass cheeks and told her how good she looked in this position
with his dick skewering her luscious ass.  
  
He felt his orgasm start down in his balls and rush up through his cock
flooding her rectum. He came more than he expected and his cum soon filled her
to overflowing and backed up coating his cock and running down the inside of
her thighs. They both collapsed on her bed and rolled to their sides with his
cock still imbedded in her ass. His cock softened and slipped from her asshole
with an audible pop.  
  
They showered this time, dressed and headed home. Cindy dropped Buddy off at
his car and then she drove to her aunt's house. She would feel constipated for
several days but then things seemed to return to normal. She knew after that
day that Buddy would always look forward to fucking her ass. Buddy and Cindy
continued their sexual escapades on a regular basis right through the summer
of 1959. She could always count on having all three of her holes filled with
cum on each occasion.  

JAY'S TURN  
  
Jay had worked on his bottom to the point where he was convinced that with
plenty of cream that he could take Buddy's cock. It was early spring and after
tennis practice they went to Jay's house. They were still in their tennis
clothes sitting in the family room talking when Jay's mom said she had to go
out for a while. Jay took the opportunity to switch the topic to sex. He was
sucking Buddy's cock when he quizzed him about how things were going with
Cindy. He was thrilled to learn that Buddy was now fucking her ass on a
regular basis. Jay remembered that Buddy had been attracted to his bottom so
he popped the big question.  
  
"Buddy would you like to fuck me? Would you like to stick your big thick cock
in my ass?"  
  
Jay dropped his tennis shorts and jock strap to his knees and his 4" erect
dick wavered in the air. He knelt on an upholstered chair and raised his ass
in the air. Buddy looked at him in that position and decided that he looked
just like a girl with his smooth hairless bottom. His ass was smooth shapely
and every bit as appealing as Cindy's bottom. Buddy decided to go for it.  
  
"We better take this up to your room in case your mom comes back soon."  
  
The two of them raced up the stairs to Jay's bedroom and stripped off their
tennis attire. Now completely naked, Jay knelt on his bed and waved his ass at
his best friend. He reached back and lubed his asshole with lotion as Buddy
applied a generous amount of lotion to his cock. He stood behind Jay and
stared at the incredible ass that he was about to fuck. He spat on his dick
making very slippery and eased into the virgin asshole. He was surprised how
easy it entered him and he guessed that Jay had been working on stretching it
out.  
  
Buddy was gentle with him allowing Jay to adjust to the size of his cock. Soon
he was buried to the hilt in the lovely ass and he fucked his friend royally.
He held on to the pretty twin cheeks of the curvy ass as he fucked it
thoroughly. Jay couldn't believe how full he felt with Buddy's enormous dick
in his ass. Jay felt Buddy tense and then fill his ass with cum. Buddy
continued to fuck his friend's ass and the semen backed out and ran down over
the taut ball sac. Jay fired a blast of cum onto his bed without even touching
his cock. Buddy eased his soft cock out of the now deflowered ass.  
  
Buddy announced, "I am going to take a piss."  
  
He went into the bathroom to relieve himself and as he was peeing, he thought
of Jay and how good it was to fuck his ass. He loved watching his cock slide
in and out of the shapely ass. He then decided that it was no different being
with Jay then with Cindy when it came to getting a blow job or butt fucking.
He felt his loins stir again just thinking of Jay's ass as he walked back into
the bedroom. To his surprise Jay was in bed on all fours with his curvy bubble
butt stuck up in the air. Buddy felt his cock twinge as he looked at the hot
ass. Jay's body was delicate, hairless and flawless. He really did look like a
girl in this position.  
  
"Buddy, I would like you to fuck me again," he said in a sultry voice. "You
would like to fuck me again wouldn't you?" he asked.  
  
Buddy's cock hardened as he approached the bed. He knelt behind his tennis
partner and began to caress the beautiful ass. Jay handed him the lotion and
asked Buddy to get his ass ready. He put an ample amount of lotion in his
hands and rubbed it all around the bung hole. Then he inserted first one
finger then two fingers preparing the sweet ass for another fucking. He sawed
his fingers in and out of the dilated anus and he was turned on by the thought
of burying his cock in Jay's shapely ass one more time. He moved closer to his
friend and lined up the head of his cock with the anal opening. Buddy eased
his big dick into Jay's ass.  
  
Jay reminded him, "Not too deep at first, then deeper."  
  
Buddy spat on his hand and rubbed his saliva all over his cock which made it
very slick when combined with the lotion. The cock head cleared the sphincter
and he fed it to the receptive ass a little at a time. The ass chute was warm
and tight as he went deeper and deeper. Soon he was all the way in Jay's ass
and he started a slow fucking motion. He continued to pump with deep, long,
deliberate thrusts. He caressed the smooth round ass as he fucked it.  
  
Jay asked Buddy to fuck him harder and quicker. So he picked up the pace and
he pounded it faster and faster. Buddy's balls started bouncing off of Jay's
balls and Jay moaned with each thrust of Buddy's cock. He could feel his
climax building and he knew that any moment he would shoot his seed into his
friend's ass. Buddy tried to make it last as long as possible but once Jay
contracted his sphincter, he lost it.  
  
He fired a barrage of cum into the clenching rectum filling it to overflowing.
Buddy pulled out of Jay and collapsed on the bed next to him. Jay rolled over
on his back and jerked off once again. Buddy watched as he stroked his cock.
Jay fired another round of spunk into the air. The first blast landed on his
face, neck and chest. The remainder of his load landed on his abs and pooled
around his pubes.  
  
DIANE SPIES ON HER SON AND SEDUCES BUDDY  
  
While Buddy and Jay were enjoying their first anal sex together their erotic
couplings did not go entirely unnoticed. Diane came home earlier than expected
and she heard Jay's groans coming from his room. She made her way up the
stairs quietly and saw that the door to her son's room was open. She carefully
peeked around the corner and she saw Buddy and Jay in the bed. Her son was on
all fours with his shapely ass pointed up in the air. Buddy was kneeling
behind him with his big cock buried in her son's ass. She watched as Buddy
fucked her son and she was fascinated with his big cock. As they fucked the
big cock came almost all the way out and then plunged back in. She had never
seen such a big thick cock in person but now she was watching her son get
skewered with one.  
  
Diane's hands made their way under her skirt into her panties and she diddled
her clit as she watched the two young men fuck. At that moment she made up her
mind that she too had to have Buddy's cock. She would figure out how to seduce
him and experience his big cock. Her husband and Jay would be visiting a
college campus soon. She thought that if Buddy could fuck her son then he
should be willing to fuck her too.  
  
Diane decided that next Saturday when Jay was at the college campus she would
ask Buddy to come to the house and then she would seduce him. She quietly
moved down the hall and entered her own bedroom. She flopped down on her bed,
flipped up her skirt, pushed down her panties and shoved her fingers in her
twat. She fingered herself for a while and then she retrieved her dildo.  
  
She hadn't even take the time to undress but she just pulled her panties down,
flopped on the bed and thrust her favorite dildo into her pussy. As she lay on
her bed with her dress pulled up and her panties around her ankles, she fucked
herself furiously with the fake cock and fantasized that Buddy was fucking
her. Diane had an intense orgasm and as she lay there recovering from her
orgasm she was resolved more than ever that she had to have Buddy's cock in
her. She made up her mind that she would seduce him.  
  
Two weeks later, Jay and his father left early Saturday morning for the
college campus. Diane had asked Buddy over to discuss something with him.
Although it was unusual for him to be there without Jay home, he was okay with
the visit. Diane was wearing just a robe as they sat around in the family room
for a while drinking coffee and chatting. They talked mostly about tennis and
colleges. Buddy had received a full athletic scholarship for tennis.  
  
She was really getting horny and she couldn't get her mind off sex. They
finished the coffee in the hot pot and she asked him to refill it. He took the
carafe into the kitchen and Diane decided it was now or never so she went into
the kitchen right after him. He was by the coffee pot filling up the carafe
when she entered the kitchen. Diane dropped her robe and stood naked in the
kitchen and then she spoke his name.  
  
Buddy turned around and he almost dropped the coffee carafe when he saw her
standing there naked. He always knew she had a nice figure from all the times
he had seen her in a bikini at the pool. Obviously she wanted him and he was
ready to oblige her. He put the pot on the counter, came over to her and
pushed her up against the refrigerator. He dropped to his knees and drove his
face into her vulva. She gasped aloud as she felt his tongue enter her vagina
and seek out her clit. Within minutes she was writhing and holding onto his
head as he ate her through a string of orgasms. It had been years since her
husband ate her pussy and never like that. Diane was weak kneed and she sank
to the floor. He peeled off his clothes and plunged his big cock right into
sopping wet pussy. She grunted as the huge cock made its way into her hot
hole.  
  
She was flat on her back now and she wrapped her legs around his body as he
pounded her pussy. She just seemed to go from orgasm to the other as he drove
toward his own release. He then stiffened and fired a huge amount of spunk
into her quim. Diane moaned as she felt the warm fluid fill her womb. His cock
kept moving in her and she realized that he wasn't going soft. His cock swam
around in the combined love juices as he continued to fuck a now exhausted
Diane. She begged him to let her rest a minute but he just turned her over on
all fours and then fucked her doggy style.  
  
She had her head on the kitchen floor as he fucked her from behind and played
with her shapely ass. He then got up for a minute and got some cooking oil
from the kitchen cabinet. He opened the bottle and let the oil run into the
crack of her ass. He then pushed one of his fingers into her ass lubricating
it with the oil. Diane flinched and almost screamed out loud when she felt his
cock at her asshole. He pushed and his cock head cleared her sphincter. She
wanted to protest but she was afraid that he would leave and never return if
she did. She then resolved herself to give up her anal cherry. He slowly
worked his big dick into her shapely ass and then he fucked her methodically.
He fucked her slowly and his cock steadily went deeper into her rectum until
he was completely buried in her ass.  
  
Diane experienced pain but it quickly turned to cramping and bloatiness. Now
she just felt full as the thick cock stretched her hole. He picked up the pace
as he approached his orgasm and she reached between her legs and finger fucked
herself. He tensed and then he unloaded in her ass. He was so excited that he
flooded her rectum with an enormous amount of semen. She felt the huge load
fill her ass and she involuntarily milked the cock with her sphincter. He
stayed in her ass until his cock was drained and then he pulled it slowly from
her anus. Diane felt a huge void in her ass as the cock left her hole.  
  
Buddy stood up and picked up his clothes. He left the kitchen leaving her
lying on the kitchen floor with cum dripping from both her holes. He took one
more look at the cum-filled pretty woman and then left the house. As much as
he enjoyed fucking his friend's mother he was embarrassed by his behavior and
he was lost for words. He just didn't know what he would say to Diane after
such torrid sex.  
  
Diane lay motionless on the floor after Buddy left and thought, "What did I
get myself into?" She had never expected him to react as he did. She had cum
many times and she was pleased about that but she had never expected such
animalistic behavior. The last thing she expected was to be so soundly butt
fucked, although she shouldn't have nee surprised since he liked fucking her
son's ass. She reached for her nether hole to assess any damage but she found
things to be quite normal although she did feel constipated. No wonder she
thought as she remembered Buddy cumming in her ass in buckets. She made her
way outside to the Jacuzzi and lowered her achy body into the warm water. She
let the jets wash away the semen from her holes and then she put her robe back
on.  
  
As she relaxed in the hot tub she thought about Buddy fucking her. She
wondered if that was the way he and Cindy fucked and she wondered if she took
it in the ass too. She made up her mind that she would fuck him again but it
would be on her terms next time. She contemplated whether she would let Buddy
have her ass again, "After all it wasn't that bad and actually was kind of
wickedly erotic," she thought.  
  
Diane recovered from the sexual windfall of that morning and got herself
together. Hours later, Buddy returned to the house to apologize for his
behavior and she invited him in for a drink.  
  
"Diane I am so sorry about this morning. I don't know what came over me that I
acted like such an animal," he apologized.  
  
"Buddy we were both at fault. I should have never approached you like I did. I
am just as responsible as you are for what happened," she admitted.  
  
"It is very obvious that we desire each other or we wouldn't have gotten
carried away. I still desire you. Do you still desire me Buddy?"  
  
"Oh yes very much but you are still married and what about your husband and
Jay?"  
  
"I still love my husband but I need to be loved more than he provides right
now. Please don't think badly of me I don't sleep around. In fact you are the
only other man I've been with since I got married. Jay does not have to know."  
  
"I understand and I think you are a beautiful and desirable woman. If you want
to be with me I am all for it. You can tell me when to cool it or just call it
off."  
  
They finished their drinks and agreed to be discreet in the presence of
others. Neither of them brought up Jay in the discussion as she did not want
him to know that she knew he was fucking her son.  
  
"Now, I would like you to spend the night here with me. I want to get as much
loving as I can this weekend. Are you okay with that?"  
  
"I would love to spend the night with you."  
  
H was thrilled that he would be fucking her on a regular basis and he would
still be fucking Jay. He also had his girlfriend Cindy and best of all they
all loved it in the ass. "Will I be able to fuck all of them and keep them all
happy, he wondered?"




        Fitting in with the Upper Crust Ch. 02


_AUTHOR'S NOTE: This story includes a bisexual encounter to two consenting 18
year old boys in addition to straight sex._  
  
*****  
  
BUDDY'S WEEKEND WITH DIANE  
  
Diane was still dressed when Buddy entered the family room and hour after jay
and his dad left for the college campus. The two of them sipped on some wine
and made small talk sitting on the love seat. Diane kicked off her shoes and
put her legs across Buddy's lap as they sat on the small sofa. Buddy smiled
and he began to caress Diane's smooth tanned legs and worked his way up her
thighs. She moaned softly when his hands made contact and he continued his
movement upwards and then stroked her panty covered pussy. The panties were
sopping wet so he hooked his fingers in them and eased them down and off her
legs.  
  
She was so wet that two of his fingers slid into her pussy easily. He then
moved to the floor and knelt in front of her. He pushed the full cotton skirt
up and lifted her legs to his shoulders. Looking right at her pretty pussy, he
fingered her some more before he lowered his mouth to her tasty quim. She
subconsciously tightened her thighs restricting his progress and grabbed his
head with both hands.  
  
She consciously relaxed her grip on his head and he moved his mouth toward her
and closed it over her pussy shoving his tongue into her wetness. She cried
out and grabbed his head again but this time she held it tight to her. He
lapped at her pussy as he fingered her with two fingers. Spread her pussy lips
apart, he located her throbbing clit peeking out from its protective hood. She
was really excited as her erect clit looked like a teeny dick sticking out.
Buddy mused thinking Jay's dick wasn't much bigger than his mom's clit. He
sucked on her hard clit and she bucked her hips up into his face. He reached
under her and cupped her shapely ass cheeks in his hands as he drove into her
pussy with his tongue and nibbled on her clit.  
  
"Oh my sweet boy, I'm cumming. Hold me, please hold tight," she screamed as
she lost it.  
  
The climax rocked her body and he held on for dear life as she thrashed,
twisted and bucked all over the sofa. He kept right on eating her pussy and he
held onto her shapely ass as she thrashed about. She slowly calmed after her
intense orgasm but he continued to lick her until her pussy was dry. As she
lay on the sofa he continued to lick and kiss her bare thighs as she ran her
hands through his hair.  
  
"Oh that was something I really came hard. Thank you, thank you!"  
  
Diane watched Buddy as if she was in a trance as he pushed his pants down to
his knees and his rock hard cock leaped out. He moved between her thighs and
placed his cock at the entrance to her womb. She shivered in anticipation as
he eased her back down on the sofa and proceeded to feed his thick cock to
her.  
  
"Oh yes, oh it feels so good, oh, oh, make love to me, yes."  
  
He slid in and out of her pussy slowly allowing her once again to adjust to
his size and continued to go deeper with each thrust until he was buried balls
deep in her pussy.  
  
"Oh my I love being so full of cock, fuck me, make me cum, make it last all
night."  
  
He pounded her pussy making sure that his cock was in constant contact with
her clit. She had multiple orgasms as he fucked her surprising herself. He
lowered the top of her dress over her bra. Next he reached under her and
unhooked the bra and pushed it up over her tits. She had such pretty firm tits
with rock hard nipples. He twirled the nipples in his fingers and then leaned
over taking one then the other in his mouth.  
  
"Oh yes, suck them, suck my nipples!"  
  
He could feel his balls start to tighten and he knew it wouldn't be long
before he filled her pussy with his cum. She stiffened and then had another
violent orgasm.  
  
She yelled, "Hold me, please hold me, I'm cummmming!"  
  
He reached around behind her and pulled her toward him as she shook and
trembled throughout her intense orgasm. As she was cumming so did he and he
fired a barrage of cum into her pussy. As she started to recover he laid her
back down on the sofa and slowly fucked her as his cock gradually softened in
her. His cock was swimming in her cunt; there was so much semen in there
mingling with her own juices.  
  
"Are you okay Diane?"  
  
"I have never felt better. I always wanted to have sex in the family room but
let's go up to bed now."  
  
They removed their remaining clothes in her bedroom and she got in her bed on
her back. She held her arms open to Buddy welcoming him between her legs
again. He crawled between her legs and slipped his hard cock back in her
pussy. He wanted to fuck this upper crust woman all night. He decided to not
go for her ass again that night. He fucked her as long as he could before he
shot his second load of the night. She had another orgasm that was so violent
she nearly bucked him off her body.  
  
"Please stop, I have to rest. I have never been fucked so thoroughly in my
life. I need a rest. I am not sure I can cum anymore."  
  
He rolled off of her and the two of them got under the bed covers. Before long
they were both sound asleep. Diane had curled up against Buddy in a spoon
position with his arm draped over her body. What she didn't know was that he
had had sex with Cindy before he arrived that evening. They were both so
exhausted from the sex they didn't move all night.  
  
The next morning Buddy woke up first and looked at the attractive woman lying
next to him in bed. It was hard to believe that he had just had more
incredible sex with his best friend's mother. She looked so peaceful sleeping
on her back with her cute firm tits poking up in the air and her hot pussy on
display. He eased her legs apart and lowered his mouth to her vulva not caring
that he had cum in her the night before. He teased her with his tongue until
her pussy heated up and glistened with moisture. She started to stir and
reached down to her pussy only to find his head between her legs. She opened
her legs wider giving him easier access to her luscious pussy.  
  
He quickly located her clit and brought a soft moan to her lips as he nibbled
it gently. He then inserted a thick finger into her pussy and continued to
tease her hard clit. Her pussy was getting wetter and wetter and she started
to move her hips with a desire to cum. That was the signal that he was waiting
for and he moved his body up and knelt between her legs. He lined up his huge
erect cock with her sopping wet cunt and eased it in. Her face tensed with the
anticipation of his big cock filling her pussy again. He loved to watch his
cock slide into her hot pussy and see the expression on his new lover's face
as the cock spread her wider.  
  
He fucked her slowly at first as he usually did and then he began to pick up
the pace. Soon he was pounding her pussy and fucking her into submission. She
had orgasm after orgasm as he relentlessly fucked her. He just kept at her
with his morning piss hard-on until she screamed and pleaded with him to stop.
Her body convulsed in a mind blowing orgasm and then she went limp on the bed.
Buddy smiled to himself and eased his cock out of her well fucked pussy. He
got up and went into the bathroom to pee and take a shower.  
  
As he was in the shower Diane came in and joined him. They soaped each other's
bodies and soon his cock was rock hard at attention. She knew that he hadn't
cum yet that morning so with a smile she dropped to her knees and took his
cock in her mouth. She only took about five inches in her mouth and stroked
the rest of it with her delicate hand. She had been looking forward to sucking
his cock. It was so long since she had a young vibrant cock in her mouth.  
  
Buddy told her that he was close but she kept sucking him and jerking him off
until he put his hand on her head as a signal that he was very close. She took
him deeper in her mouth and jerked him off with her hand. Cum shot out of his
cock and sprayed the back of her throat. She was caught off guard by the force
and the volume of his ejaculation and she pulled his cock from her mouth to
avoid gagging. His semen splashed against her tits and neck as she guided his
cock away from her face. The shower water washed the semen away as quickly as
it hit her body. After about several ropes of cum shot out of his cock, she
squeezed the remaining seed out then took his cock back in her mouth and
sucked him dry.  
  
The two of them finished showering and then got dressed. Diane prepared a fine
breakfast for them making sure that Buddy had plenty of eggs. She knew he
would need them for his stamina. He had tennis practice that later morning at
the high school but it was just drills as it was voluntary with the other
teammates. The real practice and tryouts started Monday.  
  
THE WEEKEND CONTINUES  
  
After practice Buddy returned to the house and Diane had lunch waiting for
him. They ate together and then he took a shower and put on a pair of seats
afterward. When he returned to the family room, a rejuvenated Diane was
clearly ready for more sex. She had purposely dressed up to be seduced.  
  
"I want you to undress me and play with me. Make me good and wet," she
whispered in a sultry tone.  
  
She stood in front of him as he sat on the sofa, slid his hand up her leg and
he felt her tremble slightly. He let his hand ride up and down her stocking
covered leg for a few minutes. He let his hand wander above her knee and past
the top of her hose. She shivered as his hand touched the bare skin of her
thigh. He caressed both of her thighs and he could tell that she was getting
hot. The back of his hand brushed against her panty covered pussy and he could
feel that the panties were soaked with her excitement. She moved her legs
wider apart causing the skirt to tighten around her shapely ass. He rubbed her
inner thighs between her legs and flicked his fingers over the material
covering her vulva. She flinched involuntarily when she felt his hand on her
pussy.  
  
"Your panties are very wet Diane. I think that I should take your panties off
you?"  
  
"Yes, please take my panties off.  
  
He eased her panties down over her buttocks, past her thighs and then let them
slide to her ankles. She stepped out of them and he put them on the end table.
He returned to fondling her ass and thighs and he soon had her squirming with
desire. She moved her body as if she were trying to get his hand near her
pussy so he slid it between her legs and stroked the outer lips of her labia.
She squirmed under the touch and emitted a soft groan. He started to push the
skirt up but she stopped him and then she took it off. It was a wrap-around
skirt and she had it off in an instant. She looked so sexy standing there
leaning forward slightly with her cute ass framed by her hose. She actually
looked hotter with her blouse, garter belt garters and hose on.  
  
Buddy ran his hands all over her ass, thighs and pubes feeling her wet pussy.
He slipped his finger into her vagina and then added a second one. He took
juices from her pussy and he pushed between the cheeks of her ass and massaged
his finger into her nether hole. He fingered her ass and pussy at the same
time. She was going wild with the double penetration and cried out to him.  
  
"That's it finger me, play with me. Make me cum, please make me cum."  
  
He continued to work her ass and pussy and within minutes she had her first
orgasm. She held onto the end table with both hands as her body jerked and
spasmed with her climax. He worked his fingers in and out of her holes as she
clenched and relaxed her vaginal and anal muscles tightening herself on his
fingers. He pulled his fingers from her holes and he stood up behind her. He
dropped his sweat pants to his ankles and brought his rock hard cock to her
buttocks. He let his cock rest against the hot flesh of her ass and he leaned
over and whispered in her ear.  
  
"Where do you want it first tonight? Do you want it in your ass or do you want
me to fuck your pussy first?" he teased her and then licked her ear.  
  
"Fuck my pussy first and then my ass. I want to feel you cum in my ass
tonight," she murmured in an overly excited state.  
  
He then eased his cock into her pussy, fucked her from behind and diddled her
clit until she orgasmed once again. Next after greasing her thoroughly with
the lotion she had thought to have handy, he moved his cock to her ass and
fucked her for a short time before he unloaded his semen in her anal canal. He
had been thinking about fucking her ass ever since he returned so it didn't
take him long to cum.  
  
She looked so hot leaning over the table with his cock sliding in and out of
her asshole that he just couldn't prolong his ejaculation any longer. He
leaned over her and exploded in her ass. His cock seemed to keep firing round
after round of semen and he could feel his warm liquid surround his shaft as
the semen filled her rectum. She milked his cock dry until it softened and
popped out of her ass.  
  
Buddy eased Diane down on the sofa and he sat next to her and caressed her
breasts, neck and arms, teasing her skin with his fingernails and tongue. She
made a low, drawn out sound. He pulled up her blouse, removed her bra and
started on her naked breasts. He remembered that licking her nipples had got a
good reaction from her previously and as he sucked her warm flesh into his
mouth and rolled it between his teeth, she let out a moan of pleasure.  
  
They decided to return to her bedroom and he loved watching her ascend the
stairs in front of him. She was still wearing her garter belt, garters and
stockings. It was an incredible sight and he felt his cock stiffen again. They
sat on her bed and he resumed his assault on her lovely breasts.  
  
Diane enjoyed the attention to her tits and her body was heating up again. She
was pleased letting Buddy fuck her in the ass again and she couldn't believe
her own words when she told him to cum in her ass. It wasn't bad though and
not as discomforting as the first time. She felt the semen in her ass as if
there was still a cock in there.  
  
Buddy finished undressing her and they moved to the bed where she gently took
hold of his cock and took him into her mouth. She seemed unconcerned that his
cock only minutes ago was in her ass. She rolled his cock around in her mouth
and getting it wet with her saliva, while her hand worked his shaft up and
down at the same time. Seconds later, she pushed him back on the bed to
straddle him. Her hand wrapped around his now slippery cock and he felt the
tickle of her pubic hair just before her soft flesh nudged his helmet and then
it was suddenly engulfed by the heat and tightness of her pussy.  
  
She grabbed hold of the top of the head board on either side of his head as he
held onto her hips. She rocked her hips back and forth, pressing downwards and
working the walls of her pussy as he slid into her further. The next motion of
her hips caused her to gasp in pleasure as his full length penetrated her. She
began to work up and down, back and forth as she moaned in pleasure. She felt
particularly tight in this position and the unhurried pace felt sensuous and
wonderful. She continued to ride him at a slow, even pace as he relaxed and
let her take charge. As she fucked herself on him, he could hear the smacking
and swooshing sound of her pussy as his cock moved around inside her.  
  
Her firm medium sized breasts jiggled as she picked up the pace. She pushed
her hips down until their groins met and then lifted up until just the swollen
tip of his cock remained inside her. She seemed to know just how far to move
so that his cock never slipped out of her pussy. Her thigh muscles felt firm
and tight under his hands as she worked her body on him. The speed of their
groins slapping together increased as they fucked faster and harder. They
really had our rhythm going now and he thrust up into her as she lowered
herself on him. Her pussy contracted around his cock as her eyes fluttered and
she emitted a high pitch scream. She grabbed onto his shoulders as she rode
out her orgasm. He ejaculated into her again flooding her cunt with spunk as
she collapsed on top of him.  
  
"Let's hit the Jacuzzi and then get something to eat," he suggested.  
  
She could hardly move but the Jacuzzi sounded very inviting. She got robes for
them and then they made their way outside to the hot tub. They soaked their
achy sated bodied for nearly an hour. Back in the house they had wine and
appetizers while they watched TV. Late they were back in her bed in the spoon
position and Buddy had worked his cock back into her ass. He fucked her slowly
until he came leaving a small discharge in her this time. They stayed cuddled
with his cock in her ass and eventually fell asleep.  
  
SUNDAY BEFORE JAY AND ALBERT ARRIVE HOME  
  
Buddy woke up before Diane but he decided to let her sleep in, He went to the
bathroom and took his morning piss and then returned to the bed. Buddy fell
back asleep but was later surprised as she gave him his wake up call. She was
playing around his pubes and his cock started to stiffen in anticipation. She
wrapped one hand around its girth and looked up at him with those daring blue
eyes. She then tilted her head back down and brought her mouth towards his
cock. She ran her tongue up its smooth underbelly and he groaned aloud.  
  
Holding it with her hand she sank her open mouth down onto his cock. Her lips
closed around it and he felt her hot, wet tongue go to work. Diane sucked him
hard and her cheeks hollowed as she worked her head back and forth. He gasped
and put his fingers into her soft hair to guide her head back and forth. She
knew what she was doing as her pace gradually quickened and her right hand
worked his shaft. Her left hand cradled his balls and softly stroked them. She
then ran her finger along his perineum. She took his cock from her mouth and
blew on the head of it. She felt her breath cool the saliva on his cock and he
clenched his butt in pleasure. The large cock bulged in her firm grip and felt
even larger than normal. She worked her hand back and forth letting it glide
smoothly around his cock then she looked up at him and smiled. She knew the
effect she was having on him and she seemed to enjoy every moment of his
torment.  
  
He moaned again as her tongue snaked forward and tickled the tip of his cock.
Her tongue found the pee hole and she licked the pre-cum as it oozed out of
his slit. She worked her tongue in circles around the tip of the cock and took
his length deeply into her mouth again. He watched as a lot of his cock
vanished into her mouth. She then swirled her tongue around the shaft of his
cock that was buried in her mouth. He closed his eyes and groaned in pleasure
as her head worked back and forth more quickly clasping his shaft with both
hands as her head vigorously bobbed up and down.  
  
Her pace was relentless and he held her head gently as he felt his orgasm
building in his testicles. This was definitely the best blow job he ever had
in his young life, bar none. She allowed his cock to plop out of her mouth
again and a thin trail of saliva stretched from his cock to her lips. She
smiled again and caught the saliva in her hand as her eyes fixed on his cock.
Her hand wrapped tightly around it again and she proceeded to jerk him off at
a steady pace occasionally licking the head of his cock and nibbling it with
her teeth. He threw his head back, closed his eyes and groaned out loud. She
jerked him off as fast as she could as her hand almost became a blur as it
moved up and down his shaft. There was a distinct look of lust in her eyes as
she stared at the throbbing cock  
  
"Are you going to cum for me? Are you close?"  
  
Buddy just nodded yes since he was very close. Diane then took him back in her
mouth and ran her tongue around his shaft again. Then her head bobbed up and
down again as she pursed her lips and hallowed her cheeks. That did it. He
told her that he was going to cum.  
  
She took the warning as a signal and she started sucking harder and squeezing
his cock with her hand. His eyes closed tight as he ejaculated in her mouth.
He felt his cock pulsate as rope after rope of semen shot into her mouth. As
the intense sensations passed from his body he relaxed a little and looked
down to watch her suck every drop from his cock. She was now kissing it,
licking up and down the shaft as if she were making love to it. The cock
softened in her mouth and she took it in her hand as she licked the final
remnants of his ejaculation from the slit. Once she was satisfied that she had
emptied his cock she ran her tongue around her lips and swallowed one final
time. She let out a big sigh and then flopped down on the bed alongside him.  

She had acted like such a slut and loved every minute of it. Diane lay on her
back and welcomed him into her arms as he moved between her legs and kissed
her. He moved from her lips to her breasts and spent a good amount of time
kissing her tits and sucking on her nipples. She loved the attention he paid
to her breasts and she cooed and moaned softly as he worked on them. He began
his descent down her body kissing her firm tummy and tickling her belly button
with his tongue. Then he moved between her legs and kissed her inner thighs
causing her to groan aloud.  
  
Her body twitched when his tongue touched her quim. He then moved her legs on
top of his shoulders and settled in to eat her pussy. Buddy licked her labia
and inserted his tongue passed her outer and inner lips. Locating her aroused
clit he sucked on it and gently nibbled it with his teeth. He expected to
bring her off with his mouth and then fuck her but she interrupted that plan.  
  
"Oh I'm ready now make love to me, please love me now," she gasped as she
tugged on his head.  
  
Buddy moved up her body, knelt between her legs and rubbed his revived erect
cock around her vulva, teasing her briefly. He slid his cock into her pussy
which was now sopping wet. It went in easily and Diane gasped at the contact
and penetration. She wrapped her legs and arms around him and held him tight
as she humped herself against him. She had a quick orgasm but she kept right
on fucking and he kept pace with her. He continued to fuck her until she had
one of her mind blowing orgasms in which her body quivered and quaked as she
cried out loud.  
  
"Oh I'm cumming, it's a big one again, hold me hold me, oh!" she screamed as
she stiffened her body and clutched his cock in her pussy.  
  
Her body went limp after her climax and she lay under him as he picked up the
pace fucking her in search of his own release. It didn't take too long before
his body went rigid and he dumped another load into her twat. She held him by
his buns as she pulled him to her and used her vaginal muscles to milk his
cock dry. He rolled off her and flopped next to her as they were both drained.  
  
"God what a marvelous way to start the day," Diane squealed.  
  
"I'll say that was incredible," Buddy agreed.  
  
"Let's shower and I'll get us some breakfast."  
  
They got out of bed and showered separately, dressed and went to the kitchen.  
  
As he was sipping his coffee while Diane made breakfast, he thought about his
girlfriend Cindy who he had promised to see that afternoon. He mused wouldn't
she be surprised to learn that he was fucking Jay's mother? Buddy thought
about the great blow jobs he got from Jay and now Diane and how they both
liked it in the ass. At least she seemed to go along with the butt fucking.
After breakfast he helped Diane cleanup and then he was on his way. They
weren't sure when Jay and Albert would be home and it wouldn't be cool if he
was there. Also he had promised to hook up with Cindy later and he still had
some homework to do. Diane told him that on Wednesday her husband and son were
attending parent's conferences at school. Buddy's parents never went to those
things so he agreed to come by for a visit.  
  
SATISFYING JAY AGAIN  
  
Jay and his father returned home late Sunday afternoon and found Diane
relaxing in the family room with a cock tail. She was refreshed from the
weekend marathon of sex and in good spirits. Sexually sated she was in good
spirits.  
  
"Here are my two boys, how did everything go?"  
  
"Just fine dear, it is an excellent college with an impressive faculty."  
  
"It is quite impressive mother."  
  
"It is an all-boys school, is it not?"  
  
"Yes mother, it is and I met some of the students and they love it. There is
another college not far away that is coed."  
  
Diane's mind flashed back to the time she saw her son with Buddy's cock in his
ass. "Well I am sure that you will be happy there."  
  
"I'm sure I will. I going up to change now and I have some homework to do."  
  
"I'll call you when dinner is ready."  
  
Albert sighed indicating that he was tired and needed to relax. "I'm going to
fix a drink. Can I get you another?"  
  
"Just freshen it up dear, thank you."  
  
Albert and Diane discussed the school visit and agreed that it would be good
for Jay to attend there. It was expensive but they could afford it and Jay
would receive a first rate education. Later Diane made dinner and they
discussed the school with their son. After dinner Jay and Albert both turned
in early as they were tired from the trip. Diane had another nightcap and then
retired for the evening.  
  
Monday it was back to school and later the first day of tennis team practice.
The team would be selected in two weeks and the season would begin. A couple
of new players looked pretty good on the first day but time would tell just
how good they were. It didn't seem like anyone would replace Buddy at number
one singles but every other slot was up for grabs. After practice Jay invited
Buddy back to the house to use the Jacuzzi.  
  
The boys changed into swim wear, wrapped towels around their bodies and headed
for the Jacuzzi. There was a light mist in the air and then it started to
drizzle. The hot tub had a roof over head as it was nestled in a small gazebo.
Jay turned on the jets and they both got in the Jacuzzi. The warm bubbly water
felt great on their legs after hours of tennis.  
  
Jay was anxious to tell Buddy about the campus visit. He told him how cool the
school was and that he was sure he would be happy there. Buddy could not
imagine going to an all-boys school. Jay then told about the other student who
came on to him while they were touring the campus.  
  
"You're shitting me. He came onto you with your Dad there."  
  
"Yeah it was scary at first and then exciting. We were touring the campus and
this cute blonde guy was our escort. He smiled at me a few times and then when
we were looking at this one building, he ran his hand over my ass."  
  
"That's unbelievable."  
  
"At first I thought it was accidental but then it happened again. I guess when
I didn't complain or try to avoid him he took that as a signal and every time
he could he fondled my butt."  
  
"Did anything happen?"  
  
"Later when my dad had a meeting with the Dean, Lyle, that's his name, took me
to a secluded room. He dropped to his knees and took my cock out. He lowered
my pants and underwear as he sucked me off. His hands were all over my ass and
I knew he loved it. I came quickly in his mouth and then he told me it was my
turn."  
  
"Did you do it? Did you blow him?"  
  
"Yes and surprisingly he had a small cock too. He came quickly and then we
both straightened up and returned to the Dean's office. He told me that he
looked forward to seeing me in the fall. Lyle will be a senior this year and
he said he will give me the proper orientation."  
  
"I bet he will. I guess that there are other guys like him too. You know this
story gave me a boner."  
  
Buddy pulled his bathing suit to the side and freed his stiff dick through the
leg opening. Jay stared at the impressive cock that had been in his mouth and
ass several times. He knew he couldn't resist the temptation. He moved over in
front of his friend and lowered his mouth to envelop the stiff dick. Within
seconds Jay was engrossed in blowing his friend and dismissed all
apprehensions about public sex. As he was sucking the big dick, the rain
steadily increased.  
  
"Oh cool, now I know that your parents won't be coming down here. Jay, move
over to the side of the Jacuzzi, I'm going to fuck that hot ass of yours."  
  
"I brought some cream, let me get it."  
  
Jay climbed out of the hot tub and retrieved the cream from his bag. He re-
entered the hot tub and leaned over one side facing the entrance. Buddy pulled
Jay's swim suit down to his knees and lubricated the curvy bottom. He pushed
his swim suit down and eased his cock into the receptive ass.  
  
"Oh man, I can't believe that we are doing this in my Jacuzzi. This is so
fucking exciting," Jay squealed.  
  
"You do have one fuckable ass."  
  
Buddy moved at a steady rhythmic pace sliding his thick cock in and out of the
shapely bottom. He would pull back until just the head of his cock stayed in
and then he would drive deep into the anal passage. He caressed the lovely
buttocks that looked very enticing as they glistened with water. It was an
unexpected surprise to fuck his friend that evening but Buddy was going to
enjoy every minute with him.  
  
"Jay, I'm close. Do you want me to cum in you or on you?"  
  
"Oh cum in me, I want to feel it."  
  
Holding on to the slim hips, Buddy picked up the pace and drilled his cute
friend. Jay's buttocks jiggled with each thrust which was always a turn-on for
Buddy. One final thrust and the cock was held deep in the rectum as a torrent
of semen flooded the anal channel. Holding his cock in deep he enjoyed the
contractions of the sphincter around his pulsating shaft.  
  
Buddy remained hard and kept his cock buried in the lovely bottom. The rain
was really coming down and the opening to the hot tub looked like it had a
water curtain over the entrance. Sitting back down, he lifted Jay with him and
kept his cock in his ass. Needing desperately to cum, Jay jerked off while
sitting on the big dick. He bounced up and down as he stroked his cock and
then Buddy felt the sphincter tighten around his shaft. Jay's groans were
inaudible due to the heavy rain as he shot streams of semen up into the air
and into the hot tub. He leaned back into Buddy with the big dick filling his
ass and they both remained still for several minutes.  
  
Eventually Buddy lifted Jay up and let him sit on a Jacuzzi seat. Jay watched
as Buddy stood up with his still erect cock dangling from his body. He knew
that he was in for another ass fuck that evening.  
  
"Let's relax a little and then I'm going to fuck you again before the rain
stops."  
  
Jay slid along the seat and found a forceful jet that he placed his anus
against. In a way he was douching his asshole in a hot tub. Even that was
erotic for him. It didn't take long before he was bent over the side of the
tub again with Buddy's big cock drilling his ass. This time he pulled out and
shot his load on Jay's back. Jay jerked off again while he was getting fucked
and dumped another sizeable load in the water.  
  
"Come on, the rain is letting up. Let's dry off and go in the house. I need a
shower." Buddy announced.  
  
The two boys showered separately, dressed and Diane invited Buddy to stay for
diner. He called his parents and told them he would be home later. He ate
dinner with the family and then headed home in spite the offer to stay later.
He had homework to do and he knew it wouldn't get done if he stayed.  
  
WEDNESDAY RENDEZVOUS WITH DIANE  
  
After tennis practice on Wednesday Jay and his father went to the parent
teacher conferences that evening. Buddy however went to Jay's house to hook up
with Diane. It was her suggestion to use the Jacuzzi. She felt safer there
then in the house in case her husband and son came home earlier than expected.
Buddy could always hide out until it was safe for him to leave. He was
somewhat amused as he would get to fuck her in the same Jacuzzi as he had
fucked her son two days earlier.  
  
They stripped off their swimwear and entered the Jacuzzi armed with a bottle
of white wine. Buddy turned on the jets and they kicked back enjoying the
bubbles and their first glass of wine. Diane leaned back into Buddy and he
reached around and stroked her cute firm titties tweaking and rolling her
nipples in his fingers. He slid one of his hands down across her firm abs over
her little tuft of hair and found her vagina. He played with the folds of her
labia and then inserted his fingers in her pussy. Buddy found her hard clit
and rolled it between his fingers as he continued to tease her nipples with
his other hand  
  
As she got turned on he moved her to the other side of the Jacuzzi and had her
lean over the edge presenting her shapely ass to him. Her ass always looked
good but this time it glistened with water and it looked so sensual. It was
clear to him where Jay got his lovely ass. He leaned over and licked her pussy
from behind driving her wild. He had the urge to tongue her beautiful ass so
he swiped his tongue from her pussy up and over nether hole and back to her
pussy. She gasped out loud when the tongue touched her anus. He really got
into it and grasped both of her curvy ass cheeks and pulled them slightly
apart so that he could get his tongue in deeper. He probed her pink aperture
with his tongue as he inserted three fingers in her pussy. She started
whimpering, gasping and directing the action.  
  
"Oh my yes, do it again. Lick my anus; stick your tongue in there."  
  
Feeling bold, he grabbed the bottle of wine and poured some in the crack of
her ass letting it trickle down over her anus and pussy. He placed his mouth
on her and drank up the wine swabbing her pussy and ass in the process. He
repeated this several more times until she seemed to go into convulsions with
her first orgasm of the evening. She collapsed back into his arms and he
stroked her aroused tits as she recovered from the intensity of her orgasm.  
  
They decided to get out of the Jacuzzi as she did not want her skin wrinkled
like a prune when her husband came home. They dried off and Diane told Buddy
to fetch a lounge cushion and bring it into the gazebo. They stretched out on
the cushion and she began to stroke his cock into an erect state and then
proceeded to suck on it. She loved to stick her tongue in the little hole and
nibble on his sizeable soft cock head. This always made her hot to the point
when she needed his cock in her pussy. She straddled him and aimed his cock in
her hole and rode him until she achieved another orgasm.  
  
He decided it was time to fuck her in the ass again so he had her kneel on all
fours with her gorgeous ass in the air. She put her head on the cushion and
turned it to the side so that she could watch. He broke out the lube and put
an ample amount in her anus and then he fingered her ass and pussy at the same
time.  
  
"I love the feel of your fingers in my ass and pussy together!"  
  
After several minutes of finger fucking her pussy and ass, he couldn't wait
any longer and he had to get his cock in her beautiful ass. He removed his
fingers and lined up the head of his cock at her moist puckered ring and
pressed forward slowly. The cock head strained to pop through and she let out
a little groan as the pressure from his iron hard dick forced her little ring
to open like a flower and suddenly the large mushroom head slipped past the
ring and into her ass. She let out a groan as her rear passage was stretched
to accommodate his ample girth.  
  
"Oh you are going to make me like this as much as than the regular way."  
  
He felt her ass tighten around him and he continued to slowly stroke in and
out until every inch was tightly packed up her ass. Diane really began to moan
and her whole body shook in anticipation of what she knew was coming. He began
to slowly fuck her but soon picked up the pace as he penetrated her with long
hard strokes that used the entire length of his thick cock. She was going wild
as she loved the feel of his cock as it pulled out and then came crashing back
in as his big heavy balls bounced off her pussy. She was thrashing around
uncontrollably, gasping and moaning with pleasure. When Buddy reached
underneath her to stroke her clit she exploded.  
  
He continued to hammer her ass with long strokes then suddenly he felt that
familiar tension in his balls and he knew he was close. Buddy began to piston
his raging cock harder into her searing ass in search of his release, which
also increased the intensity of her climax. She was yelling and moaning,
clawing and scratching at the lounge cushion begging him to cum.  
  
"Give it to me, give it to me, give me your cum, cum in my ass."  
  
He took firm hold of her hips and slammed once more full force into her ass.
He did that three or four more times and then he let out a loud groan as he
emptied his seed deep into her bowels. He couldn't believe how much cum he
produced as his dick continued to hammer into her lovely ass. It had to be the
biggest load of his life.  
  
When he was finished he pulled out of her ass as she collapsed on the cushion
utterly spent. He slumped down next to her quivering body. He looked over at
her and watched his seed ooze from her anus. He couldn't resist the urge to
finger her nether hole. He reached over and fingered her ass pushing the semen
back into her hole then he removed his finger and watched as she squeezed some
back out. He fingered her again and made a little game of pushing his seed
back in and watching her push it back out. They then both laughed at their
silliness and turned toward each other and kissed.  
  
"Let's get back in the hot tub. I want to douche myself."  
  
They got back in together and turned on the jest. Diane moved around locating
the right jet to douche her anus. Buddy got turned on again watching her and
he sat on the side of the Jacuzzi with his big stiff dick pointing straight
up. She smiled and when she was satisfied that he anus was clean she moved
over and took the cock in her mouth. She gave him another fantastic blow job
and he came in her mouth this time.  
  
That was enough for one night and she had kept him longer than she planned.
They got out of the Jacuzzi and returned to the house where he dressed and
left quickly. Diane took a shower to rinse the Jacuzzi water from her body.
She dried off and dressed minutes before Albert and Jay arrived home.  
  
"How did the conferences go?"  
  
"Very well dear, Jay is a fine student and he got glowing reports. How was
your evening?"  
  
"Oh boring but relaxing, I'm glad I stayed home."  
  
THE NEXT CHAPTER  
  
The months ahead would be challenging for Buddy, Jay and Diane. They all had
to balance their lives with other commitments and the desire for sex. Buddy
was additionally challenged with keeping Cindy happy as well as sneaking
around with Jay and Diane. Between sex, tennis and keeping their grades up it
would be challenging right up through graduation. Following high school
graduation it would be a summer of debauchery before the boys headed off to
college.




        Fitting in with the Upper Crust Ch. 03


_AUTHOR'S NOTE: This story includes a bisexual encounter to two consenting 18
year old boys in addition to straight sex._  
  
*****  
  
MONDAY  
  
Diane was lying in bed on a Monday morning after her husband left for work and
her son was off to school. She was fondling her breasts and toying with her
vagina as she thought of Buddy. They had not had sex in over a week and she
was getting a bit desperate. She had to figure out a way to spend time with
him but it was difficult given his busy schedule. She missed his big cock and
she knew that she had become addicted to it.  
  
If she invited him to stay for dinner she knew that Jay would try and have sex
with him. It would have to be an evening when her husband had a late board
meeting. That happened once a month and the next scheduled meeting was this
Thursday. Maybe she could meet him somewhere but she would have to be careful.
The last thing she needed was a scandal.  
  
She got out of bed and tossed on her robe. After making a pot of coffee she
took it the Jacuzzi. She slipped into the hot tub naked and enjoyed the bubbly
water with her first cup of coffee. When she finished the coffee she moved
around in the hot tub and found a jet to her liking. She positioned her body
so that jet was right on her clit. The constant pressure soon got to her and
she orgasmed in the Jacuzzi. It took some of the pressure off of her but she
still missed Buddy's impressive cock.  
  
While Diane was masturbating in her hot tub, Buddy and Cindy cut their study
hall class and hooked up in an empty school room. They locked the door from
the inside and left the lights off. Buddy sat in one of the chairs and Cindy
stood next to him. He ran his hands up and down her thighs sending chills
through Cindy's body. He lifted her skirt with one hand and stroked her pussy
with the other. Then he fingered her pussy causing her to groan. He ran his
hands over her shapely buttocks and let his fingers dip into the crack of her
ass. He tested her nether hole and found it to be moist. She must have lubed
it in the girl's room earlier. Buddy stood up alongside of Cindy and
instructed her to take out his cock.  
  
She dropped to her knees and unbuckled his belt. Next she unfastened his
trousers and pushed them down over his legs and let them puddle around his
ankles. Buddy's erection was poking through his boxer shorts and Cindy slowly
peeled his shorts down his legs. His cock caught in the elastic of his shorts
and sprung out when it cleared the waistband. She always loved that when it
happened. She stroked Buddy's cock and then looked up at him.  
  
"You have such a nice cock. Would you like me to suck it?" she teased.  
  
"You better, you better suck it."  
  
She took her boyfriend's cock in her mouth and used all of her oral skills to
bring him to the brink of ejaculation. She removed his cock from her mouth and
looked up at Buddy as she stroked his cock.  
  
"Do you want to cum in my mouth? Or would you rather fuck me?"  
  
"Get on the desk babe and I'll fuck you."  
  
Cindy stood up and Buddy bent her over his desk, flipped her skirt up over her
back and exposed her lower body. He always loved the look of her bent over a
desk with her skirt flipped up and her panties pulled down to her knees. He
moved in behind her and buried his cock to the hilt in her pussy. Cindy was
already wet and his cock slid in easily. He held onto to her hips and he
fucked his shapely girlfriend from behind. He began to fondle her lovely ass
and then he pushed a finger in her bottom. He was pleased how easy his finger
went into her ass as he knew she expected to be butt fucked.  
  
"Do you want to fuck my ass too?" she teased him again.  
  
Buddy didn't answer; he just pulled his cock from her pussy and slipped it
into her ass. His cock met little resistance as it entered and settled in her
rectum. He was so close to cumming before that he didn't last long at all. His
body stiffened and he fired a barrage of cum deep into her ass. He remained
pressed against her ass cheeks as she used her sphincter to squeeze every drop
of cum from his cock. He remained in her ass until his cock softened and
slipped from her nether hole.  
  
He handed the paper towels she took from the girl's room to her. She wiped the
semen from her bottom and then sat on the desk. He knew that she needed to cum
too so he dropped down and ate her pussy until she doused his face with her
sweet juices. They got dressed and waited until just before the bell sounded
signaling the end of that period. Stepping out of the empty room they made
their way to their next class.  
  
THURSDAY - FIRST JAY AND THEN DIANE  
  
Tennis practice was intense the first three days that week and the team
welcomed the rain on Thursday to catch a break. There would be more practice
on Friday, Saturday and Sunday. The team would be announced on Monday and all
the players were anxious.  
  
Jay was glad that it had rained and practice was cancelled. He invited Buddy
over to the house in hopes of having sex with him. The only way they could
though is if his mother was occupied. He recalled the time in the Jacuzzi when
it was raining and decided that was the best location.  
  
When they got to Jay's house and he suggested the Jacuzzi in the rain, Buddy
knew what was on his mind. He had enjoyed fucking Buddy before in the hot tub
so he was cool with it. Besides he wasn't seeing Cindy until Saturday and he
was up for some action. The changed into swimwear as Buddy had a swimsuit at
the house now. They took towels and Jay grabbed some lotion before they headed
to the Jacuzzi.  
  
Diane suspected that the boys might have sex while she was in the house. She
was tempted to spy on them but then thought better of it. The boys still did
not know that she knew they were having sex. There was nothing to be gained by
letting them know or getting caught spying on them. Diane concocted her own
plan to hook up with Buddy after dinner.  
  
At the hot tub the two teens took off their swimsuits and entered it naked.
They were confident that Jay's mother would not come out in the rain and it
was private in the small gazebo. Jay wasted no time fixing his mouth to
Buddy's cock and getting nice and hard. He was anxious to feel it in his ass
again so he handed the lotion to Buddy.  
  
As Jay sucked on the impressive cock, Buddy reached around and fingered his
friend's anus. He coated the anus thoroughly and then they were both ready to
fuck. Jay knelt on one of the seats and leaned over the side. Buddy moved in
behind him and eased his cock into the sweet round ass. Jay let out an audible
gasp as the big dick wormed its way in.  
  
As usual they started slow and then Buddy picked up the pace. The noise of the
two firm bodies slapping together was drowned out by the sound of the Jacuzzi
jets and the rain. Buddy caressed the super fine cheeks as he drove in and out
of his best friend's ass. Jay surprised himself when he ejaculated without his
cock being touched, that's how turned on he was. When he came his sphincter
gripped the massive cock and Buddy felt the tightness.  
  
Placing his hands on Jay's shoulder, Buddy picked up the pace and drilled the
curvy ass until he too came. Streams of semen shot into the clenching rectum
and filled it to capacity. Buddy leaned over and wrapped his arms around his
close friend and held him for several minutes before he backed away and let
his cock slide out of the anal chamber. They sat back in the hot tub and Jay
located a jet to douche and soothe his anus.  
  
Jay was the first to speak, "That was great. I have missed your cock."  
  
"Yeah, I needed that. I came in buckets."  
  
"I know I could feel it. Do you know that I came without touching my cock?"  
  
"I sensed that happened when you got tighter."  
  
"We better get back the rain has let up and mom may come looking for us."  
  
The two teenagers got out of the hot tub, dried off and put their swimsuits on
before heading back to the house. They went up to Jay's room to get dressed
and as they did they played grab ass. Jay played with Buddy's cock and Buddy
with Jay's ass. They were tempted to fuck again but knew it was too risky.
They finished dressing and went down stairs. Diane invited Buddy to stay for
dinner and he accepted.  
  
After dinner the boys helped her cleanup in the kitchen. At one point Diane
whispered to Buddy, "When you leave tonight, move your car part way down the
driveway and wait for me."  
  
He looked over his shoulder to be sure that jay wasn't watching and then he
grabbed Diane's ass and whispered back, "I'll be waiting."  
  
Once the kitchen was cleaned up Buddy left the house and Jay went to his room
to do homework. Buddy pulled his car far enough down the driveway where one
could not see in the windows from the house. It was still secluded from the
street as well. He waited patiently for Diane who appeared minutes later.  
  
"Let's get in the back seat," she whispered urgently  
  
When they were both in back, she reached under her skirt and took her panties
off. Diane that evening had just worn a full skirt without hose. His hands
roamed over her sweater covered breasts and she groaned aloud. He then put his
hands under her sweater and fondled her bra covered breasts. Next he unhooked
her bra with one hand and pushed it up along with her sweater baring her firm
tits. He lowered his mouth to her breasts and sucked on her nipples. The
nipples responded and soon they were like hard pencil erasers sticking out.  
  
She was crooning and groaning as he fondled and sucked her tits. Her pussy was
soaking wet and the smell of her sex was present in the car. He slipped his
hand under her full skirt and caressed her legs. Diane responded by moaning
and opening her legs. Buddy slipped his fingers into her twat and she humped
his hand rapidly. She had a quick orgasm and her body thrashed around on the
seat of the car.  
  
Buddy rapidly unfastened his own pants and pushed them along with his
underwear down his legs. Diane quickly grabbed his cock with her hand and then
covered it with her mouth. After sucking him for several minutes, she
straddled him and lowered her cunt onto his throbbing hard cock. She groaned
softly as the shaft penetrated her and filled her pussy. She began to rock
back and forth as he thrust up into her.  
  
He pushed her sweater and bra back up so he could suck her tits as he fucked
her. He then grasped her buttocks with both hands and played with her ass. He
loved holding her beautiful firm ass as he banged away at her pussy. The two
of them fucked each other with passion as they raced toward their orgasm. They
seemed to cum at the same time. Buddy grunted as his body stiffened and he
fired a barrage of cum deep into Diane's womb. She lowered her head onto his
shoulder to muffle her scream as she experienced a massive orgasm. Her body
shook and rocked as she drenched Buddy's pubes with her love juices. Buddy's
cock was swimming in their juices comingled and they held to each other.  
  
Buddy did not give Diane a minute of rest as he began to remove her clothes.
He wanted her completely naked in the car when he fucked her again. He removed
her sweater and bra baring her fantastic tits. Next he removed her shoes and
skirt. She was completely naked in a boy's car for the first time in her life.
She truly felt like a naughty teenager.  
  
Buddy turned Diane so that she faced away from him and she felt him as he
embraced her from behind. He put his hands around her and cupped her firm
tits. His cock slid up into the crack in her ass and nestled in between the
cheeks. She leaned back into him and he kissed her on the neck. He then let
his hands slide down the front of her body over her flat tummy and down to her
luscious thighs. She cooed as his hands made their descent. He next moved his
hands up to her pussy and cupped it gently. Diane was soaking wet and she
couldn't stand the teasing any longer.  
  
"Buddy, please I need you inside me again now," she whispered.  
  
His cock slid easily into her sopping wet pussy and she gasped as it
penetrated her deeply. They began a slow and steady fucking motion but before
too long they were pounding each other racing toward their orgasms. Diane came
first, her eyes rolled and her body went into spasms as she reached her
climax. She covered her mouth with one arm to muffle her cries of ecstasy as
he humped her for all she was worth.  
  
He kept right on fucking her and fingering her clit. Diane had a continuous
string of orgasms before Buddy finally shot another load deep into her womb.
His body went rigid as he drove his cock in as far as it would go and fired
warm streams of cum into her womb. Diane totally forgot they were in her
driveway as she was overcome with the sex in her car. She stretched out face
down on the back seat.  
  
Diane located her clothes in the back of the car and got dressed. Buddy also
redressed and then he was ready to head home. "That was wild," he said.  
  
"I felt like a school girl again," Diane giggled as she got out of the car.  
  
She walked back up the driveway and into the house as he drove away. She made
herself a cocktail and relaxed in the family room. Checking the time she saw
that she had been with Buddy for just over an hour. It hadn't seemed that long
as it was non-stop sex. She really could have lost track of time and Albert
could have come home while she was still in Buddy's car. Wouldn't that have
been a scene? She knew she would have to be more careful in the future.  
  
TENNIS SEASON BEGINS AND THE CLUB OPENS  
  
Both Jay and Buddy made the tennis team. Buddy was still number one singles
and Jay number one doubles but he had a new partner. A junior named Brian was
paired with Jay. He was an excellent doubles player and Buddy was pleased as
he could concentrate on singles. They had a strong team and won the first four
matches handily. They faced another good team on a Tuesday afternoon at the
other team's court. They came away with a hard fought 3-2 victory. They won
two singles and one doubles with Buddy and Jay and Brian both winning their
matches. They would face that team again later in the season at sectionals.  
  
Buddy was employed by the country club again and the head pro was glad to have
him back. While school was still in session he would work on weekends. He
could not assume the title assistant pro since he was still playing high
school tennis. He would stay very busy the remainder of the school year,
playing tennis, working at the club, keeping his grades up and balancing his
sex life with Cindy, Diane and Jay. He didn't realize it at the time but his
sex life would get even more complicated.  
  
The club hired another assistant a 19 year old bleach-blonde girl, Sandy. She
was average looking with a fit body but not a head turner. She was a decent
tennis player but she was hired because of her wealthy parent's influence at
the club. She stood at 5'6" and weighed a trim 130 pounds. Her legs were
shapely and athletic. She had a 32-26-34 figure with a cute round ass, her
best asset.  
  
She and Buddy got along fine and he liked her but never looked at her sexually
until that one Saturday evening. The lessons were done for the day and the
courts were empty when the head pro asked Buddy and sandy to lock up later. It
was after the dinner hour when they picked up all the balls, swept the courts
and brought the equipment into the pro shop. Once in the pro shop since they
were alone Sandy decided to seduce Buddy.  
  
"Buddy, I am going to pick out some tennis outfits and shoes. I'll charge them
to my parents account."  
  
"Okay I can help you with the shoes if needed."  
  
"Yes, that'll be great."  
  
Sandy picked out a skirt with a couple of tops and headed for the fitting
room. She had become enamored with Buddy and she was already looking forward
to seducing him. She knew that he had a girlfriend so she planned to blow his
mind sexually. In the fitting room she took off her bra and panties before
trying on the tennis attire. Sandy walked out of the fitting room to check out
the look in the mirror. She was naked under the outfit. She liked what she saw
and then she returned to the fitting room and tried on the other top. Once
again she returned to the mirror and approved of her choice.  
  
"That looks great on you. Are you ready for shoes?" Buddy asked.  
  
"Sure, I'm a size 8," Sandy replied wondering what his reaction would be when
he looked under her skirt.  
  
"Have a seat here and I'll measure your foot to be sure."  
  
Sandy sat down and when Buddy lifted her foot the skirt rose and he could
clearly see her bare pussy. He measured her foot in spite of the distraction
but he was turned on by her boldness. He located a pair of tennis shoes in her
size that he thought she would like. He gave her a pair of peds to put on with
the shoes and he watched as her skirt rose and bared her pussy again. He put
on both shoes and tied them for her.  
  
"Walk around in them and let me know how they feel," he told her.  
  
By then Buddy had a boner and he tried to adjust it in his shorts as she
walked around the pro shop. "They feel fine. I will need some peds too."  
  
"I think that you have been checking me out," Sandy whispered.  
  
"How could I not, you're not wearing panties."  
  
"I know, I should probably buy some tennis panties too," she giggled.  
  
At this point Buddy had to make his move. He brought Sandy into the pro's
office after locking the front door to the pro shop. Sandy dropped to her
knees and unfastened his tennis shorts and pushed them down over his legs and
let them puddle around his ankles. Buddy's erection was poking through his
jock and she slowly peeled the jock down his legs. His cock caught in the
elastic of his jock and sprung out when it cleared the waistband. She was
unprepared for the size of his cock. She stroked it and then looked up at him.  
  
"You have a big cock Buddy. I bet you would you like me to suck it, wouldn't
you?"  
  
"You bet I would. I want you to wrap those sensuous lips around it."  
  
Sandy took Buddy's cock in her mouth and used all of her oral skills to bring
him to the brink of ejaculation. She removed his cock from her mouth and
looked up at him as she stroked the thick shaft.  
  
"Do you want to cum in my mouth? Or would you like to fuck me?"  
  
"I'll cum in your mouth first and I'll still have plenty left to fuck you,"  
  
She resumed sucking his cock and it did not take long for him to shoot in her
mouth. He blasted a huge load into her mouth surprising her with the volume
and force of his ejaculation. She quickly swallowed every drop and he remained
hard even after she had drained his cock dry.  
  
"Now we'll fuck!"  
  
Sandy stood up and Buddy bent her over the pro's desk, flipped her tennis
skirt up over her back and exposed her lower body. He moved in and his cock
slid in easily. She was obviously well experienced in sex. He held onto to her
hips and he fucked the athletic blonde from behind. He paid attention to her
curvy bottom for the first time and began to fondle her shapely ass. Testing
the water with her, he shoved a pussy moistened finger in her anus. He was
surprised how easy his finger went into her ass and he then knew she was no
anal virgin either.  
  
"I think you like my ass. Do you want to fuck my ass too?" Make me cum first
and then you can fuck my ass."  
  
He continued to fuck the bleached-blond from behind as he reached around and
began to finger her clit. She orgasmed quickly once her clit was rubbed and he
learned that she was a squirter. She drenched his cock in her pussy. He pulled
his cock from her pussy and told her to stay still. He located the hand lotion
and returned to grease up her nether hole. Applying the lotion and saliva to
his cock, he slipped it into her ass.  
  
His well-lubed cock met little resistance as it entered her ass and settled in
her passage. He was so close to cumming that he didn't last long at all. His
body stiffened and he fired a barrage of cum deep into her sweet ass. He
remained pressed against her ass cheeks as she used her muscle to squeeze
every drop of cum from his cock. Buddy remained in her ass as long as he could
and then his cock softened and slipped from her nether hole.  

Buddy wiped his cock off with a towel that was on the desk and he handed the
towel to Sandy. He pulled up his jock and his shorts and straightened up as he
dressed. She wiped the semen from her ass with the towel and then she placed a
finger lightly on his lips.  
  
"That was great. We can have so many more of these if we are discreet," Sandy
said and then she kissed him.  
  
"You can count on me being discreet," he replied.  
  
"I think that we are going to have a lot of fun closing up shop in the
future." She added.  
  
Sandy returned to the fitting room and put her other tennis outfit back on.
She put her purchase in a bag and charged to the order to her parent's
account. They left the pro shop together. "I'll see you tomorrow," Buddy
reminded her.  
  
"I'm looking forward to it."  
  
Buddy checked his watch and saw that he was an hour late. He was supposed to
pick up Cindy earlier. He ducked back in the pro shop and called her. He made
up an excuse that he got stuck at the club and it was the first opportunity to
call her. She told him to hurry over that they could still take in a movie. He
hustled over to her place as fast as he could without speeding.  
  
JAY, BUDDY AND CINDY  
  
It was over Easter vacation that Buddy, Cindy and Jay got together again.
Buddy and Cindy were at Jay's house hanging out when Diane had to run some
errands. She wasn't concerned about leaving Jay alone with his friends as she
assumed that they would not have sex with Cindy there. She couldn't have been
more wrong.  
  
As soon as the car was out of the driveway the three teenagers dashed to Jay's
bedroom and go naked. Cindy got on her back and Buddy dove between her legs to
eat her pussy. She turned her head to the side and took Jay's cock in her
mouth. Cindy and Jay came quickly as he was excited to get his cock sucked
again. Buddy moved up between her legs and eased his cock into her receptive
pussy.  
  
Jay kept his erection and when Cindy saw it she told Buddy to roll over. With
her now riding the big cock she told Jay to take her ass. He quickly greased
her nether hole and pushed his small stiff pecker in her ass. Cindy liked the
double penetration with the big dick in her pussy and the smaller one in her
bottom. The little cock felt like one of Buddy's fingers.  
  
One by one they came, Cindy first then Jay ejaculated into her rectum and
Buddy in her pussy. However the boys were not done with her and they remained
hard in her holes. They kept fucking her until the ejaculated again and then
the three of them separated. Cindy rolled over on her back and let out a huge
sigh. The boys lay on either side of her and caressed her lovely tits. Jay was
thrilled that he had oral and anal sex with her and that Buddy was always
willing to share her. There was one close call for Jay as he was looking at
Buddy's cock he was tempted to take it in his mouth but he caught himself at
the last second.  
  
Cindy liked Jay and he was the only one besides Buddy who she had sex with and
that was because Buddy encouraged it. The boys were discreet and she knew it
would not get around that they had threesomes. Ironically Cindy still did not
know that Buddy was fucking Jay too and no one knew he was also fucking Jay's
mother. After they rested for a few minutes, they got up and got dressed. They
were sitting in the family room when Diane got home from her errands.  
  
The threesome got together a couple of more times during the school break and
then things returned to the normal routine. After Easter break it was back to
school, tennis practice and matches and for Buddy weekends at the pro shop. He
and Sandy would hook up occasionally when they were alone. She was a good fuck
and Buddy liked doing her. Of course she loved his impressive cock.  
  
DIANE TAKES MORE RISKS  
  
Diane was struggling with her desire to have Buddy and the danger of being
caught together. She decided to meet secretly with him at the country club.
There was a social coming up and she thought she could sneak away for a short
time and meet him. She called him at the pro shop and told him to meet her in
the main building on the second floor.  
  
That Friday evening during the social Diane excused herself and left Albert
chatting with some other members. Instead of heading to the ladies room she
walked up stairs and found Buddy waiting impatiently for her. She quickly
ushered him onto a vacant room and locked the door.  
  
"You look very pretty all dressed up."  
  
"I have to get back to the social so we need to hurry."  
  
Diane was dressed in a light weight summer suit with the skirt cut just below
her knees. Buddy grabbed Diane by the hand and pulled her toward him. He stood
behind her and pushed her down on the conference table and felt his cock
stiffen immediately. He pulled her skirt up above her hips.  
  
She was wearing stockings and a garter belt and she looked incredibly sexy
with her skirt pushed up to her waist. He then pulled her panties down as far
as he could since they were under the garters. He kept her bent over the table
and moved his cock to her and pushed ever so slowly. She gasped as the
mushroom head cleared slipped into her. She looked so vulnerable and so sexy
with her skirt up around her waist and her panties down to where the garters
held the stockings. Her ass was framed by her clothing and Buddy loved the
look as he worked his cock in and out. She rubbed her clit, bent over the
table as she waited the moment when he would cum in her again.  
  
Buddy was extremely turned on and he did not last long fucking her. His balls
tightened, his body stiffened and he plunged his cock all the way in. Buddy
fired ropes of cum deep into her womb. Buddy then eased his cock out and wiped
it on her panties and then he pulled Diane's panties back up and covered her
cum filled pussy.  
  
He whispered in her ear, "Make up an excuse to leave the party early and meet
me in the parking lot."  
  
"I can't do that we only have one car here."  
  
"Then come with me now and call the club. Tell him you took a cab."  
  
She left the room first and several minutes later Buddy exited and quickly
left the building. He caught up with her and took her to the tennis pro shop.
Once inside the shop Diane called her husband. She told him she had a headache
and decided to go home. She told him to stay and enjoy himself and she would
see him later. She thought to herself, "I am absolutely out of my mind. This
is crazy."  
  
That night had worked out perfect for Buddy. He did not fuck Sandy as she had
left early that day and he had no plans to see Cindy. He took Diane by the
hand and led her into a fitting room. She was looking into the mirror as he
moved behind her.  
  
He unfastened Diane's dress behind her neck and eased the top down and off her
shoulders. The top of the dress drooped around her waist and Diane felt like a
woman possessed. He caressed her shoulders raising goose bumps on her skin and
she was sure that he would remove her bra next but he didn't. He dropped to
his knees behind her and pulled her dress down to the floor. He lifted one
foot at a time so that she stepped out of it entirely. He pushed the dress to
one side leaving her standing in only her heels, stockings, garter belt,
panties and bra.  
  
He lifted one foot at a time and removed her shoes. Next he stood up behind
her and circled his arms around her cupping her bra encased breasts. He kissed
her neck and tongued her ear sending chills through her body. He unsnapped her
bra and slowly removed it from her body. His hands touched her arms lightly as
he peeled the bra straps down them. Her nipples were rock hard and standing
out aching to be touched and kissed. He was enjoying the slow torturous
seduction but she was going crazy. She realized that her pussy was sopping
wet. All of a sudden she wished that Buddy would stop tormenting her and just
throw her down and fuck her.  
  
But he did not hurry; he took his time and continued the seductive foreplay.
He unsnapped the garters and slowly removed her stockings with painstaking
slowness. First one leg and the other and she felt as if she had a mild orgasm
in the process. He unsnapped the garter belt and tossed it to the side along
with her clothes. Finally the panties came off and joined the heap of clothes.
Diane had not look at herself fully naked in a while and now she was watching
as her last item of clothing was removed from her body by this mature
teenager.  
  
He left her standing in front of the mirror looking at her body as he quickly
stepped to the side out of view and removed his clothes. He came back into
view and she caught a glimpse of his erection in the mirror. He stepped close
behind her again and took her in his arms. His hands caressed her breasts and
tweaked her nipples. She felt his cock brush against her buttocks and then it
found its way into the crack of her backside. She tensed for a moment as she
was not up for anal sex.  
  
"Buddy, please don't put it in my ass. Just make love to me," she whispered
hopefully.  
  
He then began a descent down her body kissing her shoulders, lower back,
buttocks and legs down to the back of her knees. Her body trembled with desire
as he planted soft kisses all over her. He worked his way back up to her
bottom and kissed each cheek lovingly. Her pussy was flowing with her juices
and she needed to cum soon or she would go crazy. He kissed her tailbone just
above the crack of her behind and she shivered as chills ran through her body.  
  
He remained on his knees as he turned her toward him and then he licked and
kissed her pubes. Diane gasped aloud when his tongue touched her vulva and
sought out her clitoris. He grasped her buttocks and he held her to him as he
licked her pussy and tongued her clit. She screamed as a massive orgasm rocked
her body. She held his head to her vulva as she seemed to cum forever. He held
Diane tightly by her buttocks and he was relentless with his tongue. She tried
to push his head away several times but he just kept eating her and licking
her until she collapsed in his grip. Buddy eased her to the floor as he sensed
that she couldn't stand anymore and then he picked her up and carried her into
the head pro's office and placed her on the small sofa.  
  
She watched as he got on it with her. He looked at her and smiled and gently
pried her legs apart. Buddy eased himself between her legs and slid his rock
hard cock into her pussy. It felt wonderful as it parted the lips of her labia
and nestled deep within her. He started moving slowly and she wrapped her arms
and legs around his torso. He kept his weight off her as they made love but he
managed to keep his shaft in constant contact with her clit.  
  
She felt another orgasm building within her and then she felt his release fill
her womb. His seed jetted into her with a force that triggered her orgasm and
the two of them rocked together in an intense climax. Diane's body went limp
after her orgasm but Buddy went right on screwing her. His cock had not
softened and she knew that she was in for a long session. The furthest thing
from her mind at that moment was her husband and her absence from the social.  
  
She didn't think it was possible for her to cum again but she was wrong. In
fact she had several orgasms along the way before he flooded her vagina with
his seed a second time. He collapsed on top of her and she caressed his back
as they both recovered from their orgasmic bliss. Buddy sensed that he was too
heavy for Diane and rolled to the side. They cuddled for a while before he sat
on the sofa and had her sit on his cock  
  
Buddy fucked her again and this time she just collapsed on his chest until he
came for a third time. She was exhausted and cum filled but she was grateful
that he had spared her ass. They got up, retrieved their clothes and got
dressed. Dian did not bother putting her stockings and garter belt on. Buddy
drove her home and she was thankful that Albert was still at the club and Jay
was in his room. She decided to draw a bath for herself and soak her achy
body. As she relaxed in the tub so thought about how careless she was to take
such risks with Buddy. She was so addicted to him that she never used sound
judgment. She just could not behave like that in the future or she knew she
would surely be discovered.  
  
BUDDY IS BLOWN AWAY  
  
That Sunday at the club the tennis courts were busy in the morning but slower
after lunch. The head pro approached Buddy about taking his late afternoon
lesson for him.  
  
"Buddy can you take my lesson today? I have a dinner to go to and it would be
great if I could leave early."  
  
"Sure, I can do that and lock up too," Buddy replied as he had no plans for
Sunday evening except homework.  
  
"Great, although I will tell you this guy looks like a homo. Watch your ass,"
he said with a chuckle.  
  
"Okay, I will."  
  
Buddy laughed too because no one knew that he had been fucking his bi-sexual
best friend Jay. He straightened up the pro shop and swept the courts while
waiting for the lesson. Sandy checked with him to see if she should stick
around but he didn't feel like fucking her that evening so he told her she
could leave early. She smiled and assumed that he was seeing his girlfriend
later. He was by himself sitting in the pro shop when the guy arrived for his
lesson.  
  
Buddy was stunned when he saw the handsome young blonde enter the pro shop. He
decided that the young man was too pretty to be called handsome.  
  
"Can I help you?" he asked staring at the pretty blonde with beautiful blue
eyes.  
  
"I'm here for the tennis lesson, my name is Caleb."  
  
"Of course Caleb, I'm Buddy and I'll be conducting the lesson today. Have you
played tennis before?"  
  
"A little but I never had a lesson and since my family just joined the club, I
thought it would be a good idea."  
  
"Do your parents play?"  
  
"They both play golf but I can't stand golf."  
  
"Do you have a racquet?"  
  
"No not yet, I'll have to buy one."  
  
"Well let's start with a loaner. If you like the sport then I'll help you
select one."  
  
Buddy studied the pretty blonde closer. He guessed him to be about 5'6" and
140 pounds. He looked to be in good shape even though he had more of a
feminine appearance. His legs were shapely like a girl's and he had an ass
that most women would kill for. His blonde hair was long covering his ears and
the nape of his neck. He looked like the cartoon character Prince Valiant with
that hair style and sweat band.  
  
Caleb was dressed in all white and the shorts were extremely tight. His
magnificent ass looked fantastic. It was as if someone added the buttocks to
his slender body. Buddy was sure that Caleb's cheeks stuck out at least 8"
from his lower back and he wondered what Caleb would look like getting fucked.
Buddy then snapped out of it and mentally scolded himself for thinking such
thoughts.  
  
"Let's use this racquet here it is the most popular on the tennis circuit. The
grip should look like this," Buddy explained as he fitted the young man.  
  
"Let's go out to the courts and hit a few balls, then we'll work on some
technique. "  
  
As it turned out Caleb was not very skilled and they quickly moved to a
forehand lesson. Buddy started with the basics and had Caleb bounce a ball in
front of him and then execute a forehand shot. During the lesson Buddy
continued to stare at the perfect ass on the pretty blonde. Buddy felt his
cock surge in his shorts as he continued to stare at the incredible ass and
wondered what it would be like to fuck Caleb. He was already fucking Jay and
Caleb's ass was so much more desirable.  
  
Buddy imagined Caleb on all fours with his head down on the bed and his curvy
ass in the air. Buddy was sure that he could bring himself to fuck Caleb in
the doggy position. He imagined his cock sliding in and out between the
glorious ass cheeks and filling the warm anal passage. Then he snapped out of
his trance and spoke.  
  
"Okay that is enough for today. If you want to continue the lessons we will
still work on the forehand the next time. Except that I will rally with you.
In the meantime you can practice here any time. Just grab a racquet and a
hopper of balls and use the practice court."  
  
"Thank you Buddy, I did enjoy the lesson and I will book another one for next
weekend."  
  
"Okay, come on in the pro shop and I'll sign you up."  
  
They went inside and Buddy signed Caleb up for two lessons for Saturday and
Sunday. Caleb thanked him and then left the office. Buddy watched as the
beautiful blonde walked out of the office and headed toward the clubhouse.
Once again Buddy's eyes were fixed on the marvelous looking ass. It was so
perfect it didn't it seem real. It was like looking at one of those cartoon
characters where their prowess was exaggerated. Buddy stood up and his stiff
cock caught in the leg of his shorts. He still had a difficult time believing
that a guy's ass could get him so excited.  
  
He was so turned on that he called Cindy to see what she was up to but there
was no answer. He assumed she was out with her folks. He locked up the pro
shop and headed home as he did have a pile of homework. After dinner and
studying for hours he turned in and fell asleep thinking about Caleb's perfect
ass. Buddy loved super fine asses and he knew that he could fuck Caleb if the
blonde wanted it.  
  
That night he had a nightmarish dream. He was naked and sporting a huge
erection when he entered the pro shop. There was a dim light but Buddy could
make out Caleb kneeling on the sofa on all fours. His naked ass was perched in
the air and he wiggled it at Buddy. Caleb had his head down on the bed turned
to one side and he whispered softly to Buddy. "I knew that you would come to
me. I have my ass ready for you. It's ready and waiting for your big cock."  
  
Buddy was lost for words and without speaking he got on the sofa behind Caleb.
He seemed to be in a trance as he eased his impressive cock into the
incredible ass in front of him. Something was wrong though as his cock seemed
to grow to an extreme length. His cock kept getting longer and he kept feeding
it to blonde's ass. He didn't think it was possible for so much cock to go
into a rectum. Caleb kept asking for more and Buddy kept feeding it to him.
Then he felt his balls tighten just before he ejaculated. He shot a massive
load into Caleb's rectum. It was so voluminous and so forceful that it backed
up and shot out all over the room. Buddy seemed to keep cumming and the semen
covered Caleb's body obscuring him from view. Soon the entire room was white
with semen and Buddy felt tremendous pressure in his scrotum. He felt like he
was going to explode and then he woke up.  
  
It took Buddy a minute to realize that he was in his own bed alone. His head
flopped back on his pillow and he let out a huge sigh. "Jesus, that was one
hell of a dream," he thought. His cock was rock hard and he masturbated to
relief himself. He tried to think of Cindy and Sandy but his mind kept taking
him back to Caleb. He closed his eyes as he stroked his dick and fantasized
about fucking the blonde in his curvy ass. He felt his ball sac tighten just
before he ejaculated firing six streams of semen into the air. His seed landed
on his chest and abs and covered his pubes. He remained still and breathed
deeply after his satisfying ejaculation. Minutes later he stumbled into the
bathroom to wash away the massive load from his body and then returned to his
bed. It would be a week before he would see the blonde again and he hoped he
could shake the strange attraction to him. He eventually fell asleep.




        Fitting in with the Upper Crust Ch. 04


_AUTHOR'S NOTE: This story includes a bisexual encounter to two consenting 18
year old boys in addition to straight sex._  
  
*****  
  
CALEB THE SEDUCER  
  
The tennis team won the sectional match on Friday and advanced to the second
round which would be played on Tuesday. Saturday was a relax day for Buddy as
he was not that busy at the club. The pool was open now and many people were
swimming and hanging out there. He cleaned up and locked up that evening and
then he and Cindy went to a movie and had some car sex later.  
  
Sunday was a very different day. Buddy was busy right up until it was time for
Caleb's two hour lesson. The lesson went well and Caleb progressed nicely
Buddy was even able to introduce the backhand stroke. Afterward Caleb followed
Buddy into the pro shop. Buddy had a woody again from watching Caleb's lovely
ass. He was surprised when Caleb asked for a massage.  
  
"Would rub my shoulders they are very tight from all those ground strokes,"
Caleb requested.  
  
"Sure, I can do that."  
  
Buddy stepped in behind the pretty blonde who sat in one of the chairs. He
began to rub the shoulders and Caleb cooed and leaned back into Buddy. He felt
Buddy's erection and teased him. "Do you keep another racquet in your pants?"  
  
"Oh sorry about that I don't know why that happened."  
  
"Can I take of my shirt? It would feel great if you rubbed some lotion into my
shoulders."  
  
"I guess if you want to."  
  
Buddy began to put lotion on Caleb's shoulders and as his hands massaged the
shoulders, Caleb let his hands drift to Buddy's tennis shorts. He felt the
hands fumbling with his fly and jock and then he realized that Caleb had freed
his cock.  
  
Buddy tried to step back but Caleb held on to the big thick shaft. "Relax and
let me enjoy your beautiful cock," he said as he stroked the long thick penis.  
  
"Haven't you ever had sex with a man?"  
  
"Just once," Buddy lied but he still wanted Caleb to know that he had been
there.  
  
"Good, I know you like my ass. I see you checking it out all the time."  
  
"We shouldn't," Buddy said nervously.  
  
"Sure we should, let's just enjoy this," he whispered again just before he
lowered his mouth onto Buddy's cock.  
  
"Oh my God it's going to happen," he thought to himself but this is what he
wanted.  
  
He knew that it was a big step to let Caleb suck his cock but it felt so good.
He proved to be an excellent cock sucker and Buddy knew that he would cum
soon. He pulled Buddy closer to him and he began to fondle his balls and
stroke his perineum. Buddy was so turned on that he busted his nut quickly and
flooded the succulent blonde's mouth. Caleb handled the discharge expertly and
sucked every drop out of the big pulsating cock. He lowered Buddy's tennis
shorts and jock down to his knees and pulled him closer. He held onto the
muscular buttocks as he continued to suck Buddy's cock keeping him hard.  
  
"Now I would love for you to fuck me. I want to feel that marvelous cock in my
ass. Why don't you massage my ass and lubricate my anus this time," Caleb
directed.  
  
"I need to lock the door," Buddy stated and he hurried to lock the entrance to
the pro shop.  
  
Caleb dropped his shorts and briefs and knelt on the chair facing the back of
it. He had a way of arching his back that made his ass irresistible. Buddy was
mesmerized by the beautiful ass and followed Caleb's instructions. He began to
massage the absolutely gorgeous ass. He worked Caleb's ass just as he had with
Cindy, Diane, Sandy and Jay. He lovingly massaged the shapely buttocks and
lubricated the receptive asshole. Buddy put one then two fingers in Caleb's
ass and finger fucked him for several minutes. It was obvious that he would
not be the first to penetrate this killer ass.  
  
"I'm ready for you Buddy. I'm ready for you to put your big dick in me. Go
slow and make this last a long time," Caleb whispered sexily.  
  
Staring the entire time at the beautiful curvy ass, Buddy got up behind and
lowered his body onto Caleb. He held his erect cock in his hand and guided it
to the twitching anus. Caleb held his breath as the thick but soft mushroom
head opened up his anus and stretched the sphincter. Buddy was thoughtful and
gentle as he slowly penetrated the receptive ass. Caleb's ass opened up and
welcomed the big cock into the warm snug passage. Buddy held still and let the
hot blonde move beneath him. Once he was satisfied that Caleb had loosened up
he began to fuck him with long steady deliberate strokes.  
  
The two of them moved together as if they had done this many times before.
Caleb rose up slightly on his knees while keeping his chest pressed against
the back of the chair. The move further accentuated the round shape of his
curvy ass. Buddy like the feel of the firm buttocks as he drove his cock all
the way home. Normally Buddy liked his lovers in bed in a doggy style position
but he found he liked the way Caleb felt in that position. Caleb groaned
repeatedly each time Buddy buried his cock deep in the blonde's ass.  
  
Every time Buddy drove his cock into exquisite bottom, Caleb pushed back to
receive the cock. They fucked slowly and maintained their rhythm and Buddy
wrapped his arms around the smooth slender upper body. Their bodies pressed
together as they made love and Buddy felt just like he was in the ass of one
of his female lovers. He was so wrapped up fucking Caleb's hot curvy ass that
his ejaculation snuck up on him. Almost without warning he shot another
massive load, this time into the clenching rectum.  
  
Caleb groaned aloud when he felt the first stream shoot into him followed by
several more streams nearly as forceful. Buddy moved his hips in and out as he
ejaculated until he was nearly drained. He pressed his body into the hot
blonde and remained still as Caleb clenched and unclenched his sphincter
muscle around the thick shaft. Buddy was still hard when he removed his cock
and moved away. Caleb turned over and took a hold of his own erection and
stroked it in search of his release. Buddy watched him jerk off.  
  
Caleb saw that Buddy was still hard and spoke softly, "Put your cock back in
me. Just fuck me until I cum."  
  
He moved back to Caleb who lifted his legs to receive the huge cock once
again. Buddy eased his cock back into the loosened passage and began to fuck
him. Caleb stroked his 5" stiff cock and he was pleased that Buddy was still
hard after cumming twice. He watched as the blonde closed his eyes and felt
the sphincter tighten around his cock as Caleb ejaculated. The load shot out
in four or five streams and landed on his chest, abs and pubes.  
  
Caleb smiled and said, "I think that you liked fucking me."  
  
"I did. You have a beautiful ass. I loved fucking it."  
  
"Everyone likes my ass."  
  
"I know why they do."  
  
He pulled out of Caleb and got towels for both of them. They wiped the semen
from their bodies and then they got dressed. "Buddy, I hope we can hook up
again and I'm sure you know that it is important to be discreet. However, I
would like to hear about your other male experience and if possible meet him
as well."  
  
"I'll think about and I would have to talk to him first."  
  
"That would be great. It would be great to have someone to suck and fuck."  
  
GOOD NEWS, BAD NEWS AND BETTER NEWS  
  
After the second round of sectionals the team advanced to the sectional final
which would be played on Friday. If they won they would head to the state
championships the following weekend. Buddy was at Jay's house after the
matches that Friday dining with the Shafer family.  
  
"So Buddy any plans for college?" Albert asked.  
  
"I'm still working on it. I have a couple of tennis scholarship offers but my
dad doesn't want me to go away to college."  
  
"Why in heaven's name doesn't he want you to go to school?"  
  
"He's old school and thinks that I should get a job and help support the
family."  
  
"Are things that bad at home?"  
  
"Oh no, everything is fine with both my parents working. It's just they never
finished high school and education doesn't seem important to them."  
  
"What are you going to do? Would discussing it with a school official help?"  
  
"No my folks are pretty stubborn. I'm thinking about moving out and finding a
place to stay until college starts in the fall. I'll wait until after
graduation to do that. I'll be 19 in July."  
  
"Dad, why not let Buddy stay with us. We have the guest rooms available."  
  
"That's okay Jay, I don't want to be a burden."  
  
"You wouldn't be a burden. I think it is a fine idea," Diane injected. She
felt her pussy twitch with the thought of it.  
  
"I guess that would be alright. It would just be for the summer and I could
always use some help around here," Albert agreed.  
  
"Really, that's wonderful. That is so nice of all of you. I will be glad to
help out with chores. I'll still be working at the club and I'll pay my share
for food and things."  
  
"Well it's settled then. Buddy will move in with us after graduation," Albert
concluded.  
  
Jay was ecstatic and Diane was quietly thrilled. They both would have the
handsome stud around to satisfy their insatiable needs. The family finished
dinner and then Buddy headed home with renewed enthusiasm. He needed a good
night's sleep as he had a busy day at the club on Saturday. He was thrilled
that now he would realize his dream of attending college on a scholarship. He
also knew that he would have the opportunity for plenty of sex at the Shafer
house. Things could not have worked out better.  
  
BUSTED WITH SANDY AND SUNDAY WITH CALEB  
  
Buddy had not made any plans with Cindy for Saturday night as he knew that he
had a full day. As it turned out he did not close up the courts and pro shop
until 9:00 PM. Sandy was still there and the natural thing was for them to
have sex again in the shop before they left for home.  
  
Buddy stripped off all his tennis attire and stood naked as he watched Sandy
remove her outfit. They stood by the sofa and kissed and caressed one another.
He then turned her toward the sofa and had her lean over with her hands on the
seat cushion. She felt him lean into her and his erect cock caressed her ass
cheeks. She turned toward him and dropped to her knees.  
  
She took his cock in her mouth and swirled her tongue around the shaft. She
then took it from her mouth and played with it. She stuck out her tongue and
tickled his pee hole. Buddy's body tingled as Sandy worked over his cock. She
took her time playing with it and kissing it but when she sensed Buddy was
close she took him back in her mouth. He loved the way her sensuous mouth
worked his cock and he knew that he would cum soon. He stiffened and she knew
he was going to cum. She pulled him by his buttocks close to her and held to
him as he ejaculated in her mouth. The cock pulsated as stream after stream
shot into her welcoming mouth. Glued to his cock, she swallowed every drop of
cum.  
  
They finally made their way onto the sofa and Sandy stretched out on her back
with her long blonde hair spread over the arm rest. He crawled between her
legs and made her pussy the next target. She told him that earlier she had
douched both her pussy and ass for him. He smiled and lowered his mouth to her
sweet pussy. He knew his way around pussy and she loved the way he ate hers.
It didn't take long for him to get her all worked up and his talented tongue
soon had her moaning. She felt her orgasm building within her and she thrust
her pussy into his face. He reached around and grabbed Sandy by her shapely
ass and drove his tongue deep into her pussy. He swirled his tongue around her
clit and then nibbled it gently. Her body rose and fell as he ate her to
another climax. She warned that she was cumming and she grabbed his head and
held it tightly to her cunt as she juiced his face.  
  
He drank down every drop of the love juice and continued to lick her pussy
until her body stopped moving. She was drained from her second orgasm but she
enjoyed his mouth and tongue on her body. He kissed her inner thighs and
tickled her labia with his tongue. He then moved away and rolled Sandy over so
that she was face down. He gave her a brief massage starting with her
shoulders and working down to her lower back. He bypassed her shapely ass and
massaged legs down to her ankles. Then he worked his hands back up her legs
and this time stopped at her buttocks. Buddy rubbed the firm flesh of her ass
and then he lifted her up by her hips until she was on all fours. Remembering
that she had douched her ass, he ran his tongue along the crack in her ass and
tickled her anus. Sandy's buttocks instinctively tightened when his tongue
touched her anus.  
  
Sandy loved being rimmed and Buddy loved doing it to her. He was rock hard
again and he knew that he soon would be balls deep in her hot ass. He
continued to rim her rosebud until she called out to him.  
  
"Oh Buddy, I'm ready, give me your cock. Fuck me in the ass," she gasped.  
  
He took the nearby lotion and squirted some on his cock. He pushed some in her
ass and fingered her as she cooed in delight. He took his time as he loved to
watch his finger disappear into her anus.  
  
"Buddy, please don't tease me. I'm so ready for your cock. Please fuck me,"
she begged.  
  
He knelt behind her and eased his cock into her ass. She loved his cock and
the way it slid in so easy. He filled her ass with his cock and he marveled
how she could take it all the way into her ass. He fucked her slowly trying to
savor every moment of the ass fucking. He caressed the shapely ass as he
fucked her. As much as he wanted to fuck her ass for hours, he felt his
ejaculation building in his balls. His body tensed and he flooded her ass with
his seed. Cum flew out of his cock deep into her ass and she used her talented
sphincter muscle to extract every drop of cum from his pulsating cock.  
  
"I love it when you cum in my ass."  
  
"I love it too."  
  
"I'm going to miss this when you leave for college."  
  
"I'm going to miss it too Sandy."  
  
"I'm sure that you will find plenty of girls in college."  
  
"I certainly hope so," he replied with a laugh.  
  
Buddy kept his cock in Sandy's rectum and she continued to squeeze it with her
muscle. He knew that he would remain hard and be able to fuck her ass again.
He fondled her body and curvy ass as his cock began to harden once again. They
never heard Cindy enter the pro shop through an unlocked window.  
  
She had arrived at the club and decided to surprise Buddy. When she got to the
pro shop she found the door locked. She walked around the building peeping
into one window at a time. She was sure that she saw movement through one of
the windows and it definitely looked like a couple having sex. Her heart was
racing to think that Buddy was fucking someone else and she had to find out.
She went around and tested each window until she found one unlocked.  
  
Cindy crawled in through the window and found herself in the storage room. She
moved into the shop and heard a girl's voice. She figured out that it came
from the pro's office. Cindy rushed up the door and listened.  
  
"Oh God, I love this Buddy. I love it when you fuck me in the ass. Cum in my
ass again I want to feel it one more time," Sandy called out.  
  
She opened the office door and saw that Sandy and Buddy were both naked on the
sofa and he was driving his big cock into the bleached blonde's ass. Cindy
stood in shock before she could muster up the courage to say anything but then
she let it out.  
  
"Buddy, my God what are you doing? I can't believe it. You are shameless and
repulsive. You're a pig and I never want to see you again," Cindy screamed at
the top of her lungs.  
  
"Oh get over it. Come here and join us and I'll eat your pussy for you," Sandy
countered.  
  
Cindy gasped at the blonde's suggestion and then ran out of the pro shop.  
  
"I forgot to lock the office door."  
  
"Are you going to keep fucking me?"  
  
"Yes until I cum again. I'm real close," Buddy groaned.  
  
He picked up his pace and fucked Sandy harder and faster as he approached yet
another release. His body stiffened as he ejaculated into her ass for a second
time that night and then he moved away.  
  
"I wonder how she got in here. I locked the front door," Sandy questioned.  
  
"Probably through a window, I'll check around. It's my fault for not locking
the office door."  
  
"She would have known anyway as I'm sure she heard me telling you to fuck my
ass."  
  
"Yeah, you're right. Hey did you really mean that about eating her pussy."  
  
"Sure, I've done that before and had girls eat mine too."  
  
"Wow that's wild, have you done it with more than one person?"  
  
"Sure, I had threesomes with two guys and also with a girl and a guy."  
  
"That's cool, we should get going now."  
  
They calmly picked up their clothes, got dressed and checked out the pro shop
before they left. He found the open window and locked it. They left together
and headed to their respective homes.  
  
The next day Caleb arrived for his afternoon lesson and afterward he invited
Buddy to his house. "My parents are away and I have the place to myself."  
  
Buddy accepted the invitation and Caleb helped him straighten up and close the
pro shop. Buddy followed him to the stately home and entered the impressive
house. Caleb offered him a beer and they both relaxed with one before it was
time to move to Caleb's bedroom. Caleb was ready to get fucked and Buddy was
anxious to get his cock in that incredible ass again. There was no foreplay as
both teens shed their clothes and got in bed and within minutes Buddy was
buried balls deep again in the tight asshole.  
  
Caleb was flattened on the bed face down as Buddy drove his impressive cock
deep into the bowels of his new lover. The shapely ass moved under him but
Buddy's strength and drive kept the blonde pinned under him. His powerful
buttocks clenched and unclenched as he pummeled Caleb's ass. His thick cock
drove into the passage and then retreated until only the head remained in the
rectum. Caleb felt the powerful shaft drive in and out of his anal passage
like a piston causing him to cry out.  
  
"Oh man your cock is so big in my ass, so deep. Cum in me like the last time,
I want to feel you shooting in my ass!"  
  
Buddy continued to fuck the shapely firm ass of his lover driving his cock
into the warm recess. He sensed his orgasm building in his balls and he knew
that within minutes he would cum in the blonde's hot ass. He felt the pressure
in his scrotum just before he unleashed a torrent of semen into the curvy firm
ass underneath him. He felt Caleb's sphincter muscle tighten around the shaft
and squeeze every ounce of juice out of it. He stayed hard and he continued to
slowly fuck Caleb's ass as the semen coated his shaft.  
  
Caleb sensed that Buddy was up for another round without pulling out of his
ass and whispered, "Buddy, you're crushing me. If you are going to keep
fucking my ass let's roll on our sides."  
  
He rolled to his side keeping his cock in the sweet ass as he pulled Caleb to
the side. His hands wrapped around and caressed the blonde smooth body. He
gently pinched Caleb's nipples and kept fucking him until they both came.
Caleb came two times before Buddy came in his ass again. The first time Caleb
ejaculated; his cum shot passed his face and hit the headboard of bed. The
second time he came his seed hit him in the face and neck. Then it was Buddy
who dumped another load in the blonde's ass. The two of them rested on their
sides as Buddy's cock slowly deflated and slipped from Caleb's asshole. By the
time they were ready to get out of bed the semen had dried on Caleb's body.  
  
"Come on we will hit the Jacuzzi with another beer and get rejuvenated."  
  
"Do you have an extra swimsuit?"  
  
Caleb chuckled, "I never use them silly when my parents are out."  
  
The two of them got another can of beer and walked out back to the hot tub.
Buddy helped him remove the cover and then they soaked in it for about 30
minutes before returning to the house.  

"Up for another round," Caleb asked.  
  
"Sure if you are. I could fuck your ass all night."  
  
They went back to the bedroom and this time Caleb was up for some foreplay. He
was taken with the impressive cock and he spent a lot of time kissing it and
licking it keeping it hard. Buddy was now ready to fuck Caleb and he told him
to get on all fours. Buddy took the lotion from Caleb and greased up his cock.
He also greased up the anus and he marveled at the shapely ass on Caleb's
frame. Buddy observed for the first time that Caleb's skin was tan all over
except for his lily white ass. He looked good on all fours as he waited for
the big cock to penetrate his ass. Buddy took his time lubricating the
irresistible ass and he liked the submissive posture presented. Caleb had his
head down on his hands which were folded on the bed. His ass was elevated and
his back was arched emphasizing the marvelous shape of his ass. He looked
perfect and presented exactly the image that Buddy liked to fuck.  
  
Buddy moved close and slowly eased his cock into the lovely ass. Caleb groaned
slightly with the penetration and his sphincter stretched once again to accept
the big cock. Once past the sphincter Buddy fucked him slowly until the ass
opened up and was once again able to take the big thick cock. Buddy slowly
picked up the pace and soon his hips were slamming into the lovely blonde.
Caleb's curvy ass would jiggle each time Buddy thrust into it and he loved the
effect. He felt his orgasm building again and he knew that he would dump
another load in the gripping clenching ass. Caleb felt Buddy's body stiffen
and make one final thrust as Buddy buried his cock deep. He felt cum surge
into him and he felt the cock throb with each release. Buddy was glad that he
had been able to cum so much that night and he felt like he could keep going.  
  
The sphincter muscle involuntarily clenched and unclenched as it massaged the
huge cock and drew every drop of cum from the shaft. Buddy kept pressed
against his blonde lover and let his cock be milked dry. Caleb couldn't hold
his position any longer and he collapsed forward on the bed. Buddy followed
him down and lay on top with his cock still buried in Caleb's ass. Buddy felt
the smooth hairless skin against his own and he liked the feeling. Buddy
remained on top until Caleb begged him to get up. He didn't realize it but he
had been crushing the slender body. He had gotten lost in the moment as the
sphincter tightened around his cock. Buddy then rolled to the side and his
softening cock slipped from the dilated asshole.  
  
Caleb remained on his stomach face down on the bed as he recovered from being
thoroughly fucked. Buddy looked over at him and he wondered if he had cum. He
looked at Caleb's anus and he could see cum oozing from it. He was tempted to
finger the anus and push the semen back in. He started by caressing Caleb's
curvy smooth ass and then he played with his anus. He pushed his finger into
the cum-filled hole. Caleb wiggled his ass in response as Buddy played with
him.  
  
Caleb then pushed himself up on all fours giving Buddy better access. It was
then that Buddy noticed that Caleb had cum on the bed. He could see the wet
spots on the sheets and he knew it was from Caleb's ejaculation.  
  
"Oh Buddy; I don't know if I have ever been fucked like that."  
  
"I'm glad you liked it because I loved fucking your ass."  
  
"Do you think that you can cum again?"  
  
"I think so. Your ass is so hot; I feel I could keep going."  
  
"Let's rest and you can fuck me in the morning."  
  
"I have school tomorrow."  
  
"Okay, I'll set the alarm for 4:00 AM that will give us time to have sex and
shower."  
  
They were both tired and fell asleep quickly. The hours seemed to fly by and
the alarm went off. Caleb suggested showering together. The two of them washed
each other. Buddy washed the blonde slender body and paid particular attention
to Caleb's ass. He stood behind Caleb and washed his chest and abs. Then his
hands made their way down to marvelous looking ass. He cupped the inviting
buttocks in his hands as he soaped up the sweet cheeks. He fingered the anus
and soaped up his own cock. Caleb leaned forward slightly placing his hands on
the shower wall and arched his back so that his ass pushed back toward his
lover. Buddy eased his cock into the soapy hole as he held onto Caleb's hips.  
  
Caleb groaned seductively as the big dick entered his ass. Buddy fucked him
slowly and watched his cock slide in and out of the shapely ass. He was so
turned on that he felt his release building quicker than he planned. There was
no stopping him and his balls tightened as he unloaded in the blonde's ass.
Buddy held onto to Caleb's hips and drove his cock deep. Caleb felt the hot
cum fill his rectum to overflowing and instinctively used his sphincter muscle
to milk the throbbing cock. He had wanted to feel Buddy's first load of the
day in his ass and as expected Buddy flooded Caleb's rectum.  
  
He stayed hard and kept fucking Caleb. He could feel his own semen surround
his cock as he continued to fuck the lovely ass. He sensed that he would stay
hard and he was pleased that he could continue to fuck Caleb's ass. Realizing
that Buddy would fuck him until he ejaculated again, Caleb began to stroke his
own cock. Caleb that morning wished that Buddy would jerk him off while he
fucked his ass.  
  
"Buddy, would you play with me today? Please play with my cock. Stroke it for
me."  
  
Having jerked jay off several times while he was fucking him, he honored
Caleb's request. He grabbed a hold of the smaller cock and jerked him off as
he fucked Caleb's ass. Caleb was bigger than jay but not a lot bigger. Buddy
lasted much longer this time but he still felt a huge ejaculation building in
his balls. Just as he came in the receptive ass a second time, Caleb screamed
that he was cumming. Buddy stroked the cock quicker and watched over his
lover's shoulder as Caleb ejaculated. Cum oozed out of the cock and trickled
over Buddy's hand only to be washed away by the shower water.  
  
Buddy actually liked feeling Caleb cum and the way the sphincter tightened
around his cock each time Caleb ejaculated. In turn Caleb loved to have a big
stiff dick in his rectum when he came. They let the shower water cascade over
their bodies and cleanse them of all semen. Then they dried off and Buddy got
dressed and headed for home. He had to change out of his tennis outfit and get
ready for school. Caleb returned to his bed feeling thoroughly fucked and
sexually sated. He went back to sleep for several hours.  
  
SHOWTIME  
  
Buddy's school Newport defeated its rival Balboa in the sectionals and
advanced to the high school tennis state finals. Newport which had been ranked
fourth in the state would be the three seed in the finals. Marin who had been
ranked third was upset by Sacramento. Rancho Bernado was the number one seed
followed by Monterey seeded second. On Friday Newport would play Monterey and
heavily favored Rancho Bernado would face Sacramento.  
  
The coach gave the boys Wednesday off from practice and would hold a light
practice on Thursday. He was contemplating a strategy that might work against
the two powerhouses but first they had to beat Monterey. All three teams were
undefeated and there top singles players were undefeated as well. Buddy was
ranked third behind number one Ken Thompson, Rancho Bernado and Brad Jones,
Monterey.  
  
After school on Wednesday, Jay had to run some errands so he asked Buddy to
stop by later than normal. Diane had already told Buddy to come by right after
school while Jay was running errands for her. Buddy knew that she needed her
horns scraped again and he was willing to comply. He arrived right after
school and Diane ushered him into the family room.  
  
"We don't have time to go to the bedroom. In fact we don't even have enough
time to undress."  
  
"Well you have enough time to take your panties off."  
  
Diane quickly lost her panties, sat in an upholstered chair, lifted her skirt
and spread her legs. Buddy unzipped his fly and fished out his cock as it was
getting hard. He moved between her legs and eased the thick meat into her
moist pussy. Diane rolled her eyes and tilted her head back as the big dick
filled her womb.  
  
"I missed you Buddy," she sighed softly.  
  
"I know but just think I'll be living here soon."  
  
He moved back and forth slowly letting her enjoy every lustful moment. As he
always did with her, he made sure that his cock rubbed against her clit. She
wrapped her legs around his torso. Slowly, he moved into her. Diane opened
beneath him, enveloping his penis tightly. Her cunt was like a fist as she
clenched her vaginal muscles. She squeezed his cock as he moved within her.  
  
"Diane," Buddy groaned, "You really feel tight today."  
  
She moaned in response, "Your cock feels so good. Fill me up with it."  
  
He thrust into her deeply and he felt the head of his cock pressing against
her cervix.  
  
"Oh Buddy," she sighed with her eyes closed.  
  
He felt her vagina contract around his cock as she climaxed again with a
shudder and a long moan. She urged him on, "Fuck me, I want it so much."  
  
Buddy grabbed her hips in his hands and began to thrust in and out as he
pounded her pussy. His heavy bloated testicles slapped against her ass as his
cock drove into her hot pussy.  
  
"Yes, oh yes," she gasped as her body rose to meet him.  
  
The chair was now rocking with the force of their fierce, animalistic fucking.
Diane clamped her legs tightly around his waist as she screamed with her
climax. Her pussy grasped his cock, squeezing it and milking it as he fucked
her. Buddy moved his hips against hers and buried his cock to the hilt within
her. Diane's quaking pussy erupted into orgasm again as he rocked his cock
slowly, grinding the head against her cervix. He felt his orgasm building in
his balls and he knew that at any second he would be spewing his seed into her
womb. Buddy felt his semen travel from his scrotum through his cock as he
ejaculated deep inside Diane flooding her waiting warmth with his load.  
  
Neither one of them could speak as the pleasure was so intense. He collapsed
over her and she wrapped her arms and legs even tighter around his body. Buddy
kissed Diane's neck and when he kissed her on the lips their tongues dueled
with each other's briefly. Not wanting to crush her he moved back as his cock
softened and slipped from her cum filled cunt. She closed her eyes and let out
a deep sigh as she was exhausted and she was sexually sated.  
  
"Just in time," he said softly, "I heard Jay drive up the driveway."  
  
"Oh my God, hand me my panties."  
  
He handed her the panties and she pressed them against her vagina as she
darted up the stairs to her bedroom. She did not want Buddy's seed leaking out
of her pussy. Buddy put his cock away and flopped down in the family chair, He
heard Jay enter the house and call out.  
  
"Mom, I'm home. Buddy are you here?"  
  
"Hey Jay, I'm in the family room."  
  
"Hi, I saw your car. When did you get here?"  
  
"Just a few minutes before you."  
  
"Where's my mom?"  
  
"She went upstairs after she let me in."  
  
"I need to tell her something. I'll be right back."  
  
"I'll be here."  
  
As jay went upstairs to speak with his mother, Buddy helped himself to a beer.
He sat in the family room sipping on the beer thinking about the days ahead.
Next weekend was the state tennis finals, after that they would have final
exams and then graduation. Following graduation he would move in with the
Shafer family and continue working at the tennis center at the club. He knew
that he would have access to Diane, Jay, Caleb and Sandy all summer and he was
looking forward to it. His thoughts were interrupted when Jay returned.  
  
"Hey Buddy, I didn't tell you that I was sorry to hear about Cindy breaking it
off."  
  
"No problem, it was my fault she caught banging Sandy at the club."  
  
"I'll miss her and our threesomes."  
  
"I have a surprise for you, actually two surprises. Sandy is into group sex
and I know that I can convince her to let you fuck her. We'll do a threesome
with her. She's very hot."  
  
"Wow, I can't wait to meet her. What's the other surprise?"  
  
"I have also been fucking this drop dead gorgeous gay guy named Caleb. He has
the roundest finest ass I have ever seen and fucked. You have a nice ass but
his is unbelievable. Anyway, I told him about you and he wants the three of us
to get together."  
  
"That is so wild. Shit I'm getting a boner."  
  
"Let's go out to the Jacuzzi and hang out in the gazebo."  
  
The two teens went into the back up and into the gazebo. Jay brought some
lotion with him and Buddy picked up a lounge cushion on the way. Once in the
gazebo, Jay dropped his pants and underwear to his knees and knelt on the
cushion. Buddy also dropped his pants and underwear to his knees and knelt
behind Jay. He applied the lotion to Jay's anus and his own cock. Buddy also
used his saliva as he always did making his thick dick very slick. He eased
his cock into the sweet ass and fucked Jay slowly.  
  
The two teens were out of sight in the gazebo so even if Diane looked out the
window toward the pool and hot tub she could not see them. Jay came quickly
but went right on stroking his cock as Buddy continued to fuck him. He came a
second time when Buddy ejaculated and flooded his rectum. They cleaned up with
towels and redressed before heading back to the house.  
  
Jay asked, "When we will get together with Sandy or Caleb?"  
  
"It'll be after the tennis championships next weekend. Be patient, we have all
summer."




        Fitting in with the Upper Crust Ch. 05


_AUTHOR'S NOTE: This story includes a bisexual encounter to two consenting 18
year old boys in addition to straight sex._  
  
*****  
  
THE TOURNAMENT – ROUND ONE  
  
The coach called Buddy into his office after a light practice on Thursday.
"Buddy, I want to run a strategy by you for the tournament. I am thinking
about moving you down to number two singles and Marty to number three. Scott
will move up to number one."  
  
"Coach, Brad Jones will kill Scott."  
  
"I know that but we will win the other two singles and I'm sure that Jay and
Brian will win their doubles match."  
  
"I understand the strategy but I don't think that we need it against Monterey.
I can beat Brad Jones. Besides if you tip your hand now, Rancho Bernado will
be ready for it in the finals."  
  
"You make a good point. You're certain you can take Jones."  
  
"I've seen him play and I know his weakness. I'll exploit that and beat him. I
don't know if I can beat Ken Thompson from Rancho, so your strategy may work
against them. The number two singles is tough too and Marty would have his
hands full."  
  
"All right, I'm glad we discussed it. Thanks!"  
  
On Friday the teams traveled to the USC campus and checked in. They would be
staying in college dorms on Friday and Saturday nights. The semis would be
played Friday afternoon and the finals on Sunday. Jay and Buddy would share a
room since they were such good friends. That afternoon Newport and Rancho
Bernado won their matches and advanced to the finals.  
  
Rancho crushed Marin 5-0 winning all five matches handily. Newport beat
Monterey 3-2 with Buddy and Marty winning their singles matches. Jay and Brian
won a doubles match. Buddy played great and beat Brad Jones 6-4, 6-3. Marty
had a tougher match winning 6-4, 3-6, 6-4. So the finals were set and Newport
would face the formidable powerhouse Rancho Bernado on Sunday.  
  
After the Friday matches the teams showered and dined in the cafeteria. After
dinner they went to the dorm rooms following a team meeting. Jay and Buddy
unpacked their things and got settled in. They were just wearing sleep shorts
as they lounged around and chatted. Jay looked over at Buddy and saw the
outline of the erection in his shorts. They were both ready for sex so Jay
slipped off his shorts and knelt in his bed. Buddy slipped his off too and
knelt behind Jay to lubricate the desirable bottom.  
  
Buddy eased his cock which for some reason seemed thicker than usual into
Jay's bottom. The virginal like tightness of the anus was exquisite. The
slippery, velvety warmth of his anal walls snugly enveloped Buddy's aching
boner from tip to base. As he enjoyed the clenching spasms of his friend's
anus, Buddy gritted his teeth and tried his best not to cum too soon. He
savored the delicious pressure of the spongy rectum holding firmly onto his
dick, milking him and keeping his throbbing shaft cozily trapped in the anal
depths.  
  
"I'm all the way inside your ass! Your ass feels incredible, absolutely
incredible!"  
  
Jay was speechless, overpowered by the intense sensations that radiated from
his stimulated anal nerve endings and prostate. Without even noticing the
transition from bloatiness to delight, he had started to enjoy getting anally
penetrated, actually reveling in the feel of absolute fullness that made his
rectum pulse with ecstasy. For Jay he loved having his asshole stuffed so full
of cock.  
  
"Buddy, it's always awesome to have so much cock in my ass. You are so deep in
me, so hard and big in my ass!"  
  
"You're fantastic; you can't believe how good you look with my big dick in
your beautiful ass."  
  
Just before Buddy picked up the pace, Jay instinctively wiggled his lovely
bottom back against him. At first he gently moved his dick stuffed ass but
soon he began rocking rhythmically back and forth, butt fucking himself while
Buddy held still.  
  
"This feels so good!" Jay moaned as he slid his stretched anus along Buddy's
tool in slow shallow strokes. He resumed stroking his own cock and cried out,
"I love your big hard cock stretching my asshole!"  
  
He let Jay follow his instincts and just watched as he worked his sweet round
ass on the thick cock. Jay's shapely frame shivered in delight as he sodomized
himself with longer and deeper self-fucking strokes, Buddy grabbed the lube
and added more of the slick fluid to the portion of his boner that Jay let
glide out of his ass each time he rocked forward.  
  
"You're truly amazing tonight Jay. I mean it, you're so fucking hot!"  
  
"Buddy, fuck my ass, really fuck my ass now, I need it!"  
  
Buddy let out a contented sigh and started moving inside the warm oily
asshole. He sodomized him slowly, gently, savoring Jay's heavenly tightness
and losing himself in the spectacle of his dilated anus. Buddy withdrew and
then gradually pushed himself all the way back inside the smooth welcoming
sheath of the rectum. As Buddy made love to his ass in a calm fluid rhythm,
Jay felt light-headed with pleasure and he could barely find the energy to
moan out his cry of ecstasy.  
  
Jay unable to speak and groaning incoherently, managed to make his wanton
desires clear by pushing his round tush back into Buddy's skewering shaft. Jay
urged him to cram his dick harder and faster into his slick anal tunnel. Buddy
grabbed Jay's firm round bubble butt in his hands and began driving his stiff
meat into the clingy anus with gusto. Jay and Buddy butt fucked like animals,
grunting and gasping together. He loved the rubbery grip that Jay's snug
rectum had on his shaft, and he was glad he had used so much lube. Without the
lube that Jay had brought, Buddy doubted he'd have managed to cram his big
thick cock deep into his hot bowels; he just seemed incredibly tight.  
  
Jay responded and Buddy began ramming his pole into his gripping asshole with
longer and faster thrusts. He was amazed by the way Jay kept up with his
vigorous rhythm, pushing his curvy bottom back to meet every lustful plunge.
Buddy picked up his pace even more and started to really pound his butthole,
burying himself as deep as he could inside his steamy rectum each time. Jay
just moaned louder and slammed back more frantically, making his perfectly
shaped tush slap against Buddy's groin. Jay stroked his erect cock ever more
desperately as Buddy reamed his surrendered ass, he yelped and whimpered in
unrestrained pleasure, an indication how much he loved every passionate second
of the butt stretching sodomy. Buddy found it immensely erotic to see how
aggressively Jay was participating in their anal coupling, his clear
appreciation of their ass fuck fueled his ravenous desire to mount the
beautiful bottom again and again and again.  
  
As time flew by, the two new lovers got totally consumed by their shared anal
lust. Jay suddenly started yelling out and thrashing as if he was having a
fit. Jay rapidly stroked his cock and cried out as he spewed semen all over
the bed covers. "Oh God, Buddy, I'm cumming." the anal orgasm was unlike
anything he had ever felt. It felt like him whole body was cumming. It was
unbelievably, unbearably good.  
  
Looking over Jay's shoulder, Buddy watched as five or six streams of semen
shot out of his lover's cock. Jay's asshole clamped firmly around him and the
taut rectum milked his cock in deep suctioning squeezes, Buddy fought to ride
out his monumental climax bucking his hips harder to keep driving his pole in
and out of the contracting snug anus. He grabbed onto Jay's round buttocks and
jammed himself forcefully inside his ass over and over again. Buddy was
desperate to cum with him.  
  
Lost in his mind blowing orgasm, Jay was so far gone that he couldn't even
hold himself up on his knees. His legs buckled as Buddy pillaged his twitching
asshole, butt fucking him with all he had. When Jay fell forward, Buddy went
down with him. Holding onto his curvy rump, Buddy plowed the enveloping anus
with abandon, pressing himself onto Jay's sweat slick back. Spreading his legs
wide as he lay on his belly was all Jay could do while Buddy's huge cock
glided in and out of his clenching rectum at a furious pace.  
  
Lying on top of Jay, pumping his raging boner wildly into his tight slippery
asshole as he rushed to his climax, Buddy went rigid and unleashed a savage
flurry of butt drilling strokes. As his balls drew up and his cock started to
flex erratically in the depths of Jay's conquered ass, Buddy rested his head
in the hollow of Jay's shoulder and nuzzled his neck. Nearing what he knew
would be a massive ejaculation, Buddy whispered into Jay's ear.  
  
"I'm going to cum, Jay, in your tight beautiful ass, here it cums, ah so
good!"  
  
"Yes! Ugh, cum in my ass! Oh, fuck me harder, faster deeper oh Buddy!"  
  
With one final powerful thrust, Buddy buried his cock balls-deep inside Jay's
amazing asshole and came like a geyser, crying out with the pleasure of his
release. The feel of hot cum flooding his rectum in a deluge of thick jetting
spurts sent Jay over the edge once more. He groaned as his cock pressed into
the bed spurted underneath him while his huge pulsating cock shot rope after
rope of creamy sperm into his bowels, filling his anal tunnel with a massive
load.  
  
Jay was high on the sensation of Buddy's ejaculating shaft throbbing crazily
inside his spasming hole. Buddy's cock felt even bigger and harder as he kept
spraying a torrent of warm semen deep in his ass, taking his breath away. At
the same time, the powerful contractions of Jay's anal walls amplified Buddy's
pleasure. As Jay milked the thick pole from tip to root within his clenching
rectum, Buddy basked in the incredible sensation of the already snug asshole
tightening rhythmically around his spurting dick.  
  
Only after Buddy was done pumping his ass full of cum did Jay's slender frame
finally stop writhing in delight. For a while, the sated lovers could merely
lie as they were on the bed in a drained heap, breathing raggedly. Motionless,
they enjoyed the afterglow in silence, their minds floating away as the thin
layer of perspiration between Buddy's chest and Jay's back glued their bodies
together.  
  
When Buddy stirred from his momentary absence, he realized that he was still
on top of Jay with his cock sheathed to the hilt inside his snug, cum-flooded
ass. He had lost his aching rock-hardness but he was still pretty stiff,
thanks to the rush of pure anal lust still coursing through his veins, not to
mention the awesome tightness of Jay's sperm-coated rectum and the delicious
clamping grip of his anus wrapped firmly around the root of his dick. Not
wanting to crush his petite lover, Buddy rolled to his side pulling Jay with
him and keeping his cock in the warm poop chute.  
  
Spent, the lovers stayed spooned tightly for long lazy minutes, basking in
their shared intimacy. The quiet joy of their afterglow started fading only
when Buddy's wilting cock finally plopped out of Jay's ravaged asshole with a
lewd slurping sound. The sudden sense of emptiness in his gaping anus made him
groan in disappointment. Jay could feel Buddy's warm cum oozing out of his
unplugged rectum and trickling out of his body in thick gooey rivulets.
Wiggling free of Buddy's bear hug, Jay rolled on his belly with a look of
determination on his delicate face. His hands were holding his curvy ass wide
open with lust glinting in his eyes as he looked over his shoulder at Buddy
who was fixated on the dilated anus.  
  
The sight of semen bubbling out of Jay's gaping asshole was obscenely erotic
and Buddy stared at it. The slick rubbery nether hole remained open, stretched
out of proportion by the long fat cock that had been inside it for nearly an
hour. The edges were smeared with white dollops of cum that were slowly
trickling down to his ball sac. If Buddy had anything left, he would have
gotten another raging erection just looking at Jay's well-fucked asshole.  
  
Buddy watched as Jay's anus returned to its normal tiny size and its cute
little rosebud appearance. It still looked inviting so Buddy scooped up some
semen and rubbed gently around the abused pucker soothing it with his seed. As
he stared at it and played with it, he was always amazed that he was able to
get his big cock in that seemingly tiny entrance.  
  
"I have to tell you Buddy that was the best fuck ever since we started."  
  
"I was really turned on tonight and so were you. It was great. I'm going back
to my own bed now, let's get some sleep."  
  
Once their bodies calmed down they both fell into a deep sleep. It had been a
while since that had privacy and it showed in their aggressive coupling. Buddy
woke up early Saturday morning and looked at the naked body in the other bed.
He stared at the lovely ass that he had fucked several times the night before.
He had a morning piss hard-on and normally he would have fucked a girl with it
before he peed. However it would serve no purpose fucking that ass until his
bladder nearly burst. He got out of bed and headed for the bathroom down the
hall to take his morning piss. After he relieved himself and washed his hands,
he returned to the dorm room, applied lotion to his cock and stroked back to
hardness.  
  
He stood near the bed stroking his cock and staring at the lovely ass. Most
women would kill for an ass like Jay's., even more so for one like Caleb's.
Just then Jay rolled to his side and Buddy decided to give him a wake-up call.
He got in bed on his side behind Jay. He applied more lotion and saliva making
his cock very slick and then he eased it into the cute gay's ass.  
  
Jay woke up when he felt the anal penetration and whispered, "This is my
favorite position."  
  
It was Buddy's second favorite position for butt fucking. His favorite
position was with Jay on all fours with his curvy bubble butt in the air. He
began moving slowly in and out of his pretty friend and Jay guided Buddy's
hand to his cock. Buddy grasped the 4" cock in his big hand and stroked it
while he fucked the effeminate teen. He was in no hurry as he loved being in
Jay's ass and he always tried to prolong his ejaculation.  
  
They stayed coupled in the spoon position for nearly a half hour. Jay came
first and then Buddy filled his rectum with his seed. Jay loved the feeling of
cum shooting into him and Buddy always produced large loads especially the
first of the day. They stopped moving and Buddy let his cock soften in Jay's
ass and slip out on its own. Jay cooed when the big dick slid out of his ass.  
  
"Let's get cleaned up and then go to breakfast. We have a light practice with
the coach at 10:00 AM before lunch."  
  
That day the team practiced twice, once before lunch and once after lunch
which was mostly a strategy session. Brian had gotten sick and was throwing
up. If he wasn't able to play on Sunday, Buddy would have to fill in for
doubles. After dinner that evening Jay and Buddy cooled it with sex so as to
conserve their energy.  
  
THE FINALS  
  
On Sunday the final match was to be played to determine the state champion.
The coach was very emotional as he had never before reached the finals. When
the teams took to the courts, Rancho Bernado was super confident that they
would roll over Newport. Brian was still sick so Buddy would have to play
doubles with Jay. The coach used that situation to his advantage and got the
tournament officials to schedule the doubles match last to allow Buddy to rest
some after the singles.  
  
Rancho Bernado was got totally off guard with the parings and were noticeably
upset. In spite of the shift they were still confident that they would beat
Newport. Ken the top rated singles player made short work of Scott as expected
6-1, 6-0. Buddy had a tougher match than he expected but prevailed 6-4, 4-6,
6-4. However he was dead tired and head to head into the doubles match sooner
than he hoped. Marty beat the number three singles player in straight sets but
Rancho won the first of two doubles matches.  
  
The match was tied at 2-2 going into the final doubles match. Rancho easily
won the first set 6-3 but Newport responded with 6-4 second set victory. In
the final set Newport won a grueling 10-8 set indicative of the season's
closeness. The coach and team were ecstatic and somewhat in disbelieve. They
had pulled off the huge upset.  
  
Ken Thompson approached Buddy and congratulated him but couldn't resist asking
the question, "Do you think you could have beaten me today?"  
  
"I don't know Ken but I would have tried my hardest."  
  
"I know that and I'm sorry that we weren't paired up."  
  
"Well, maybe I'll see you in college matches."  
  
"That's right, you're going to Cal and I'll be at USC. I'll look forward to
it."  
  
"I will too, thanks Ken and congrats on being the top rated player."  
  
"Thanks Buddy, I'll be seeing you."  
  
Buddy returned to his teammates and they were still hugging and slapping
hands. Jay got his parents to agree to have a celebration at the house later
that evening. The coaches, players and parents were invited for pizza and
drinks. It was indeed a happy day. As Buddy was leaving the court a recruiter
from UCLA approached him with a request that he consider a full ride to UCLA.
Buddy politely declined and stated that he had already committed to Cal.  
  
The coach was aware of the offer and said, "Buddy you do know that UCLA and
USC have dominated the NCAA in tennis."  
  
"Sure, I know that coach but as I said I have already committed to Cal."  
  
"That is a classy thing to do but I bet you haven't heard the last from UCLA.
They'll be after you right up until signing day."  
  
The players left the court after the trophy presentation. They showered,
dressed, packed their things and headed to the Shafer house. Everyone was
tired and emotionally spent so it was a calm but rewarding party.  
  
SCHOOL'S OUT  
  
Final exams were over, the seniors graduated and Buddy moved in with the
Shafer family. He got his work schedule from the tennis center and settled in
to a routine. He was to work on the weekends when they were the busiest and he
had Mondays and Tuesdays off. On Wednesdays, Thursdays and Fridays he would
begin work at noon and lock up each night. On rainy days he would help out
with inside projects. He would also help out around the Shafer house on Monday
and Tuesdays.  
  
Diane had social meetings every Monday morning and was gone until after lunch.
Jay worked at his father's office as a summer intern on Tuesdays, Wednesdays
and Thursdays. Jay looked forward to Mondays when he and Buddy were alone. For
Diane it was Tuesday. Wednesday and Thursday mornings before Buddy left for
the tennis center. Friday, Saturday and Sunday was when Buddy got a break from
the Shafers.  
  
With Sandy and Caleb it was usually impromptu sex in the pro shop although on
a few occasions he was invited to their home. Sandy also invited him to her
friend's home, the girl with whom she had occasional sex. It was a Thursday
evening and due to a light rain they closed up shop early.  
  
"Buddy, I told my friend Monique about you. She would like to meet you."  
  
"Really, is she the girl that you make it with sometimes?"  
  
"Right, she likes boys too and I suggested a threesome and she is all for it.
I'm heading to her place tonight. Are you up for it?"  
  
"Sure, I'm game but what if I don't like her?"  
  
"Oh you'll like her. I promise that you will like her. I will tell you thought
that thins can get a kittle wild with her. She loves sex toys."  
  
"You're turning me on, I'm getting a boner."  
  
"Save it for later, you're going to need it."  
  
They both laughed, locked up the pro shop and Buddy followed Sandy to
Monique's pad. He was surprised that she had her own apartment and that she
was 22 years old. Sandy had changed out of her tennis clothes and was wearing
shorts with a snug top. They arrived around 7:00 PM and Monique was dressed
similar to Sandy.  
  
She and Sandy were the same height but Monique had a slender 32-24-34 figure.
She had dark brown hair and brown eyes. She had a mysterious look about her
that Buddy found very alluring.  

"Come in you two, welcome Buddy. I have heard a lot about you."  
  
"Thank you," was all that Buddy managed.  
  
"I only have wine to offer you."  
  
"Wine is fine, thanks!"  
  
Monique served everyone wine and then they went into the living room. Sandy
told Buddy to sit in the chair across form the sofa and the two young women
sat on the sofa. After a few minutes Sandy and Monique put their wine glasses
down and moved close to each other. Buddy watched in disbelief as Sandy and
Monique embraced and kissed.  
  
"Have you ever seen two women make love before?" Monique asked in a sultry
tone.  
  
"No, I haven't"  
  
"Well watch and enjoy," she told him.  
  
Buddy took a sip of his wine and ogled the two beauties as they began to make
love. The girls kissed and moved their hands under the each other's top. They
caressed each other's breasts and rolled the nipples between their thumbs and
forefingers. Sandy then removed Monique's top and Monique removed Sandy's.
They continued to kiss and fondle each other's breasts and every so often they
would look at Buddy and smile. Buddy had an erection and he rubbed it through
his shorts.  
  
Sandy next dropped to her knees and slowly pulled down Monique's shorts and
panties. She positioned the naked Monique on the sofa with her legs open and
Sandy lapped at the brunette's enticing pussy. Monique moaned with delight but
it wasn't long before they switched positions and Monique removed the rest of
Sandy's clothes. Monique moved between Sandy's legs and licked at her pretty
blonde pussy. Buddy was anxious to take off his clothes and join them but he
wanted to see what would happen next.  
  
Minutes later they moved into a 69 position with Sandy on the top. Buddy
nearly creamed his drawers as he watched the most erotic scene he had ever
seen with two women. Finally he couldn't take anymore and he stripped naked.
His impressive cock stood straight out as he approached the two girls. Sandy
saw him and she motioned with her hand toward her. Buddy moved over and Sandy
took his cock right into her mouth. She sucked him a few times and then she
put his cock in Monique's pussy.  
  
Buddy began fucking Monique and Sandy rubbed his balls, Sandy would take his
cock out of Monique's cunt, suck on it briefly and put it back in. This went
on for several minutes before Sandy told Monique to ride Buddy's cock. Buddy
got on his back on the floor and Monique straddled him lowering her pussy onto
his rigid shaft. Buddy reached up and fondled her lovely tits as she rode him.
Sandy retrieved some lube and began to finger Monique's anus.  
  
Sandy next produced a set of pink anal beads and showed them to Monique and
Buddy, "These are for your tight ass."  
  
Buddy had never seen anything liked them but he found them to be very erotic.
Monique moaned in anticipation. Sandy pushed one bead after the other into her
lover's ass until all five were in place. The string with a small tab dangled
from Monique's ass as she continued to ride Buddy's cock. Sandy ran her hands
all over the brunette's shapely buttocks and Monique groaned softly. Sandy
told Monique to get off of Buddy and for them to move into the missionary
position.  
  
Buddy reentered Monique's cunt and began to fuck her rapidly. Sandy produced
another set of anal beads and held them in front of Buddy's face. "Pink for
girls and blue for boys," she giggled and then asked, "Have you ever had
anything in your ass?"  
  
"No, I haven't," he replied nervously.  
  
"Relax and enjoy, these are small and won't hurt."  
  
One by one Sandy pushed all five of the small blue anal beads into Buddy's
ass. Just like Monique, Buddy had string with a small tab dangling from his
anus. Buddy was surprised when she told him to get off Monique as he was sure
that he would fuck her until they both came. Sandy then moved into a 69
position with Monique and the two of them went to work on each other's pussy.
Buddy noticed that Sandy anus was slick with lube and he took that as an
invitation to fuck her in the ass.  
  
He moved behind the blond and eased his cock into her greased rectum. She
cooed as the big dick went into her and he was sure that he would cum at any
moment. Sandy licked and rubbed Monique's pussy and Monique did the same to
Sandy. Monique also rubbed Buddy's testicles and he groaned aloud. Monique was
the first to orgasm and when she did she went wild. Sandy sensed she was close
and pulled the beads slowly out of the brunette's ass. Monique bucked and
thrust her hips as each bead popped out of her anus.  
  
She screamed as a massive orgasm ripped through her body and she collapsed on
the floor. Monique recovered enough to rub her lover's pussy as Sandy sought
her release but Buddy was next to cum. He pulled his cock out of Sandy's ass
and stroked it. Monique saw this and she pulled the beads out of Buddy's ass
one at a time and as each bead cleared his sphincter, he shot a stream of
semen onto the blonde's back. The first stream shot passed Sandy and landed
near Monique. Subsequent streams hit her in the neck and landed on her back
and buttocks. He then leaned over Sandy with his hand on the floor and he
rested his cock just below her ass.  
  
Monique returned to rubbing Sandy's pussy. She cried out in ecstasy and her
body flattened out on top of Monique. Buddy moved forward with Sandy and he
flipped out when Monique took his cock in her mouth. He figured that Sandy's
ass was squeaky clean before the sex began and that Monique knew that. Still
it was an incredibly erotic act. They remained still briefly before separating
and rolling over on their backs on the floor. They lay next to each other and
stroked one another as they recovered from the incredible sex.  
  
Monique and Sandy then turned around with their heads towards Buddy's cock.
They kissed his shaft and his balls coaching him back to hardness. Monique had
his cock in her mouth while Sandy sucked on his testicles and scraped her
fingers along his perineum. Buddy stroked their curvy bottoms and diddled
their aroused clits as they got him ready for another round. He couldn't
imagine the girls coming up with anything that could top what they had just
done.  
  
For the rest of the night they continued to surprise him with their creativity
and sexy behavior. Sandy wanted two cocks in her at the same time so Monique
fucked her pussy with a strap-on while Buddy fucked her in the ass again.
Sandy told Buddy to cum in her ass that time as she loved to feel his cock
shooting in her rectum. Later Monique was on all fours sucking Buddy's cock
with Sandy fucking her from behind with the strap-on.  
  
At one point they finally went in the bedroom and the three of them got in the
king size bed. Buddy was able to stay hard and pleasure the girls with his
cock, tongue and fingers for hours but he did not cum a fourth time. It was
near midnight when the sexual marathon came to an end. He got dressed and
headed home. He would take a shower in the morning. He was grateful that
tomorrow was Friday and that he didn't have to have sex with either Jay or
Diane. That night he had learned that Monique didn't take anything in her ass
except the anal beads. Being 22 she was able to purchase the sex toys at some
store. It had been wild.  
  
TUESDAY WITH DIANE  
  
On Monday afternoon Diane returned to the house after her morning social with
the women. She was changing clothes in her bedroom when she looked out the
window into the backyard. Buddy and jay were cleaning the pool and they were
both wearing bathing suits. She studied the muscular Buddy and even at that
distance she could see the outline of his package. She was sure that the two
boys had sex that morning and she could hardly wait until tomorrow when she
would alone with Buddy. It had been over a week since the last time that they
had sex and she was dying to feel that big cock in her again.  
  
It seemed like an eternity before Tuesday morning finally arrived. That
morning as soon as Albert and Jay left the house, Diane sprinted to the guest
bedroom where Buddy was staying. Diane came in not wearing a stitch of clothes
and said, "I have been thinking about your cock all morning." Then she flopped
on Budd the bed on her back and told him to fuck her with his big dick.
Buddy's cock was big all right as it was most mornings when he had a piss
hard-on.  
  
"I have a piss hard-on," he told Diane, "Let me take a leak first."  
  
"No way," said Diane, "I know that you won't cum and I want it to last as long
as we can."  
  
Buddy got between her legs and eased his big dick into Diane's cunt. He fucked
her long and hard until Diane couldn't take anymore. He felt the constant
pressure of trying to cum along with the pressure to piss.  
  
Diane told him, "Go take your piss now and give my pussy a rest."  
  
He went to the bathroom and peed for over two minutes. He washed up and when
he finally returned to the bedroom Diane was gone and he could smell the
coffee brewing in the kitchen. He smiled as he was in no hurry to fuck her as
they had all day. He would have breakfast first and then he would have her.  
  
Diane prepared a hearty breakfast including ham, eggs and toast. After they
ate he helped her cleanup in the kitchen and then she wanted to sit by the
pool before it got too hot that day. They took coffee out with them and
stretched out in lounges. They were both naked as it was totally private.
Diane rolled over onto her belly and Buddy checked her out again. He liked her
ass but it had been over a month since he fucked her there.  
  
"You have a nice ass Diane. Let me put some lotion on you so that you don't
sun burn."  
  
Diane felt Buddy squirt the lotion on her shoulders and back. Then he leaned
forward to rub it in to her skin. As he leaned forward she felt the weight of
his now erect cock resting on her ass cheeks. It felt huge resting against her
buttocks. She just cooed as he covered her body with lotion. He worked his way
down from her shoulders to the small of her back and then started with her
calves and worked up to her thighs. Then getting more excited, he began to
massage Diane's ass and she felt a familiar stirring in her loins. He spent a
long time massaging her ass cheeks and inner thighs and occasionally he let
his hand slip between them.  
  
Buddy took hold of her shoulders and slowly turned her over on her back. She
was just about to speak when he kissed her deeply plunging his tongue into her
mouth. His tongue sought out her's and he had her reeling in passion. It felt
so good to be desired by this young man.  
  
Buddy kissed his way from her lips to her jaw line and along her neck. He
lightly kissed, licked and nibbled her neckline softly. Then he tongued her
ear just enough to add stimulation. He worked his way further down to her
chest kissing her along the way. When he finally reached her breasts he gently
squeezed them and rolled her nipples between his fingers. It had been too long
and she felt so feminine, so exquisite and she longed for more of his touches
and caresses.  
  
"You have great tits. I love them."  
  
Buddy tortured her by neglecting her nipples as he went close and blew his
warm breath over them exciting her and increasing her desire. For a 19 year
old he knew his way around the female body and he was a good lover. She was on
the edge and close to an orgasm just from his foreplay. She urgently craved
the touch that would provide her much needed release. Buddy brought Diane to
the edge of desire and allowed her to linger there as he touched her. His one
hand cupped her vulva and probed at the opening of her moist passage while he
continued to tweak and tease her nipples. His wet warm mouth covered her other
breast filling her with lust. Her desire to cum increased.  
  
He had her to the point that she would orgasm if he touched her clit. She was
overheated and her pussy was on fire. Just a touch would have ignited her
flame and sent her crashing over the edge. A moan escaped her lips as she
beseeched him to touch her. "Please, please," she implored him.  
  
"Please what Diane? What do you want? Do you want to cum?" he asked her in a
seductive tone.  
  
"Oh yes, let me cum," she pleaded.  
  
Buddy pushed both her breasts together, took both nipples into his mouth and
sucked them. He would release them letting them pop out of his mouth and he
repeated the process until her hips were moving of their own accord. He then
slid his tongue across her nipples and flicked them back and forth but stopped
before she exploded in orgasm. As he touched the tip of the labia he inserted
his finger inside her juicy and wet pussy searching for her clit. He then
spread his remaining fingers opening her outer lips as he slid his finger back
and forth over her erect hard clit.  
  
Buddy then knelt and placed his warm mouth on her moisture. He flattened his
tongue and slid it back and forth as he licked the length of her slit. Diane's
vulva was swollen with desire as he licked and sucked her juices from her
holding her clit firmly between his lips. Her muscles contracted in spasm and
she squirted over his fingers and mouth. She moaned and trembled as her body
grew weak from her intense climax. He neatly lapped up the remainder of her
pussy juice and then he moved up the lounge chair and kissed her deeply
allowing her to taste herself on his lips.  
  
"See how delicious you taste. Now I want to really make you feel good."  
  
Buddy stood up and his big cock stretched forward. Once again she was looking
at the largest cock that she had ever seen if her life. He was proud of his
manhood as he almost posed letting it wave in front of her face. He pushed her
gently back on the lounge and she lay back all the way, spreading her legs for
him. Buddy positioned himself between Diane's thighs, took her face in his
hands and leaned in to kiss her. She wrapped her arms tightly around him. He
slowly inched his impressive organ into her stretching her womb as he did. She
whimpered into his mouth and trembled against him trying hard to control
herself. Once he had gotten completely into her he paused and as he always
did, allowed her to adjust to his size before he started fucking her.  
  
"Please fuck me," she whispered as if there were others around to hear her.  
  
"With pleasure," he replied as a smile spread across his face and he began
moving his hips.  
  
In and out Buddy fucked Diane very slowly at first and got her juices running
and coating them both. He ground his pelvis into her with each inward thrust
keeping his cock in constant contact with her clit. She moaned quietly as he
pushed into her and gradually increased the pace. Each drive became more
powerful than the last pushing deeper into her with more urgency. Her moans
became louder as his strokes became quicker. In a reflex she drew her knees up
closer to her chest which gave him a deeper target. In one fluid motion he
threw her legs over his shoulders and leaned forward supporting himself on his
forearms so as not to crush her. He was breathing heavier now and grunting
each time he plunged his cock into her. He ground himself harder and harder
into her that the friction on her clit so unbearable. Buddy's cock was
stroking Diane's insides and stimulating her G-spot as his pelvis grinded onto
her clit. She could feel herself getting closer and closer to another climax.  
  
"Buddy, I am really close. I am going to cum again."  
  
"Cum for me, Diane, I want you to cum for me. I want you to cum all day."  
  
Buddy fucked Diane as hard and fast as he could as she came and came and came.
Her body shook uncontrollably as her pussy walls clamped around his cock and
she dug her nails into his shoulders as he continued to fuck her hard. As she
came down from her incredible high she could feel him began to tense up.  
  
"Oh here it comes Diane, I'm going to cum, oh yeah here it is!" he exclaimed
as with one final shove into her he stiffened and came shooting his load deep
within her.  
  
She could feel volley after volley of cum hit the walls of her vagina as he
ground against her. The grinding on her clit sent her over the edge once more
as he flooded her pussy. As they settled down her legs slowly slipped from his
body and lay limp on the lounge. He collapsed gently on her with their bodies
covered with perspiration and the love juices from their intense orgasms. They
rested for several minutes holding each other. It seemed like they had been
fucking for hours but remarkably they had only been at it just over an hour.  
  
No one made Diane feel this good. She contemplated taking his cock into her
mouth, sucking off his cum and tasting her own juices intermixed with his, but
she decided to save that for later. Buddy and Diane took a dip in the pool and
cooled off their bodies. She refreshed their coffee and they relaxed in the
lounge chairs. A half hour later, she looked at him laying there with his
impressive organ in a semi-erect state and she could not resist taking it in
her mouth.  
  
She sat naked on the lounge before him. Her nipples and cunt were alive with
desire again as she brought his hard cock to her lips. She tried to picture
what she looked like; the prim and proper mother of Buddy's best friend
opening her mouth to suck a cock. The boy from the other side of the tracks
was getting his cock sucked by a wealthy housewife.  
  
"Oh Diane that's it, suck me, suck my cock, lick my balls, play with my
balls," he called out snapping her out of her trance.  
  
She could tell from his hip movements, deep breathing and his inability to
continue his suggestive talk that he was close to cumming. It wouldn't be long
now before she tasted his sperm. With her still sucking his cock, Buddy eased
back on the lounge and lay down. She turned sideways so that she could suck
his cock deeper into her mouth. She was only able to take about 5" of his cock
although she continued to test her gag line which drove him crazy.  
  
Sitting on the lounge and leaning over to keep his cock in her mouth had
caused her legs to splay open. She reached down and fingered her pussy as she
continued to suck his cock. Buddy continued fucking her face as she stretched
her neck trying to keep his cock within her lips. She continued to lick and
suck his cock and balls before running her tongue under his scrotum across his
perineum. He moaned loudly as her one hand circled and squeezed the head of
his slick cock and she cupped his bloated balls with the other hand.  
  
Suddenly she felt his hand on the back of her head, grasping her hair forcing
her down on his cock. She obediently sucked around the length of his pole,
while his cock erupted with hot jets of cum flooding her mouth. As hard as
Diane tried she couldn't swallow all of his cum quick enough and it ran out of
her mouth down her face and dripped on her tits. She whimpered as she licked
him clean tasting his cum and looking up into his eyes  
  
Diane still had some of Buddy's cum on her lips as he moved her onto her back
on the lounge as if she weighed nothing. He surprised her kissing her deeply
and plunging his tongue into her mouth unconcerned about tasting his own cum.
She was so aroused and in such need of his cock in her that she came
immediately as he parted her legs penetrating her wet vagina with one deep
stroke. Her cunt was contracting around his still hard cock in a spasmodic
frenzy griping his shaft as wave after wave of obscene pleasure coursed
through her body.  
  
Diane thought that they were finally done and she was convinced that she could
not cum anymore. She thought that he was done too but she underestimated his
recuperative powers. He rolled her over on the lounge and then got behind her
to fuck her doggy style. He slid his rock hard cock back into her pussy. As
Buddy fucked her, he started to play with her ass. Her pussy was dripping wet
and he used her natural lubrication to finger her anus. At first she was
apprehensive because it had been months since she had anything in her bottom
but then it started to turn her on. He pulled out of her and she felt a huge
void in her pussy.  

"Stay right there," he told her as he retrieved the sun tan lotion.  
  
He knelt behind her again and once again shoved his big dick into her pussy.
He started to play with her ass again and squirted the lotion in the crack of
her ass. He massaged the lotion into her anus and began to finger her ass once
again. The lotion made her very slick and his finger slid easily in and out of
her nether hole.  
  
"You want it in your ass Diane? It's been a while and I want to fuck your hot
ass."  
  
"I don't know Buddy. It's been a while and you are so big," she replied
nervously remembering how many days it took to feel normal again.  
  
He spread plenty of lotion on his cock and then covered it with his saliva
making it very slick. Then with one steady motion he plunged his cock into her
bottom. He was gigantic, long and wide and she moaned as he began to work his
way into her poor tight ass. She could actually feel her stomach cramping
around him as he stirred her insides and it burned when she clenched her
sphincter around his thickness. Shaking and sobbing with painful ecstasy, she
fell forward onto the lounge with his hands keeping her ass high in the air
for him to plunder.  
  
Diane cried into a towel as it felt like a hot thick poker had just been
rammed into her ass. Tears filled her eyes as her violated hole spread to
accommodate his thick cock. She felt him flex his cock deep within her bowels
as the numbing pain continued. He reached one hand under her again and teased
a nipple. Then he moved his other hand down and rubbed softly against her
clit. Her body again responded to his stimulus and her stomach convulsed with
mixed signals.  
  
The intrusion in her ass didn't feel quite as bad now as the fingers continued
to tease her clit. She felt him move inside her ass now and she tried to relax
her sphincter muscle. She remembered to act as is if she was trying to poop
which made it easier for her to receive him.  
  
Her body was working back and forth on his cock now and she was amazed at the
renewed feeling of his cock in her ass. Her clit was buzzing and the fullness
in her ass just seemed to excite her pussy even more. He started hammering
into her ass now. His fingers were still busy on her clit but now he had two
fingers drilling in her pussy as the others fluttered around her clit. Her
whole body was aflame as she could feel his fingers pressing against the thin
membrane. She could feel his hard cock sliding in her and the pressure of the
fingers on his cock through the membrane. Her entire body was fucking back at
him of its own accord. She could feel an enormous orgasm building with in her
and her pussy was swollen to new proportions.  
  
"Oh God," Diane thought to herself, "I'm going to cum again, Oh God!"  
  
Buddy continued plowing into her. The hot dry depths of her ass were so tight
around his cock she knew that he was going to cum hard too. He worked his
fingers faster inside her as he rammed his cock hard into her ass. She started
biting the towel like a mad woman as his groin made hard contact with her ass.
Diane felt her pussy spasm suddenly and then her whole body went rigid. She
felt his cock swell in her rectum and then hot spurts of liquid lava hit her
deep in her bowels, giving her a cum enema. She screamed into the towel. Both
of them shuddered hard as every muscle tensed and then relaxed. She could
still feel his cock throbbing and spurting deep within her. She felt the cock
shrink in her ass and then slowly back out making an audible popping sound.
Her ass was still high in the air and her thighs were aching. He lovingly
caressed her shapely ass cheeks.  
  
"That was absolutely incredible. I didn't realize how much I missed you ass
and how much I love fucking it."  
  
"Buddy, I can't do this all the time."  
  
"I understand. Besides I want it to special and inly do it when the mood is
right."  
  
Diane nodded and dropped her head back down on the towel. They sunbathed until
1:00 PM and then went in the house to shower and dress. Diane made lunch and
afterward they did a few chores. Every so often Buddy would goose her or
squeeze a buttock. However they were sexually sated and drained. There would
be no more sex that day but there was still Wednesday and Thursday morning
before Buddy went to work.




        Fitting in with the Upper Crust Ch. 06


_AUTHOR'S NOTE: This story includes a bisexual encounter to two consenting 18
year old boys in addition to straight sex._  
  
*****  
  
JAM PACKED WEEK OF SEX  
  
Buddy reported to the tennis center Friday morning and it was the first day
that week that he had not had sex in the morning. First it was all day with
Jay on Monday and then all day with Jay's mom Diane on Tuesday. He also banged
Diane Wednesday and Thursday mornings before reporting in at the tennis
center. He arrived early Friday and had the courts ready to go by 8:00 AM.  
  
Sandy arrived at 9:00 AM and she had a group lesson with young beginners.
There were other players arriving and soon the courts were occupied. It was
popular to play in the morning and hang out at the swimming pool after lunch.
There were some cute girls and some fit older women on the courts that day and
Buddy enjoyed watching them play. He loved watching them serve as their little
skirts flipped up and showed off their panty covered shapely bottoms. He was
surprised to see Caleb there that afternoon.  
  
"Hi Caleb, did you book a lesson?"  
  
"Oh no I just came by to invite you and Jay to my house on Monday. My parents
are leaving Sunday night and won't be home until Tuesday."  
  
"Okay, I'll check with Jay. He has been anxious to meet you ever since I told
him about you."  
  
"Good, I hope you can both make it. I've been looking forward to meeting him
too."  
  
Caleb walked away and Buddy ogled his round curvy ass in the tight fitting
shorts. "Damn, what a great ass!" he thought to himself.  
  
Just then Sandy walked over as she was done with her lesson. "Buddy would you
help me pick up all these tennis balls?"  
  
"Sure Sandy, I'd be happy to."  
  
"Listen Monique really likes you and she was wondering if we could get
together tonight after work."  
  
"I guess we could but remember we have to be here by 8:00 in the morning."  
  
"I know. We can do it. We may be a bit tired but I'll be here for sure."  
  
"Okay it's a date then."  
  
"Thanks for your help with the balls."  
  
Buddy ate lunch first and then Sandy so that one of them was at the pro shop.
It got really hot and the courts were empty until the evening. The pro shop
closed at 6:00 PM but Buddy left a couple hoppers of balls out just in case
any members needed them. He and Sandy left the club and drove over to
Monique's house. Monique had wine and cheese ready for them which Buddy
appreciated.  
  
After enjoying the wine and cheese the three of them went to Monique's bedroom
and got naked. They arranged themselves in position as Monique got into bed
and Sandy dove right into her pussy. Buddy rubbed his cock up and down between
Sandy's buttocks and she cooed and moaned before she said, "If you want my ass
remember you are going to have to put some grease on that monster."  
  
Monique said excitedly, "Do it Buddy, you know how she loves it in the ass. I
want to see you fuck her there again"  
  
He got the cream from where Monique told him it was in her bathroom. He took
out some and began to finger Sandy's asshole. He again marveled at her lovely
ass. Her cheeks were firm and her ass was incredibly round. He fingered her
anus applying an ample of lotion to it as he relished in its beauty. Satisfied
that she was well lubed he lined up his cock and pressed forward into her snug
chute. She gasped as he pushed his cock into her ass. She gradually relaxed
and he slid in further and then she returned her attention to her girlfriend's
pussy.  
  
Sandy's moans were muffled and lost in Monique's pussy. Buddy held her hips
firmly and continued to push his cock in deeper and deeper. She moaned with
joy into Monique's cunt. She reached for her pussy with her fingers and rubbed
her clit frantically as she sucked on her lover's clit.  
  
He had finally buried his entire cock in her ass and he held still as her
rectum relaxed a little adjusting to the intrusive invasion. Sandy realized
that she had been holding her breath and then she started to breathe easier
and relieve some of her tension. Buddy began a slow fucking motion and
caressed the shapely buttocks. Sandy never really felt any pain but once again
she felt that pleasurable pressure in her rectum and bowels. The pressure was
starting to subside and she began to enjoy the ass fucking. Buddy sensed that
she was relaxing and loosening up so he began to fuck her with long deep
strokes.  
  
Sandy rotated her ass in response to the fucking and Buddy thought to himself,
"Oh man I love this fabulous ass."  
  
Sandy started sucking on Monique's pussy at a furious rate which signaled
Buddy that she was approaching her own orgasm. He picked up the pace and
really began to pound her ass. His cock would come almost all the way out and
then he would shove it back in to the hilt. Monique grunted and groaned in
orgasm as Sandy sucked up all of her juices. Sandy then lifted her mouth off
of Monique's twat and groaned aloud as Buddy pounded her ass.  
  
"Oh, oh, oh, yes give it to me. Fuck my ass, fuck it!" she screamed for the
both of them to hear.  
  
He increased his speed and his cock was flying in and out of her ass. His
thighs were slapping into her buttocks causing her ass cheeks to jiggle with
each thrust of his cock. He then shoved his cock in all the way, stiffened and
grunted as his cum shot out of his pecker into the receptive ass. He emptied
his balls and flooded her passage with his spunk. She felt bloated as cum
filled her to overflowing. He kept fucking her ass and he could feel his semen
squishing around in her rectum. Monique was humping Sandy's face as she too
approached her orgasm.  
  
"Oh God Sandy, don't stop please, make me cum. I'm going to cum. I'm cumming
Sandy, oh Sandy!" Monique screamed as her body thrashed around with the
intensity of her orgasm.  
  
She continued tongue fucking her and playing with her clit until Monique could
not stand it anymore as her body went rigid. She moaned and lifted her hips
toward Sandy's face as if she were trying to get the tongue deeper into her
pussy. Sandy grabbed Monique's ass as she continued with her tongue lapping
and squeezed the shapely ass at the same time. This final act took Monique
over the edge with a mind numbing orgasm.  
  
Sandy and Buddy collapsed and fell forward with his cock still in her ass. He
lay on top until his cock softened and began to slip from her ass. He rolled
to the side and his cock slipped from her well fucked bottom. As she lay on
her stomach his sperm seemed to bubble up and ooze from her anus. Sandy
clenched her sphincter and more cum squirted out of her ass and ran down
between her ass cheeks and inner thighs. Monique watched and was mesmerized as
his cum seemed to trickle out for quite a while.  
  
Sandy rolled to her back and Buddy and Monique stared at Sandy's rock hard
extended nipples. Her nipples stood out like erasers on pencils and they were
just as hard. Her nipples looked even bigger given the smallness of her
breasts.  
  
"I love your hard erect nipples," Monique replied and then kissed the tits and
took her nipples in her mouth one by one.  
  
She moved from one to the other taking the entire breast in her mouth and
sucking the nipples. Monique let each nipple pop out of her mouth with an
audible sound and Sandy's nipples seemed to get harder and longer each time.
Sandy moaned aloud and grasped Monique's head holding it to her breasts. Buddy
got hard again just from watching the two girls.  
  
The three of them lay back on the bed and the girls moved into a 69 position
and began to lick each other's pussy. He lay down behind Sandy and played with
her fabulous ass for a while before sliding his cock back into her ass. Sandy
grunted softly in Monique's pussy as the cock slid all the way in. He fucked
her slowly as he wanted to make it last as long as possible. Sandy grabbed
onto Monique's firm ass cheeks and held her tight as she worked on her pussy.
She then began to finger Monique's pussy with one then two fingers. Her juices
were overflowing with desire and she was panting as she approached another
orgasm. Sandy started to play with Monique's anus and she moved pussy juice to
her and lubricated it with her natural moistness.  
  
The finger teasing her nether hole felt good as Sandy ate her pussy but Sandy
caught her off guard when she inserted a finger into Monique's asshole.
Monique gasped into Sandy's pussy as the digit sank into her asshole. The
single digit felt good as she moved it around in the rectum as she continued
to suck on her pussy and nibble her clit. Monique was the first to cum this
time and her body spasmed in orgasm as Sandy held her mouth firmly to the
gushing pussy and plunged her finger as deep as she could into the lovely ass.  
  
Buddy despite all his efforts to control himself finally gave in to Sandy's
ass milking technique. He shot another impressive load into her ass and let
his cock stay in her as she milked it dry with her anal muscle. His deflated
cock finally slipped from her hot ass. He noticed a trail of cum oozing out of
her asshole and he pushed it back in with his finger. Sandy rotated her ass in
encouragement as Monique continued to eat her pussy. She finally orgasmed
dousing her lover's face with her female nectar and Monique gobbled it all up.  
  
They rested for several minutes as they lay together in the bed and stroked
each other's body. Monique still had not been fucked and she wanted Buddy to
fuck her next. He slipped between her legs and eased his cock into her pussy.
She was glad that he had already cum twice because she knew he would last
longer this time in her pussy. He knelt between her legs as he fucked her and
Sandy played with Monique's tits and nipples. Sandy decided to straddle
Monique's face and lower her pussy to Monique's mouth. She wasted no time in
locating Sandy's clit and she began to lick it and gently nibble it driving
her wild.  
  
Monique and Sandy had multiple orgasms before Buddy came again. He dumped his
seed in the sweet pussy just as Sandy came on Monique's face again. That sent
Monique over the edge and she had one more mind blowing orgasm that rocked her
body. The three of them collapsed alongside one another in the bed and cuddled
together. They rested for nearly 30 minutes with their three naked bodies
touching one another. Buddy then got up and announced that he had to get
going.  
  
"Monique is it okay if I take a quick shower?"  
  
"Of course it is."  
  
He showered and dressed as the two women remained in bed. He smiled at them as
he took in their beauty.  
  
"Buddy, I may be a few minutes late in the morning."  
  
"Don't worry Sandy, I got you covered. I'll be there early."  
  
"You're a doll."  
  
Buddy kissed them both on the cheek when he said goodbye. As he left the house
the two women turned to each other and kissed. They cuddled together and
caressed each other lovingly. Sandy would stay the night and they would make
love again in the morning.  
  
MONDAY AT CALEB'S PLACE  
  
The rest of the weekend was busy for Buddy and by Monday he was ready for a
relaxing day but he was also up for more sex. Albert left for the office and
Diane went to her Monday social gathering. Jay told his mom that they would be
at a friend's pool that day but would be home for dinner. Diane wondered if
Buddy, Jay and this new friend Caleb would be having sex that day and then
dismissed it knowing that she would have Buddy to herself on Tuesday.  
  
The boys arrived at Caleb's house at 9:00 AM that morning and they were all
horny. Buddy decided to let Jay and Caleb go first before he joined in. He sat
in one of the soft family room chairs and watched with interest. Jay and Caleb
were hugging and kissing as they began to remove their clothes. First the tee
shirts came off, then the shoes and socks and lastly the shorts. Both left
their briefs on as they caressed each other's body and rubbed against one
another.  
  
Jay pulled Caleb's briefs down to just below his buttocks and Buddy stared at
and admired the super fine ass on the young man. Caleb's ass was perfectly
shaped and stood out from his lower back and the back of his thighs. His skin
was flawless and his body virtually hairless. The contrast between Caleb's
tanned body and his snow white buttocks emphasized his lovely ass even more.
Buddy stared at the pretty gay and admired his effeminate figure. Caleb had
great looking legs, a narrow waist and a killer ass.  
  
Caleb then dropped to his knees and pulled Jay's briefs down and off his legs.
Jay stepped out of his underwear and Caleb fastened his mouth to Jay's small
erect cock. Caleb was all over it. He sucked Jay's cock taking all of it in
his mouth without gagging. Buddy's eyes were focused on Caleb's ass and not
Jay getting a blow job. He felt his own cock stiffen in his pants as he
visualized himself fucking Caleb once again. As Caleb sucked cock he managed
to remove his own briefs and knelt naked on the floor. He then stood up and
turned his back to Jay who wrapped his arms around him. Buddy watched as
Caleb's cock bobbed up and down in front of him as he rubbed his ass over
Jay's cock. It was quite an erotic display and Buddy's cock was now throbbing
in his pants.  
  
Caleb leaned over at the waist and pushed his ass back into Jay's groin. The
stiff cock rested in the crack as Caleb moved his ass up and down letting the
rigid prick glide between his buttocks. The two of them kept this up until
they were so turned on that they needed to cum. They separated and got on the
floor on their sides in a 69 position. There they sucked each other's cock
until they came.  
  
Jay came first as Caleb stroked his cock and nibbled on the head. Jay warned
Caleb of his impending release, "Get ready Caleb, I'm going to cum. Oh shit
here it is, I'm cumming."  
  
Caleb took the cock from his mouth and stroked it as Jay shot streams of semen
into the air. The sperm landed on Jay's thigh and Caleb's forearm and Caleb's
hand was cum covered. Jay moaned loudly and he momentarily stopped sucking
Caleb's cock. Buddy watched with interest as Caleb licked up all the semen
from his forearm and Jay's thigh. Then he licked his hand and fingers clean.
By then Jay had resumed sucking Caleb's cock and it wasn't long before it was
spewing cum into the air and landing on their bodies. Jay duplicated the scene
and licked the sperm from their bodies.  
  
They rested momentarily and then they stood up and played some more. They were
still hard when they stood and Caleb again pushed his ass back at Jay. After a
few minutes of foreplay, Jay sat on an ottoman and pulled Caleb into his lap.
Caleb straddled Jay and slowly lowered his ass onto Jay's stiff dick. Buddy
watched as Caleb was able to take the smaller cock in his ass in one steady
motion. Caleb moved up and down on Jay's cock as Jay reached around and
stroked Caleb's equally hard cock.  
  
After a few minutes of riding Jay's cock, Caleb stood up and they moved back
to the floor. "I need to fuck that sweet ass of yours Jay," Caleb said
excitedly.  
  
Buddy watched as Caleb filled Jay's ass and began to fuck him slowly. Jay was
breathing hard as Caleb was drilling him. Buddy was more interested in
watching Caleb's ass than watching his friend get fucked. The shapely buttocks
tightened and relaxed each time he thrust into Jay's bottom. Buddy guessed
that they fucked for at least 15 minutes before Caleb pulled out and
ejaculated on Jay's abs and pubes. They remained motionless for several
minutes before Caleb rubbed the semen into Jay's skin.  
  
They were both still hard and Jay badly need to cum again. They got off the
floor and walked over to the ottoman. Buddy stared at Caleb's hot ass the
entire time as he waited patiently to fuck it. Caleb knelt on the ottoman and
held onto the arms of the chair in front of it. Jay stood behind him and lined
up his cock with Caleb's anus and pressed forward. Buddy watched as friend's
cock disappeared into the marvelous ass.  
  
"Oh your ass is so beautiful, now I know why Buddy raves about it."  
  
Jay began slowly and steadily picked up the pace. Buddy was mesmerized with
the scene before him as his best friend fucked one of the finest asses he had
ever seen. Caleb's cock was still hard even though he had already cum twice
and Buddy knew that they would be having sex all afternoon. Jay was in no rush
to cum as he seemed to savor every second his cock was buried in the curvy
ass. Both Buddy and Jay were fixated on Caleb's ass.  
  
Jay caressed the beautiful buttocks as he repeated over and over, "Oh Caleb, I
love fucking you. I love watching my cock slide in and out of your hot ass. I
want it to last forever."  
  
However the three young men in the room knew that it wouldn't last forever. In
spite of how hard Jay tried to prolong his ejaculation he just couldn't help
himself and he knew he would shoot a massive load into Caleb's rectum. Buddy
watched as he strained to keep from cumming. Jay's head was thrown back and he
groaned as the first shot entered Caleb's ass. He then lean forward and hugged
his new lover, his chest covering Caleb's back.  
  
"Oh yeah, I feel it. Give it to me. Cum in me," Caleb cried out.  
  
Jay's hands went around the front of Caleb's body and he caressed the chest
and abs as he filled the rectum with buckets of sperm. As he emptied his
balls, Jay turned his head to the side and placed it on Caleb's shoulder. "Oh
God!" he exclaimed as the final stream left his rigid shaft. Both of them
uttered continuous sighs of pleasure and they remained coupled for several
minutes before Jay backed out of the incredible ass. Caleb dropped one foot to
the floor with the other leg still kneeling on the ottoman.  
  
Buddy watched as Jay's cum oozed out of Caleb's asshole and trickled down
Caleb's inner thigh. Caleb continued to expel the semen and his anus looked
like a cream pie. Buddy hoped that Jay would put his cock back in Caleb's ass
and push his cum in with it but Jay just held onto his rock hard cock and
moaned softly.  
  
"Let's cool off in the pool," Caleb announced.  
  
This time it was Jay's turn to watch. Within minutes, Buddy and Caleb were in
the swallow end of the swimming pool and his impressive cock was driving in
and out of Caleb's shapely ass. Caleb was groaning with every thrust of the
big cock. He loved having his rectum filled with thick meat and Buddy's cock
was the biggest he had ever had. He couldn't wait until he felt Buddy cum in
his ass and fill his rectum with the soothing warm liquid. As Buddy drilled
the shapely young gay his thighs slapped against Caleb's and the water
splashed against the pool wall.  
  
Buddy caressed Caleb's lovely ass as he fucked it. It was one of the nicest if
not the nicest of any ass that Buddy had ever fucked, guy or gal. Buddy loved
anal sex and he would just as quickly fuck an effeminate shapely gay ass as
any girl's ass. Suddenly he felt his balls tingle and his toes curled in the
bottom of the pool. He felt his discharge race through his scrotum and he
ejaculated into the clenching rectum. Caleb cooed aloud as the milky substance
filled his ass, a feeling he never tired of. Buddy held still deep in Caleb's
ass as stream after stream shot into him. He used his sphincter to milk
Buddy's cock as it stayed buried in his ass. Buddy slowly eased his cock out
and he watched as his semen oozed from the dilated anus.  
  
Buddy stared at Caleb's lovely shapely ass as it expelled the sperm from his
asshole. Stream after stream ran out between his buttocks, down his leg and
into the swimming pool. Caleb wanted to get off again but he decided to save
it for Jay.  
  
"So much for cooling off, let's rest for a while," Caleb suggested.  
  
Although he was still hard and ready to fuck some more, Buddy joined the
others poolside and stretched out in a lounge. The three of them remained
naked on the pool deck and let the morning sun bake their bodies. Minutes
later they were ready for more action.  
  
"Let's have a threesome," Caleb suggested.  
  
"I'm all for it," Jay agreed excitedly.  

They arranged themselves on a lounge cushion with Caleb on all fours and jay
fucking him from behind. Buddy moved in front and Caleb tentatively reached
for the big erect cock. He held the long thick cock in his hand briefly before
he finally licked the head with his tongue. Caleb still admired the girth on
Buddy's cock as he could not wrap his hand all the way around it. He opened
his mouth and took the head in feeling his jaw strain to accommodate it. Caleb
only took about four inches of the massive cock into his mouth and began to
suck on it. Jay resumed fucking his new lover as Caleb sucked on Buddy's cock.
The whole scene had the three of them turned on and it didn't take long for
Jay to cum and fill his lover's ass with his third load of the day.  
  
Buddy loved the blow job he was getting from Caleb as it was as good as any
girl had ever given him. When Buddy came he flooded Caleb's mouth. Caleb was
caught off guard by the force and amount of cum that was shot into his mouth.
He had to pull off Buddy's cock to keep from gagging and the remaining cum
splashed off of his forehead and face. Jay emptied his balls into his lover's
ass as he watched Buddy's massive load hit Caleb's face. Caleb wiped cum off
his face and licked his fingers clean.  
  
"I need to cum too," he gasped.  
  
Jay moved into position to be fucked and Caleb used suntan lotion and prepared
the cute ass. As he was fingering Jay's shapely ass Buddy decided that he
would fuck Caleb again. He took the lotion and fingered Caleb's ass just as he
often did with any ass. Caleb slipped his cock into Jay's ass and began
fucking him while Buddy continued to finger fuck him. He actually liked the
anal penetration as he fucked Jay and anxiously waited for Buddy to fuck him.  
  
Buddy satisfied that the scrumptious ass was well lubed applied a generous
amount of lotion and saliva to his own cock. He moved in behind Caleb and
pushed his cock into the snug asshole.  
  
"Buddy, please go slow let me loosen up," Caleb cautioned.  
  
"Fuck him Buddy, fuck his ass just like he's fucking mine," Jay urged.  
  
Buddy eased more of his cock into Caleb's ass. He was gentle though relentless
in his quest to fuck the lovely gay ass. He would push in a little and stop
allowing Caleb to adjust along the way. Finally he began a rocking motion and
began fucking slowly. Caleb's ass had stretched enough now that he was
comfortable with the big cock in him and he resumed fucking Jay. As Caleb
picked up the pace fucking Jay he was pushing his own ass back onto the big
dick. Buddy stopped moving as he didn't have to while Caleb was fucking Jay.
Caleb would bury his cock in Jay and in the process his ass would slide along
Buddy's cock. When Caleb withdrew slightly from Jay's ass, he impaled his ass
on Buddy's cock. Buddy inched closer and closer as Caleb gradually was able to
take more and more of his cock. Once Caleb felt Buddy's pubic hair brush
against his buttocks and he realized that the cock was all the way in his ass.
He picked up the pace fucking Jay and impaling himself on Buddy's cock.  
  
Buddy came before Caleb did but when he felt cum shoot into his ass he lost
it. Caleb's buttocks tightened as he plunged his cock all the way into Jay's
ass and unleashed his load. Caleb flooded his lover's rectum with an
impressive load, one of the largest he could remember. As his buttocks
clenched and unclenched cumming in Jay's ass, he milked every drop of cum from
Buddy's cock. Buddy caressed the shapely ass as he let his cock be milked dry.
Buddy liked looking at the tanned young men with their lily white asses. The
fact that they had tan lines emphasized the shape of their curvy bottoms.  
  
Jay was erect again after the fuck session, so he had Caleb suck his cock.
Buddy watched Caleb suck Jay's cock and then he too got hard again. Caleb was
also hard again after sucking his lover and swallowing his load. This time Jay
would take Buddy's cock in his ass as he sucked Caleb's cock. The three of
them fucked and sucked until they were drained and exhausted. They collapsed
on the pool deck and remained there for several minutes.  
  
It was nearly 1:00 PM and they had fucked right through the lunch hour. Caleb
suggested the Jacuzzi before lunch. The three of them soaked in the relaxing
bubbly water. Buddy got a kick out of the other two as they used the jets to
douche semen from their asses. After 30 minutes they got out, dried off and
returned to the house. They got dressed and ate lunch at Caleb's house. It was
nearly 4:00 PM when Jay and Buddy returned home.  
  
"So Jay, how did you like Caleb?"  
  
"He is unbelievable. That ass is unreal. I felt as if I could fuck it forever.
It was everything you said it was."  
  
They entered the house and Jay's mother Diane was in the kitchen cutting up
vegetables for dinner. She smiled at the two boys and noticed that he son had
a glow about him. She was sure that they had had sex at the other boy's home.
Buddy still didn't know that she knew they were having sex and there was no
reason for him to know. Diane smiled as the boys grabbed a beer and headed
into the family room. She knew that she would have her turn with Buddy the
next day.  
  
TUESDAY IS ANAL DAY  
  
After Albert and Jay left for work Tuesday morning, Diane headed for Buddy's
bedroom. On her way she knew that she would be in for another round of anal
sex. Tuesday had become the day that he fucked her ass. He left her bottom
alone on Wednesday and Thursday morning but not on Tuesdays when they had the
whole day together.  
  
Diane undressed and got in his bed on her back. He removed his sleep shorts
and his cock was already hard and stuck out from his body. He was in an
unmistakable state of desire as his huge cock stood out at attention. Even
after the past several months, Diane was still in awe of his cock as she
looked at it. His cock was not menacing but impressive and beautiful, that is
if a cock could be called beautiful. She could still remember how he stretched
her asshole the first time.  
  
Diane lay back in the bed and Buddy moved to her kissing her face and lips. He
began his journey down her body and his first stop with her breasts. He sucked
on her tits and rock hard nipples for a long time. Diane had never realized
just how sensitive her breasts were until Buddy sucked on them because they
had been ignored for so long. She was groaning and she could feel the tingling
in her loins.  
  
He continued his descent down her body and spent a lot of time kissing her
flat firm abs before he bypassed her pussy and kissed and licked her thighs.
Her pussy was sopping wet and she was dying for him to tongue her pussy again,
he lifted her legs up and placed them on his shoulders then he kissed her
inner thighs and blew lightly on her pubes. She flinched at the sensation and
then she tried to push her pussy toward his mouth.  
  
"Please Buddy please," she begged.  
  
"Do you want me to stick my tongue in there and lick your clit?"  
  
He tickled her outer lips with his tongue and then let it slip inside her
vagina. She was so wet that his tongue slid in easily and she unconsciously
tightened her grip on his head. He moved his mouth toward her and closed it
over her pussy shoving his tongue into her wetness. She cried out and grabbed
his head again and held it tight to her quim. He lapped at her pussy, spread
her pussy lips apart and located her throbbing clit. He sucked on her hard
clit and she bucked her hips up into his face. He reached under her and cupped
her shapely ass cheeks in his hands as he drove into her pussy with his tongue
and nibbled on her clit. They had done this many times but neither of them
ever tired of the routine.  
  
The climax rocked her body and she thrashed, twisted and bucked all over the
bed. He kept right on eating her pussy and he held onto her shapely ass as she
thrashed about. Diane slowly calmed after her intense orgasm but Buddy
continued to lick her until her pussy was dry. As they lay on the bed he
continued to lick and kiss her bare thighs as she ran her hands through his
thick hair and caressed his muscular body.  
  
He moved up between her legs and she stared at the big cock about to enter her
pussy. She couldn't wait for him to fill her pussy with his meat. He slid in
and out of her pussy slowly allowing her to adjust to his size and continued
to go deeper with each thrust until he was buried balls deep in her pussy. He
could feel his balls start to tighten and he knew it wouldn't be long before
he filled her pussy with his cum. Diane stiffened and then had another intense
orgasm.  
  
"Hold me, please hold me, I'm cumming!"  
  
He reached around behind her and pulled her toward him as she shook and
trembled throughout her crescendo. As she was cumming so did he and he fired a
barrage of cum into her pussy. As she started to recover he laid her back down
on the bed and slowly fucked her as his cock softened. His cock was swimming
in her cunt.  
  
He eased his big cock out of her pussy and lay down beside her on the bed. He
reached over and stroked her firm tits and hard nipples as she still breathed
deeply from the intensity of her orgasm. After a few minutes he was hard again
so he rolled her over onto her side and slipped his big dick back in her
pussy. He reached around with both hands and diddled her pussy with one and
stroked her tits with the other. As always, Buddy was tireless and Diane was
beginning to feel insatiable. She wanted him to fuck her all day or as long as
they both could last. Buddy then slid his cock from her pussy to her ass and
pressed ever so slightly then he put it back in her pussy and then he repeated
the action.  
  
Taking the cream from his night stand, she reached behind her bottom and
stroked his erect cock getting it slick for her ass. It was Tuesday and it was
time for him to take her ass again. He began dipping the head of his cock into
her wet pussy and then sliding it back to her anus. It made her body quiver.
She pressed against him, wanting his dick inside, needing to feel him in her.
The head of Buddy's dick was coated with the wetness from her pussy and the
cream she applied to it. He used his fingers and cock to smear the slippery
lubricant around in her bottom. Buddy pressed his wet, throbbing dickhead
against her tight nether hole, and continued to stroke and rub softly against
the lips of her pussy.  
  
He did not hurry his actions, even though he could feel her straining
frantically against him. He continued to finger her slowly and fondled her
tits gently, teasing her body mercilessly. Although Diane was aware of his
cock pressing against her anus, her attention was focused on the feelings
flooding through her nipples, clit, and pussy. Even though the movements of
his fingers were tender and measured, her erect nipples and distended clit
throbbed and pulsed with desire. He continued pressing his dick into her ass
with the same slow steady rhythm.  
  
Diane knew that she was going to be butt fucked again. He inched his cock into
her ass, pressing steadily but slowly and continued to finger softly around
her clit. As he further penetrated her tight ass, she stiffened as she became
aware of his thick dick as it stretched her open. He immediately thrust his
fingers into her creamy cunt and continued pushing his stiff meat further into
her tight tunnel. His fingers made her crazy. He shoved two thick fingers in
her deep and hard. He thrust and plunged in a way that made her feel like she
was being fucked with a cock. He held her pussy cupped in one hand with his
fingers digging relentlessly into her dripping wet cunt as his thumb diddled
her clit. The muscles in her pussy squeezed and contracted with pleasure as he
shoved his fingers in and then withdrew them only to ram them in deep again.  
  
As he fingered fucked her sopping wet pussy with his fingers, he continued to
work his rigid cock into her ass. She felt the intrusion but she was so
overcome with desire due to the manipulation and titillation, the intrusion
seemed to be a subtle awareness. The distraction worked exactly as intended as
Diane was focused on the burning ache deep in her pussy. She gyrated and
pumped her throbbing hot cunt against his fingers and subconsciously relaxed
her ass offering no resistance as he pushed his dick in all the way.  
  
Diane loved the fullness and the depth of his cock as it throbbed in her tight
snug ass. He remained motionless for several minutes, allowing her body to
adjust to his stiff thick cock. She felt stuffed and she could feel his cock
throbbing and pulsing in her anal channel. He continued to thrust his fingers
in her wet cunt and brush his fingers over her hard erect sensitive nipples.
Every nerve ending in her body seemed to be alive. She liked the feeling of
him in her ass and her pussy at the same time. He turned her head toward him
and then he kissed her deeply plunging his tongue deep in her mouth. She
sucked on his tongue as if it were a cock. He began to move his cock very
slowly grinding into her as he kept his cock buried in her ass  
  
Buddy began to pull his cock out slightly and then push it back in. He made
gentle short thrusts into her lovely ass. He worked his fingers in her pussy
and on her tits as he French kissed her shoving his tongue down her throat.
Diane felt as if she were being fucked in all three holes at the same time. He
knew her body well and he drove her toward her climax. Diane's body responded
just as he planned and her ass gyrated and grinded on his thick cock.  
  
She was overcome with desire and she wanted nothing more at that moment then
to cum. Their bodies slammed together and he pulled his fingers from her cunt
to grab both her tits and tweak her hard nipples. He picked up the pace and
rapidly slid his cock in and out of her hot ass in search of his own release.
She felt the length of his cock slide in and out of her ass. It was not
comfortable for her but at least it was not painful. She felt full in a very
different way with his cock in her ass rather than in her pussy.  
  
He moved his fingers back to her clit and rub the spot to make her cum. Diane
lost it and her body gyrated and twisted as he had her pussy on fire. He drove
his cock deep into her ass and then pulled it back out only to thrust it all
the way in again. She felt a little twinge of discomfort as he frantically
fucked her ass but she was beyond caring at this point a she needed to cum. He
really picked up the pace fucking her ass and she could feel his big thick
shaft scrape along her insides. As he masturbated her toward her orgasm he
began to fuck her ass with shorter quicker jabs as he approached his own
release. Buddy then increased the length of his strokes until he was close
then he thrust deep into her ass and held it in place.  
  
She came all over his fingers as her body spasmed and jerked. Just seconds
after her orgasmed, he exploded in her ass and filled her rectum with his
seed. Diane once again felt the strange sensation of semen flooding her ass
and the slight burning caused by his salty seed. He held her tightly as he let
his cock slowly deflate and slip from her bottom. She felt a strange emptiness
in her ass when his cock slipped out but she took comfort in his embrace. She
felt the semen seep from her ass and trickle over one of her ass cheeks. She
also felt the traces of semen on the cock head as it rested against her
buttocks. They rested in each other's arms as they needed to calm their
bodies.  
  
In a short while they would get up, shower and then have a light breakfast.
Afterward they may go out to the swimming pool or Jacuzzi or maybe back to
bed. Diane knew that her day was just getting started with this virile young
man and she could expect him to cum two more times that day. Her body was
already exhausted but he would call the shots that day.  
  
JAY HAS A VISITOR  
  
The Shafers were seated at the dinner table Wednesday evening while Buddy was
at the tennis center. He and Sandy closed up in their normal way with a round
of oral sex before they left. Diane was cleaning up when she received a phone
call inviting her to a special breakfast on Thursday morning. She really could
not say no so she would have to explain it to Buddy the next day.  
  
Jay also received a call and it was from Lyle whom he had met at the college.
Actually they did more than meet as they had exchanged blow jobs. Lyle was in
town on a recruiting mission and he wanted to know if Jay could meet him for
breakfast in the morning. Jay was excited and got permission from his father
to skip work the next day.  
  
On Thursday morning jay hurried out of the house to meet up with Lyle. Diane
let Buddy sleep in and got dressed for breakfast with her girlfriends. Lyle
was pleased to see Jay and the feeling was mutual. They ate breakfast at the
hotel where Lyle was staying and then they went to Lyle's room. They quickly
undressed and got in bed.  
  
Lyle was anxious to fuck Jay this time and he told Jay to get on all fours.
Lyle got his lotion from the bathroom and greased up his cock. He greased up
Jay's anus and he marveled at the shapely ass on the teen's small frame. Jay
looked good on all fours as he waited for the cock to penetrate his ass. Lyle
took his time lubricating the curvy ass and he liked the submissive posture
that Jay presented. Jay had his head down on his hands which were folded on
the bed. His ass was elevated and his back was arched emphasizing the curvy
shape. He looked perfect and he presented exactly the image that Lyle liked to
fuck.  
  
Lyle moved close and slowly eased his cock into Jay's ass. Jay groaned
slightly with the penetration and his sphincter easily stretched to accept the
5" cock. It was immediately obvious to Lyle that bigger dicks had been there.
Once past the sphincter Lyle fucked Jay slowly and then picked up the pace.
Soon his hips were slamming into the petite teen. Jay's cute ass would jiggle
each time Lyle thrust into it and he loved the effect. He felt his release
building and he knew that he would dump a good sized load in the receptive
ass. Jay felt the older boy's body stiffen and make one final thrust as he
buried his cock in the gripping ass. Jay felt cum surge into him and he felt
the cock throb with each release.  
  
"Oh man that was quick," Lyle gasped.  
  
"It was big too. I feel it. You went off like a hose."  
  
Jay's anal muscle involuntarily clenched and unclenched as it massaged the
stiff cock and drew every drop of cum from the shaft. Lyle kept pressed
against his young lover and let his cock be milked dry. Jay couldn't hold his
position any longer and he collapsed forward on the bed allowing the cock to
slip out. Lyle followed Jay down and pushed his cock back in Jay's ass. Lyle
felt the smooth hairless skin against his own and he liked the sensation. He
remained on top until Jay asked him to get off. Lyle had gotten lost in the
moment as the sphincter had tightened around his cock. Lyle then rolled to the
side and his still erect cock slipped from the dilated asshole.  
  
Jay remained on his stomach face down on the bed as he relished being
thoroughly fucked. Lyle looked over at Jay's ass and he could see cum oozing
from it. Lyle started caressing the curvy smooth ass and then he played with
the anus. He pushed his finger into the cum-filled hole and Jay wiggled his
ass in response as Lyle played with him. Jay then pushed himself up on all
fours giving Lyle better access. Lyle felt his desire mount again so he moved
back behind Jay. He eased his cock back into Jay's ass for a second time and
he knew he would last a lot longer this time since he had already cum. He
fucked Jay for what seemed like an hour until he finally came again. Jay
collapsed on the bed this time in the pool of his own cum from his
ejaculation.  
  
"Jay I want you to fuck me now. Would you like to fuck me?" Lyle asked.  
  
"Oh yes!" Jay gasped.  
  
Lyle got on all fours and handed his new lover the lube. "Put plenty of that
stuff on your cock and in my ass."  

Jay knelt behind Lyle and he began to caress the beautiful ass. Jay for the
first time noticed that Lyle's body was delicate, hairless and flawless. He
couldn't believe how much Lyle looked like a girl from behind with his shapely
curvy ass in the air and then Jay guessed that he looked the same way. Lyle's
ass wasn't as nice as Caleb's but then whose was? Jay put an ample amount of
lotion in his hands and rubbed it all around Lyle's anus. Then he inserted
first one finger then two fingers preparing it for his cock. As he sawed his
fingers in and out of the receptive anus, he was getting turned on by the
thought of burying his cock in the shapely ass. He moved closer to Lyle and
lined up the head of his cock with the anal opening and began to ease it into
to him.  
  
Jay spat on his hand and rubbed his saliva all over his cock which made it
very slick when combined with the lotion. The cock head cleared the sphincter
and it slid right in without resistance. The ass chute was warm and tight as
Jay went deep into him. His 4" pecker was all the way in and he started a slow
fucking motion. He continued to pump with deep, long, deliberate thrusts as he
caressed his lover's smooth round ass.  
  
Lyle asked Jay to fuck him harder and quicker. So he picked up the pace and he
started pounding the blonde's ass faster and faster. His balls started
bouncing off of the other balls and Lyle was moaning with each thrust of cock.
Jay could feel his climax building and he knew that any moment he would shoot
his seed into Lyle's ass. He tried to make it last as long as possible but he
was too far gone.  
  
Jay fired a barrage of cum in his lover's ass filling it to overflowing. As he
continued to fuck the blonde, his cum backed up in the rectum and began to
ooze out flowing over their testicles. Lyle used his talented gripping
technique to milk Jay's cock and drain it entirely. Jay didn't think that his
cock would ever be soft again as he remained hard in Lyle's tight sheath. The
milking action weakened him and Jay collapsed on top of the smooth body. Lyle
flattened out on the bed and Jay rolled off of him, his hard cock slipped from
well-fucked ass. Lyle rolled to his back and spread his legs lifting his knees
to his chest.  
  
"Fuck me again," he directed.  
  
Jay moved between the shapely legs and lined up his still erect cock with the
inviting bottom. Lyle was also as hard as a rock and his beautiful cock
pointed toward his head. Jay pressed slightly forward and his cock moved into
the blonde's hot ass. Lyle's ass actually pulled Jay inside and his cock went
all the way in as Jay's balls rested on the blonde's ass.  
  
"God, that feels so good, love me, fuck me," Lyle cried out.  
  
His ass was in the air and the cock was fully embedded in it. Jay pulled back
a little and pushed forward. Lyle groaned as Jay began to slowly fuck him.
Jay's cock head was soon at the edge before he pushed it back into him. Their
fucking was making a sucking sound. Each time Jay's balls slammed against the
lovely ass, their bodies made a wet slapping sound.  
  
Jay was so fucking hot that he crammed his cock fully into Lyle. Lyle held
Jay's cock and massaged it with his sphincter; he knew he was not going to
last very long. Lyle humped up fucking him back as Jay drilled him. The hotel
room smelled of sex and sweat. Jay reached down to stroke his partner's cock.  
  
"Yeah that's it. Jerk me off as you fuck me. Make me cum again," Lyle cried
out.  
  
Jay took slow long strokes in and out of the gripping ass as Lyle pushed up
into him more and more. Soon Lyle took control and just fucked him. The
actions became more erratic and the thrusts shorter and more powerful. Lyle
was grunting as the cock slid in and out of his hot ass. Soon the cock was
barely staying and Lyle slowed down and let the cock just press against his
prostate.  
  
Lyle announced that he was cumming and he pulled Jay down and kissed him
deeply plunging his tongue into the teen's mouth. Jay felt cum shoot between
their bodies covering their chests and abs and then oozing out around their
pubes. That set him off and he began to pound his cock in and out of the
clenching hole. Jay slammed his cock into the now loose wet hole and he felt
his balls tighten again. Jay pressed deep into him and his seed filled his new
lover's ass for a second time.  
  
"Yes cum in my ass again. Oh I feel it I feel your hot seed," Lyle groaned.  
  
Jay pulled, pushed and cum spurted into Lyle making his hole wetter and warmer
as the cock easily slid in. Jay continued fucking him until his legs were weak
and cum had stopped flowing. The cock slipped from the lovely ass as they
cuddled and stroked each other's body.  
  
"I loved fucking you. I loved your ass," Jay whispered into his ear.  
  
"I knew you would. Let's rest awhile and then we can shower and get dressed. I
want to tell you about my fraternity at school too."  
  
A ROADIE FOR DIANE  
  
While her son Jay spent the morning with Lyle, Diane went about preparing
herself to meet the women for breakfast. She bathed and dressed elegantly
while Buddy slept in that morning. She was in the kitchen and had just
finished putting the coffee on when Buddy appeared.  
  
"Where are you going all dressed up today?"  
  
"I have a breakfast meeting and I need to hurry. I forgot to tell you, sorry."  
  
"Really, you need to take care of me before you leave."  
  
She was dressed in a light weight summer suit with the skirt cut just below
her knees. The suit skirt fit snugly and showed off her curvy ass. He took in
her shapely figure accentuated by the flattering suit which is why he decided
to fuck her before she left the house. Buddy grabbed Diane by the hand and
pulled her toward him. He got behind her and pushed her face down on the
kitchen table and felt his cock stiffen immediately and he started to pull her
skirt up above her hips.  
  
"Stop it, stop it his instant. You can't fuck me now."  
  
"Okay, then give me your mouth."  
  
He let her up and she knelt on front of him. He was just wearing his athletic
shorts but his package was prominently outlined. She hooked her fingers in the
waistband and slowly pulled the shorts down. His impressive cock got caught in
the waistband momentarily and then it sprung out like a coiled snake. Diane
gasped when the big cock bob in front of her face. She momentarily stared at
the cock in front of her as he kicked off his shorts. Buddy reached for
Diane's head and held it gently as he guided her face toward his cock.  
  
"Don't mess up my hair," she whispered.  
  
"I won't," he replied and smiled as he found the request somewhat humorous.
Here this pretty wealthy housewife was worried about her hair as she sucked
the cock of a boy from the other side of town.  
  
She let him guide her face to his cock and she opened her mouth wide to
receive the impressive organ. The big fleshy mushroom head filled her mouth
but she was never able to take all of him. She bobbed her head up and down on
the stiff shaft taking about half of it in her mouth. Diane actually liked the
soft feel of the mushroom head rubbing against the roof of her mouth as she
sucked the thick cock. He held the sides of her head gently as to not mess her
hair. He was very turned on given the situation. He felt his ball sac tighten
and the pressure build in his scrotum. He opted not to tell her that he was
close to cumming. He felt the surge and he ejaculated into her mouth with such
force that it startled her.  
  
Diane felt the first jolt hit the back of her throat and before she could
react, a second round shot in her mouth. Diane tried to swallow the semen as
quickly as she could but some still ran out of her mouth covering Buddy's
shaft and dribbling over his testicles. He kept shooting cum into her mouth
and she quickly swallowed the load from the discharging cock. Six forceful
jets were shot into her mouth and then the shaft just oozed its remaining
discharge.  
  
Diane stood up licking her lips and then retrieved a towel to wipe her face.
She went to the bathroom and checked her lipstick as Buddy retrieved his
shorts. He was sitting cockily in a kitchen chair with a cup of coffee when
she returned. He smiled at her.  
  
"Have a good breakfast."  
  
"I will," Diane replied as she left the house.  
  
Buddy was sipping his coffee and reminiscing about his good fortune and how
the summer was going. He thought about Jay and he was sure that he and his gay
schoolmate were having sex that morning. As he thought about all his lovers he
got a woody and then his train of thought was interrupted when the doorbell
rang. He was at a loss as to who it could be and assumed it as some
salesperson. He answered the door and was surprised to see a good looking
mature woman standing there.  
  
"Can I help you?"  
  
"You're not Jay."  
  
"No I'm not; he is at a meeting this morning. I'm Buddy Jay's best friend."  
  
Her eyes looked the teen up and down and the outline of his package did not
escape her eyes. "I'm Jeanette, Albert's sister."  
  
"Pleased to meet you but no one from the family is home right now."  
  
"So Albert didn't tell anyone that I was coming for a visit. There will be
hell to pay with Diane."  
  
"I'm sorry, please come in. There is coffee made if you like some."  
  
She walked past him and he looked outside. It was beginning to rain which was
fine with him. He could relax at the pro shop later when he went to work.
Jeanette walked ahead of him into the kitchen and he admired her shapely legs
and curvy bottom. She was wearing shorts and a halter top that tied behind her
neck. It didn't look like she was wearing a bra.  
  
"Would you like cream and sugar with your coffee?"  
  
"Just cream please, thank you, so Buddy what is your story?"  
  
"Oh, I am Jay's best friend and I am staying here this summer with the family
until I go to college. I had to move out of my family's house. I'm going to
Cal and I work at the tennis center at the country club."  
  
"You won't have much business today, it's raining."  
  
"Yeah, I noticed. I will still go to work at noon though. Diane should be home
shortly after I leave."  
  
"Humm, I wonder if you could do me a favor and be here when she gets home. She
will not be happy to see me especially if Albert didn't tell her I was
coming."  
  
"Sure, I'll call the pro shop and check with Tom. He's a cool guy and will
understand. Besides the other assistant Sandy will be coming in at noon as
well."  
  
Buddy called the pro shop and spoke with Tom the head pro. Tom was fine with
Buddy coming in later, in fact unbeknown to Buddy, he was pleased. It was
raining and he would be alone with Sandy. Buddy didn't know but Tom and Sandy
were getting it on occasionally in Tom's office.  
  
"No problem Buddy but if you can be here after I leave and help sandy close up
that will be great."  
  
"I will, thanks Tom."  
  
Buddy returned to the kitchen and informed Jeanette that he could stay and
keep her company. He looked at her closely and he liked what he saw. She was
clearly younger than Diane, had a nice figure and seemed a bit flirtatious. He
noticed her halter top move and it was clear that she was not wearing a bra.
Her long light brown hair cascaded over her shoulders and with those big brown
bedroom eyes she looked very desirable. He suddenly had a sense that they may
be doing more than keeping each other company.




        Fitting in with the Upper Crust Ch. 07


_AUTHOR'S NOTE: This story includes a bisexual encounter to two consenting 18
year old boys in addition to straight sex._  
  
*****  
  
A GREAT WAY TO PASS THE TIME  
  
Buddy and Jeanette were still having coffee and getting acquainted when Diane
called the house. She told him that she would not be home before noon as she
was going shopping with her girlfriends and that they would have lunch out as
well. He did not tell her that Jeanette was at the house.  
  
Buddy hung up and looked at Jeanette, "That was Diane and she won't be home
until this afternoon."  
  
"Well in that case we can relax for a while. Is the Jacuzzi still working?"  
  
"Yes, we use it all the time. Do you have a swimsuit?"  
  
"In my suitcase but I'm not going to bother unpacking until my brother gets
home."  
  
"Do you want to borrow one of Diane's?"  
  
"Do you want to start a war? Do you have some extra shorts and a tee shirt?"  
  
"Sure, I'll get them for you and put on my swim suit."  
  
He brought the clothes downstairs and she accepted his selection. Buddy told
her that he would get the hot tub ready and meet her in the gazebo. He was
already excited that he would be in the Jacuzzi with this seemingly hot woman.
He didn't know why but he suspected they might get it on. She was such a
seductress and so damn alluring.  
  
Buddy noticed that Jeanette's eyes went to his crotch when she arrived at the
gazebo. He was wearing a tight swim suit that showed off his package. He
walked over to the switch and turned on the jets and then eased into the warm
water. She joined him and at first she sat across from him. Minutes later she
moved closer since it was difficult to hear with the jets running. She sat
closer than he thought necessary and her naked legs brushed against his. It
seemed natural for Buddy to reach for her and she willingly moved into his
arms.  
  
Buddy ran his hands up under the shirt he loaned her. He found her firm tits
and extended nipples and squeezed them gently. Jeanette had some of the
firmest tits that he had ever felt. She put her hand underwater and groped his
crotch. He dropped his hand to the loose fitting shorts and slipped it
underneath through one of the leg openings. His finger slipped in her pussy
and Jeanette gasped aloud when she felt the penetration. She reached down and
pulled the swimsuit to the side freeing his cock and balls. Jeanette wasting
no time moved into his lap and onto his cock.  
  
Buddy began to fuck her slowly and she cooed as his cock slid in and out of
her hot pussy. She still had on the t-shirt and shorts and he still had on his
bathing suit. If anyone was to come by they could separate quickly and appear
innocent in the Jacuzzi  
  
Jeanette was close to her first orgasm when she whispered, "You have a big
cock. I love it."  
  
Buddy just smiled and kept fucking her until she came, "Oh here it is," she
said as her body tensed and she orgasmed. He just held her and kept moving his
cock in and out as she climaxed. It had been weeks since he had sex in the
Jacuzzi and he forgot how much he had enjoyed it.  
  
"I wonder how many times people have cum in this hot tub," Jeanette giggled
and then asked, "Are you close?"  
  
"Very," he barely replied.  
  
He kept moving in her pussy and he felt his balls tighten. "If I had another
mouth it would be wrapped around your balls right now," she whispered.  
  
He felt his surge and he spewed cum deep into her womb. As he filled her pussy
he felt her body tense and he knew that she had cum again too. She held him
tight, kissed him and drove her tongue deep into his mouth. His hands found
her firm tits again and held them as she rocked in his lap. Jeanette broke the
kiss and buried her face between his neck and shoulder as she shuddered with
her second orgasm.  
  
"That was wonderful. I hope to get some more of this cock before I leave. We
should get back to the house now."  
  
"I'll close up the tub," he told her.  
  
By the time Buddy arrived at the house she was back in her clothes. He took
the wet shorts and tee shirt up to the bathroom and hung them to dry out with
his swimsuit. He put on shorts and a tee and rejoined Jeanette downstairs.
Buddy made them a light lunch and then they sat in the family room waiting for
the others to arrive home. They were still there when Jay arrived home. He was
surprised to see his aunt there and he knew that his mom would have a kitten
when she got home. The two women were like oil and water.  
  
"Aunt Annette, I didn't know that you were coming for a visit."  
  
"I guess your father neglected to tell anyone."  
  
"Buddy I thought you would be at work."  
  
"Since it's raining, Tom told me to come in later so I kept your aunt company
until you got home. I'm heading out soon."  
  
"I'm going to call dad and let him know you're here. He will want to be here
when mom gets home."  
  
"I think that is very wise Jay, thank you."  
  
Buddy took off and left Jay with his aunt. He arrived at the pro shop about
4:00 PM just before Tom planned to leave. Tom had already got a great blow job
from Sandy and had fucked her once before Buddy arrived. Rainy days were
always fun times for Sandy and now she had Buddy to pleasure her some more.  
  
A TENNIS FANTASY  
  
Buddy admired Sandy in her tennis outfit. The outfit consisted of a very short
tennis skirt with a snug top. Her shapely legs were on display and her flat
tummy peeked out under the top.  
  
"How did it go today?"  
  
"Okay but uneventful," she replied not telling him about banging Tom.  
  
Buddy locked the pro shop door and went into Tom's office. Sandy followed and
closed the office door. He took in her beautiful shapely legs. He felt that
all too familiar stirring in his loins again as he looked her up and down. She
felt his hand caress the back of her knee and then move up her thigh. Her body
stiffened and she caught her breath when she felt his touch. He moved his
other hand to the front of the same leg and then he stroked her with both
hands. She remained speechless as his hands moved up and down her thighs and
roamed under her tennis skirt. She gasped slightly when his hands caressed her
panty covered pussy and ass.  
  
"You know I always thought it would be cool to fuck a female tennis player in
the ass right before a big match."  
  
"Really, you think that would be cool?"  
  
"Yeah, she would be in her tennis outfit with her panties pulled down to her
knees. I would fuck her in the ass and cum in her ass. I would pull up her
panties after cumming in her ass and pat her lovingly on her shapely round
bottom as she headed out to the court for her match."  
  
Buddy then stood up and had Sandy bend over the desk. He pulled her panties
down to her knees and flipped her short tennis skirt up over her back putting
her beautiful ass on display. He took the hand lotion and pushed an ample
amount of it in her anus. He fingered her ass with one then two fingers before
he pushed his shorts down and lubed up his cock with lotion and saliva. Buddy
then stepped up behind her and slipped his rock hard cock deep into her ass.
Sandy emitted a gasp as the big cock slid all the way in on the first thrust.
He plowed her asshole and fucked her rapidly in search of his much desired
release. She began to move her hips in an attempt to match his thrusts and it
was obvious that she was turned on by the situation. She was gasping and
grunting as he began to really pummel her ass. He picked up the pace even more
and held to the shapely buttocks as their hips slapped noisily together. She
was really into it now and the two of them fucked like maniacs.  
  
Sandy couldn't believe her own voice when she said, "Oh yeah that's it, that's
the way to fuck my ass. Give it to me, cum in me, cum in my ass," she
screamed.  
  
They were both sweating from the physical intensity of their butt fucking.
Buddy slammed into her as his cock now moved freely in her ass. He felt his
release approaching and as much as he wanted to prolong the ass fucking
session, he couldn't. His body stiffened and he plunged his cock all the way
into her gorgeous ass. Streams of semen shot into her rectum as he seemed to
cum continuously for several minutes.  
  
"Oh good, I feel it. Fill me up, fill up my ass," she cried out and then her
own orgasm hit her, "Oh shit, here it is, I'm cumming too!"  
  
Her body thrashed around as he held onto her curvy ass cheeks and kept his
cock buried in her ass. Her fingers flew over her pussy and clit as his warm
seed flooded her anal passage. She then collapsed face down on the desk and
his cock slipped from her ass with an audible pop. Buddy knelt over her as his
cock dripped the remaining cum on her curvy ass and Sandy wiggled her bottom
and squealed in delight.  
  
He stepped back from her and admired her shapely ass. She looked so sexy with
her tennis skirt thrown up over her back and her panties down around her
knees. He rubbed her buttocks lovingly and she clenched her glute muscles in
response. He pulled the panties back up and covered her cum filled ass. She
groaned feeling very naughty all off a sudden. She could feel the semen oozing
from her anus and wetting her panties. Sandy turned around and slipped off her
panties. She lay back on the desk with her legs splayed and beckoned to Buddy.  
  
"You made me so hot, come here and eat my pussy."  
  
Buddy moved his head between her legs to eat her pussy but first he kissed and
licked around the area and her inner thighs. He breathed warm air right on her
snatch and she grabbed his head and pulled it to her cunt. He pulled his head
back off her pussy and let his fingers trail to her mound. He lightly rubbed
her outer lips as she twitched with each touch. She moaned as her clit
responded to the stimulation and slowly exited its hood looking for attention.  
  
He placed his fingers on the cunt lips and trapped her clit between them and
it became engorged and stood erect. She squirmed in pleasure while he moved
her cunt lips up and down on her clit and she shuddered from the extreme
arousal. Still moving her lips up and down, he bent down and kissed her clit.
Sandy jerked and bucked as his lips touched her upright nub. He drew his head
back a bit and again blew air directly onto her clit as she writhed and bucked
again, moaning with pleasure. He placed his arms behind her knees and raised
her hips up. He put her legs over his shoulders and he lowered his mouth to
her pussy and kissed it as though it were her mouth. She groaned with delight
as she waited for the next advance. He drew his tongue along her outer labia,
up one side and down the other without touching her clit.  
  
"Suck it please, please lick it, oh please!" she moaned lustfully.  
  
He flicked his tongue across the edges of her pussy as Sandy quivered and her
juices seeped from between the lips. He licked the juices from the edges of
her lips telling her she tasted delicious. She was nearly mad with desire as
she begged him to pleasure her with his tongue. He finally parted her labia
with his tongue and licked the insides of her cunt lips, nibbling each one a
little and then sucking on them both. She whimpered and moaned when he
suddenly plunged his tongue as deep as he could into her pussy. She screamed
with delight as his tongue explored the insides of her pussy. Instinctively,
she grasped Buddy's head and pulled it into her cunt, begging him to lick and
suck her. He did not disappoint her as he swirled his tongue around her
engorged clit and back into her sopping wet cunt. She was constantly moaning
as his lips closed about her clit and sucked her clit in and out of his mouth.
Writhing and gyrating she exploded in another powerful orgasm, drenching his
face and mouth with her copious juices. She seemed to cum with each spasm of
her body. He did not let up sucking her clit and she tried to push his face
away as she cried out.  
  
"Oh that's enough, stop, please stop. I can't cum anymore let me rest," she
begged.  
  
Sandy's body shuddered through yet again another orgasm and she lay there
gasping and breathing heavy as her climax abated. Finally the sensations
subsided and she embraced Buddy and kissed him. He knew that she could taste
her own juices on his lips and he plunged his tongue into her mouth taking her
breath away. This was nothing new as she was used to tasting herself and
Monique.  
  
"That was marvelous, absolutely incredible. I felt so wicked when you fucked
my ass in my tennis outfit."  
  
"It was one of the hottest things we have ever done. Come on let's straighten
up and close up shop. This rain is not going to stop anytime soon."  
  
Buddy didn't know about Sandy's new affair with Tom and she certainly didn't
know that he had fucked Jay's mother and aunt that day. For Buddy it was a
first, three women in the same day. He drove back to the Shafer house
wondering how things were going there with Jeanette's arrival. Sandy headed
for Monique's place as she couldn't wait to tell her about the day with Tom
and Buddy.  
  
TENSION IN THE SHAFER HOUSE  
  
When Buddy arrived at the Shafer house that evening he sensed the tension in
the house. Albert was trying to calm Diane who made it clear that she did not
approve of Jeanette staying at the house. Jeanette was unperturbed by the
whole scene and actually seemed to enjoy Diane's outrage. What nobody really
knew was that Diane knew that with Jeanette at the house, any sex with Buddy
would be impossible.  
  
Jay was also put out for the same reason as he looked forward to his Mondays
with Buddy. Not wanting to be a witness to the tirade, Buddy went up to his
room and listened to music. Minutes later Jay came in the bedroom and joined
him.  
  
"Dad really fucked up by not clearing it with mom."  
  
"Why can't she just get past it for a couple of days?"  
  
"She hates my aunt. She thinks that she is a tramp. Always sleeping around and
she's been divorced twice."  
  
"That's interesting that your mom feels that way," Buddy said as he that it
was somewhat hypocritical of Diane who had been fucking him.  
  
"It kind of pisses me off too. Her being here is going to fuck up our Monday."  
  
"You know what, let's go and see Caleb Monday. Now tell me about your day with
Lyle."  
  
Jay went on about the day he had with Lyle and the great sex they had
together. He explained that Lyle was in a fraternity made up of gay guys and
bisexuals. He told Buddy that Lyle wanted him to pledge to that fraternity
this fall. Jay went on about the day and as he told Buddy about the sexual
escapades Buddy got hard. Seeing this, Jay smiled.  
  
"Hey pal under different circumstances I would have you suck my dick right now
but I am drained."  
  
"So am I although I would love to have your cock in my ass."  
  
"Maybe tomorrow morning before everyone is awake."  
  
"Okay, I know that dad is taking the day off so hopefully the adults will
sleep in."  
  
"Go on get out of here, I want to get some sleep."  
  
Jay went to his own room and Buddy turned in. The shouting and arguing had
stopped and the house was quiet. Buddy was sexually drained and very tired
from the marathon of a day. He fell asleep quickly and slept soundly.  
  
He was in a deep sleep and having a very pleasant dream about sex with a
pretty woman when he realized that there was someone in bed with him. A hand
reached around and took a hold of Buddy rock hard cock. He felt the warm
smooth body behind him and then the unmistakable feeling of Jay's little hard-
on bumping into him. Buddy rolled toward his friend who smiled at him and then
turned his back to Buddy.  
  
Jay whispered, "I am all greased up for your cock."  
  
Buddy moved closer and eased his thick dick into the receptive ass. It was
very risky having sex with the parents being home but the boys threw caution
to the wind. Buddy moved slow savoring the sensation of another great ass
fuck. Jay guided his friend's hand to his small erection and sighed when Buddy
jerked him off. The two of them stayed coupled together until they both
ejaculated. Jay shot his load on the bed sheets and Jay filled his friend's
rectum with a substantial discharge.  
  
As much as Jay wanted to stay in Buddy's bed he knew better. He got up and
quietly went back to his own room. Buddy had to pee so he got up and went to
the bathroom. The house was very quiet a stark contrast to the night before.
He went back to bed and did manage to doze off for a bit. An hour later
everyone was up and moving about.  
  
That weekend things were uneventful around the house and Buddy spent most of
Saturday and Sunday at the tennis center. He managed to contact Caleb and get
an invite to his house on Monday. Although he had no intention of joining Jay
and Caleb, instead he planned to spend Monday with Jeanette. She would be
leaving on Wednesday and she wanted to hook up one more time. Buddy knew that
Albert and Diane would be gone so he just had to get Jay out of the house.  
  
MORE WITH JEANETTE  
  
Monday finally rolled around and as usual Albert went to work and Diane went
to her morning social. This particular Monday Diane also planned an afternoon
away as well to avoid spending any time with her sister-in-law. Jay headed
over to Caleb's house alone as Buddy told him he would come over later that he
had to swing by the club first. That left him alone with Jeanette and they
began their day at the swimming pool. He called Caleb and told him that
something came up and that he couldn't make it.  
  
"Well that's too bad. I will miss your big cock but don't worry I will take
good care of Jay."  
  
Buddy then joined a naked Jeanette stretched out face down. "Be a dear and put
lotion on my back and shoulders."  
  
She knew the back yard was private and had shed her swimsuit. Buddy didn't
hesitate as he was anxious to touch this mature beauty. He poured lotion into
his hands and began to rub it in to her shoulders and back. He worked his
hands down her lower back staring at her incredible ass the entire time.  
  
He straddled her body and as he leaned forward she felt the weight of his
erect cock resting on her ass cheeks. It felt huge resting against her
buttocks. He worked his way down from her shoulders to the small of her back
and then started with her calves and worked up to her thighs. Gaining more and
more confidence he began to massage her ass and she felt a familiar stirring
in her loins. He spent a long time massaging her ass cheeks and inner thighs
and occasionally he let his hand slip between them. Buddy took hold of her
shoulders and slowly turned her over on her back.  
  
"Kiss me," she whispered.  
  
He kissed her deeply plunging his tongue into her mouth. His tongue sought out
hers and he had her reeling in passion. At that moment Jeanette felt so good
to be desired by a young man. He kissed his way from her lips to her jaw line
and along her neck. He lightly kissed, licked and nibbled her neckline softly.
He tongued her ear just enough to add stimulation. Buddy worked his way
further down to Jeanette's chest kissing her along the way. When he finally
reached her breasts he gently squeezed them and rolled her nipples between his
fingers. She felt so feminine, so exquisite and she longed for more of his
touches and caresses.  
  
He looked into her eyes and whispered, "You have lovely breasts."  
  
Buddy tortured her by neglecting her nipples as he went close and blew his
warm breath over them exciting her and increasing her desire. For a young man
he knew his way around the female body and he was a good lover. Jeanette was
on the edge and close to an orgasm just from his foreplay. She urgently craved
the touch that would provide her much needed release. He brought her to the
edge of desire and allowed her to linger there as he touched her. His one hand
cupped her vulva and probed at the opening of her moist passage while he
continued to tweak and tease her nipples. His wet warm mouth covered her other
breast filling her with lust.  
  
Buddy had her to the point that she would orgasm if he touched her clit. She
was overheated and her pussy was on fire. Just a touch would have ignited her
flame and sent her crashing over the edge. He pushed both her breasts
together, took both nipples into his mouth and sucked them. He would release
them letting them pop out of his mouth and he repeated the process until her
hips were moving of their own accord. He then slid his tongue across her
nipples and flicked them back and forth but stopped before she exploded in
orgasm. As he touched the tip of her labia he inserted his finger inside her
juicy and wet pussy searching for her clit. He then spread his remaining
fingers opening her outer lips as he slid his finger back and forth over her
erect hard clit.  

Buddy then knelt and placed his warm mouth on her moisture. He flattened his
tongue and slid it back and forth as he licked the length of her slit. Her
vulva was swollen with desire as he licked and sucked the juices from her
holding her clit firmly between his lips. Jeanette contracted in spasm and she
squirted cum over his fingers and mouth. She moaned and trembled as her body
grew weak from her intense climax. He neatly lapped up the remainder of her
pussy cum and then he moved up the lounge chair and kissed her deeply allowing
her to taste herself on his lips.  
  
Buddy stood up and his big cock stretched forward. He was obviously proud of
his manhood as he almost posed letting it wave in front of her face. He pushed
her gently back on the lounge and she lay back all the way, spreading her legs
for him. He positioned himself between her thighs, took her face in his hands
and leaned in to kiss her. She wrapped her arms tightly around him and held
him almost in fear of the penetration she knew was to come. He slowly inched
his impressive organ into her stretching her womb as he did. She whimpered
into his mouth and trembled against him trying hard to control herself. Once
he had gotten completely into her he paused and allowed her to adjust to his
size before he started fucking her. She loved being so full and it seemed like
every fiber in her pussy was alive and tingling.  
  
"Please fuck me," she whispered as if they were not alone.  
  
"It will be my pleasure."  
  
In and out Buddy fucked Jeanette very slowly at first and got her juices
running and coating them both. He ground his pelvis into her with each inward
thrust keeping his cock in constant contact with her clit. She moaned quietly
as he pushed into her and gradually increased the pace. Each drive became more
powerful than the last pushing deeper into her with more urgency. Her moans
became louder as his strokes became quicker. As if a reflex she drew her knees
up closer to her chest which gave him a deeper target. In one fluid motion he
threw her legs over his shoulders and leaned forward supporting himself on his
forearms so as not to crush her. He was breathing heavier now and grunting
each time he plunged his cock into her. He ground himself harder and harder
into her that the friction on her clit became almost unbearable. His cock was
stroking her insides and stimulating her G-spot as his pelvis grinded onto her
clit. She could feel herself getting closer and closer to another climax.  
  
"Buddy, I am really close. I am going to cum again."  
  
Buddy fucked Jeanette as hard and fast as he could as she came and came and
came. Her body shook uncontrollably as her pussy walls clamped around his cock
and she dug her nails into his shoulders as he continued to fuck her hard. As
she came down from her incredible high she could feel him began to tense up.  
  
"Oh here it comes, I'm going to cum, oh yeah here it is!"  
  
Jeanette could feel volley after volley of cum hit the walls of her vagina as
he ejaculated and ground against her. The grinding on her clit sent her over
the edge once more as he flooded her pussy. As they settled down her legs
slowly slipped from his body and lay limp on the lounge. He collapsed gently
on her with their bodies covered with perspiration and the love juices from
their intense orgasms. They rested for a while holding each other. It seemed
like they had been fucking for hours and Jeanette wondered what time it was.
Remarkably they had only been at it just over an hour.  
  
They stayed in the embrace for a few minutes allowing their emotions to
subside. Buddy moved off of her and his softening cock plopped out easily. She
contemplated taking it into her mouth, sucking off his cum and tasting her own
juices intermixed with his, but she decided to save that for later. They
rinsed off in the pool and then Buddy got them some drinks and they relaxed in
the lounge chairs. Jeanette looked at Buddy laying there with his impressive
organ in a semi-erect state and this time she could not resist taking it in
her mouth.  
  
She sat naked on the lounge before him. Her nipples and cunt were alive with
desire again as she brought his hard cock to her lips. Jeanette tried to
picture what she looked like; Jay's aunt opening her mouth to suck a cock.
Soon Buddy's cock was deep in her mouth and she imagined that she was being
watched by her sister-in-law and her brother. He coached her to suck his cock.  
  
She could tell from his hip movements, deep breathing and his inability to
continue his suggestive talk that he was close to cumming. It wouldn't be long
now before she tasted his sperm. With her still sucking his cock, he eased
back on the lounge and lay down. She turned sideways so that she could suck
his cock deeper into her mouth. She was only able to take about 5" of his cock
although she continued to test her gag line which drove him crazy.  
  
Sitting on the lounge and leaning over to keep Buddy's cock in her mouth had
caused her legs to splay open. She reached down and fingered her pussy as she
continued to suck the 19 year old cock. Buddy sensed her orgasm and continued
fucking her face. She stretched her neck trying to keep his cock within her
lips again while she fucked her fingers. She continued to lick and suck his
cock and balls before running her tongue under his scrotum across his
perineum. He moaned loudly as her one hand circled and squeezed the head of
his slick cock and she cupped his bloated balls with the other hand.  
  
Suddenly Jeanette felt his hand on the back of her head, grasping her hair
forcing her down on his cock. She obediently sucked around the length of his
pole, while his cock erupted with hot jets of cum flooding her mouth. As hard
as she tried she couldn't swallow all of his cum quick enough and it ran out
of her mouth down her face and dripped on her tits. She whimpered as she
licked him clean tasting his cum and looking up into his eyes  
  
Jeanette still had some of his cum on her lips as he moved her onto her back
on the lounge as if she weighed nothing. He surprised her kissing her deeply
and plunging his tongue into her mouth apparently he wasn't concerned about
tasting his own cum. She was so aroused and in such need of his cock in her
that she came immediately as he parted her legs penetrating her wet vagina
with one deep stroke. Her cunt was contracting around his still hard cock in a
spasmodic frenzy griping his shaft as wave after wave of obscene pleasure
coursed through her body.  
  
Jeanette thought that they were finally done and she was convinced that she
could not cum anymore. She thought that he was done too but she underestimated
the recuperative powers of youth. He rolled her over on the lounge and then
got behind her to fuck her doggy style. He slid his rock hard cock back into
her pussy. As he fucked her, he started to play with her ass. Her pussy was
dripping wet and he used her natural lubrication to finger her anus; it
started to turn her on. Buddy pulled out of her and Jeanette felt a huge void
in her pussy as cool air temporarily filled her pussy.  
  
"Stay right there," he told her as he retrieved the sun tan lotion.  
  
He knelt behind her and once again shoved his big dick into her pussy. He
started to play with her ass again and squirted the lotion in the crack of her
ass. He massaged the lotion into her nether hole and began to finger her ass
once again. The lotion made it very slick and his finger slid easily in and
out of her anus.  
  
He had gotten this far and he was determined to take her ass. Buddy spread
plenty of lotion on his cock and then covered it with his saliva making it
very slick. Then with one steady motion he plunged his cock into her ass.
Jeanette fell forward onto the lounge with Buddy's hands keeping her ass high
in the air for him to plunder.  
  
The intrusion in her ass felt wonderful as his fingers continued to tease her
clit.  
  
She felt him move inside her ass now and she tried to relax. Her body was
working back and forth on his cock now and as always she was amazed at the
feeling of the cock in her ass. Her clit was buzzing and the fullness in her
ass just seemed to excite her pussy even more. His fingers were still busy on
her clit but now he had two fingers drilling in her pussy as the others
fluttered around her clit. Her whole body was aflame as she could feel his
fingers pressing against the thin membrane separating her ass from her pussy.
She could feel his hard cock sliding in her and the pressure of the fingers on
his cock through the membrane. Her entire body was fucking back at him of its
own accord. She could feel an enormous orgasm building with in her and her
pussy was swollen to new proportions.  
  
"Oh God," Jeanette cried out, "I'm going to cum again, Oh God!"  
  
Buddy continued plowing into Jeanette. The hot depths of her ass were so tight
around his cock she knew that he was going to cum hard too. He worked his
fingers faster inside her as he rammed his cock hard into her ass. She started
moving like a mad woman as his groin made hard contact with her ass. She felt
her pussy spasm suddenly and then her whole body went rigid. She felt his cock
swell in her rectum and then hot spurts of liquid lava hit her deep in her
bowels. Jeanette screamed and both of them shuddered hard as every muscle
tensed and then relaxed. She felt a hot explosion as her body was overcome
with the most violent orgasm she had that day. She could still feel the big
cock throbbing and spurting deep within her. Buddy's cock shrank in her ass
and then slowly back out making an audible popping sound. Her ass was still
high in the air and her thighs were aching. He lovingly caressed her shapely
ass cheeks.  
  
He was proud of himself and his conquest. Buddy backed off the lounge and took
a quick dip in the pool. He cooled off in the water and rinsed cum from his
body. Jeanette then joined him in the pool. They stood in water up to their
shoulders and let the water bring their body temperature down.  
  
"I know you will be discreet as you have already demonstrated that. I would
like to see you again sometime. I'll give you my address and phone number so
you can come visit me sometime in Chicago."  
  
"I'd like that. You are a great lover Jeanette."  
  
"I would say you do pretty well too. You are going to make a lot of college
girls happy."  
  
"I liked it that you were cool with me taking your ass. I love doing that."  
  
"Yes, I could tell. I like anal too but you are the biggest ever to go there.
You were gentle, thank you!  
  
"We better put our swim suits on before Jay or Diane get home."  
  
"Yes that's a good idea."  
  
The two of them got out of the pool, dried off and located their swimsuits.
Jeanette looked sexy in her bikini and he admired her figure. They stretched
out in the lounges and sipped on their refreshed drinks. Buddy smiled when he
thought about the beautiful women and incredible asses that he had fucked and
would continue to do so all summer. It was unbelievable almost like a dream
but it had happened.  
  
They were still poolside when Jay arrived home. He put on his swimsuit and
after a quick dip he joined them poolside. Buddy looked at him and saw that
Jay had that just fucked glow about him so he knew things went well at
Caleb's. He apologized to Jay for not making it as he had to get some things
done. Jay bought the excuse and smiled.  
  
"That's okay; Caleb and I had a good time together."  
  
Minutes later Diane came home but she did not join the others poolside. She
could not wait until Jeanette left on Wednesday. She was annoyed that she
would have to wait until then to have sex with Buddy. She poured a glass of
wine and sat in the family room alone.  
  
GOOD NEWS FOR DIANE  
  
On Monday evening at the dinner table Albert announced that he was taking
Jeanette to dinner on Tuesday night. She loved this French restaurant and
Albert would be treating everyone to dinner.  
  
"I'll take a pass thank you," Diane snapped immediately.  
  
"Oh come along dear, it's just dinner."  
  
"No thank you," she said firmly.  
  
"Jesus Diane, can't you be a little flexible?" Jeanette asked.  
  
"I said no and that is final. You and your brother can enjoy dinner without
me."  
  
"Can I go?" Jay asked.  
  
"Of course you can, you're invited," his father replied.  
  
"Buddy would you like to come along?"  
  
"No thanks Mr. Shafer but thank you for asking."  
  
Diane was already in a better mood when she realized that she would be home
alone with Buddy Tuesday evening. It wouldn't be the entire day like it
usually was on Tuesdays but several hours would be just fine. She cleaned up
after dinner with Jay and Buddy clearing the table. Afterward the five of them
sat in the family room enjoying another glass of wine. Diane's disposition had
noticeably changed for the better.  
  
Later that evening everyone began to get ready for bed. At one point when
Jeanette was alone with Buddy she whispered to him and told him to come to her
room that night. He nodded his agreement but he was worried about getting
caught. It was about 11:00 PM when he went to Jeanette's bedroom. She had
thought better of it too and told him to meet her in the gazebo early in the
morning. He liked that better as he would be somewhat refreshed and it was
safer.  
  
The next morning at 6:00 AM Buddy went to Jeanette and told her he would be at
the Jacuzzi. He was wearing his swimsuit and she put on her bikini. They
quietly made their way to the gazebo and before they entered the hot tub
Jeanette wanted to fuck. She took off her bikini bottom. Buddy put a lounge
cushion done on the gazebo deck and Jeanette lay back on it with her legs
splayed in an invitation for him to enter her.  
  
Buddy shoved his rigid cock into her womb causing her to gasp aloud. He went
right to work and drilled her hard and fast until she climaxed. It was a quick
one and she covered her mouth with her arm to stifle her cries of joy. Buddy
then pulled out and they both put their swimwear back on before getting in the
Jacuzzi. Needing to cum, Buddy pulled his swimsuit to the side and freed his
big dick through the leg opening.  
  
Wasting no time, Jeanette pulled her bikini to the side and mounted his turgid
cock. She rode him fast and furious as if she was on a time schedule to cum
again. As she rode him he kept a wary eye on the house in the event anyone
came looking for them. She was a good fuck and he felt his toes curl and his
balls sac tighten right before he ejaculated into her moist womb. She orgasmed
as well and held him in a bear hug as she rode out her crescendo.  
  
She tilted her head back and whispered loud enough to be heard over the jets.
"You are amazing, you definitely have to come and visit me sometime."  
  
"I'd like that."  
  
They separated and rearranged their swimsuits. She sat across from him and it
wasn't five minutes before Jay arrived at the Jacuzzi. He had looked for Buddy
at the house and when he couldn't find him he suspected the hot tub. He was
disappointed that his aunt was in the tub with Buddy but he hid that from her.
He was also surprised to see a lounge cushion on the deck in the gazebo but
dismissed it.  
  
"I thought you might be here," Jay directed at Buddy.  
  
"Yeah, I was wide awake and decided to hit the hot tub."  
  
"Good morning auntie, I'm surprised to see you here."  
  
"Yes for the same reason. I was up early and the thought of the Jacuzzi was
appealing."  
  
Jay joined them in the hot tub and secretly hoped that his aunt would leave.
However she stayed with the two teens until they all decided that they had
enough. They dried off and went back in the house. Buddy made the coffee
before he went to his room to change. Albert was just coming down the stairs
and smelled the coffee brewing.  
  
"Thank you Buddy, Diane is still asleep."  
  
"You're welcome Mr. Shafer, have a good day."  
  
Later over breakfast Jeanette said she was going to do a little shopping that
day and she would be back in time to get ready for dinner. With Jay and Albert
at the office and Jeanette shopping, Diane could hardly conceal her
enthusiasm. It had worked out better that she ever expected as she would now
have Buddy to herself during the day and again in the evening. She was like a
little girl getting away with being naughty. She willingly let Jeanette borrow
the car. As soon as Jeanette left the house and the car pulled down the
street, Diane summoned Buddy to his bedroom.  
  
"I want you to seduce me as if we are doing it for the first time," she
whispered excitedly.  
  
Buddy began to undress her as she stood still and trembled as her clothing was
removed. Buddy first removed her velour lounge top, then her slippers and her
pants. She instinctively covered her breasts with her hands. He massaged her
neck and shoulders gently as if he was trying to remove her tension. Then his
hands encircled her waist and he kissed her neck. Diane trembled and goose
bumps covered her skin. His hands moved upwards and he cupped her breasts. He
fondled them gently and toyed with her erect nipples. She could feel her body
heating up and she felt like she was a teenager once again.  
  
Buddy then dropped to his knees behind her and he kneaded her buttocks gently
in his hands. Then he lovingly placed kisses on each of the cheeks and let his
tongue tickle her crack. Diane gasped aloud when the tongue slid over her
nether hole. He turned her around so that she faced him kneeling before her.
He caressed around her vulva and probed her vagina gently with his fingers.  
  
Her pussy was sopping wet and she was thrilled when he moved in closer to lick
it. She groaned and shivered as the tongue danced over her labia and then she
almost cried out when the tongue found her clit. He pushed two fingers into
her pussy and quickly located her g-spot and massaged it as he nibbled on her
clit. Diane lost it and she grabbed his head and held him tightly as her
juices poured into his mouth. She nearly lost her balance, her orgasm was so
intense and she seemed to cum for a minute. Everything he did to her was
perfect as she loved to be seduced.  
  
Buddy guided Diane over to his bed and had her lie on her back. She watched as
he undressed and then moved onto the bed with her. He raised himself up and
knelt between her legs. His huge cock looked menacing as always the way it
hovered above her hips. He held his cock and lined up the swollen head with
the entrance to her sex. He pushed forward slightly allowing her tight cunt
lips to open up for his impressive cock. He was about half way in when he
pulled out and then slowly eased back into her causing her to moan in
pleasure. He would push in a little and then pull out a little slowly working
his cock deeper and deeper into her vagina. Finally his entire cock was buried
in her, she sighed feeling completely full loving every inch of it. This was
still a marvelous sensation for her to be this full as his cock throbbed
within her.  
  
Buddy held himself inside her waiting for her to start fucking him. He looked
down at her and smiled as he knew he had her again and she couldn't stay away.
Diane was ready to be fucked and she needed his big dick to slide in and out
of her and rub her clit. She began to move and he fucked her using long slow
hard strokes. She locked her legs around his lower body and pulled him into
her. He began to fuck her harder and faster and she felt another orgasm on its
way. She was at the  
  
mercy of his impressive organ as it pounded her pussy.  
  
Diane was so hot and she squeezed him with her tight pussy. Buddy fucked her
through a continuous string of orgasms before he filled her pussy with cum.
His orgasm was as intense, their bodies ground together and they moaned and
groaned loudly. She felt the warm liquid fill her womb as he fired round after
round into her.  
  
Diane could feel his stiff cock and even after cumming then it still filled
her cunt. He slowly lifted himself off of her body and in so doing his thick
cock slipped from her pussy. Diane felt the huge void in her as the cock left
her body. She shivered and gasped as the coolness of the air touched her
vacant pussy. Buddy rolled her over on her stomach and looked at her ass and
he could not resist running his hands over her shapely cheeks. Her ass was so
round and so shapely that he felt his loins stir with anal desire again. He
got to his knees behind her and kneaded her gorgeous ass cheeks.  

"Don't fuck my ass now. Save that for later."  
  
"Okay, we should probably get dressed now anyway. Jeanette may come home at
any moment.  
  
"That's right I forgot about her. We'll have time this evening when they are
all at dinner. I'll make us a big lunch so that we can skip dinner tonight.
That will give us more time in bed."  
  
"I like the way you think."




        Fitting in with the Upper Crust Ch. 08


_AUTHOR'S NOTE: This story includes a bisexual encounter to two consenting 18
year old boys in addition to straight sex._  
  
*****  
  
AN EVENING WITH DIANE  
  
After an afternoon encounter that scratched Diane's itch she was already
looking forward to the evening with Buddy. He reminded her that he was going
to make love to her bottom and that she needed to be squeaky clean. It was
Tuesday and that was always anal day for them and she knew that Buddy was not
going to pass up that opportunity.  
  
Jeannette had arrived home from shopping and noticed that Diane had the glow
that said, "I just had my brains fucked out." She suspected that her sister-
in-law and Buddy may have been intimate that afternoon. She could not prove it
but she suspected as much. When she was alone with Buddy she posed the
question.  
  
"Buddy, have you and Diane been having an affair?"  
  
"Of course not, I have a good thing going here and I wouldn't do anything to
screw that up. There are only two more weeks before I head off to college and
living here this summer has been a dream come true."  
  
"I see but I will tell you as only another woman knows, it looks suspicious."  
  
"Well we are not having an affair and even if we were I would not tell anyone.
No more than I would tell anyone that I have been fucking you."  
  
Jeanette smiled and countered, "I appreciate your discreteness, speaking of
which are you available right now?"  
  
"Don't be ridiculous, Diane is in the house. I'm going to clean the pool now."  
  
"Okay but I want to be with you again before I leave for home tomorrow."  
  
"We'll see, now please excuse me."  
  
Buddy went out to the pool and began his chores. Normally Monday was pool
cleaning day but Jeanette had occupied most of his time yesterday. While Buddy
was cleaning the pool, Diane was taking a bubble bath. She loved the way her
skin felt in the oily water and it made it easy to cleanse her anus. Her oily
finger easily entered her rectum as she went about cleaning her bottom. She
was already anxious about that evening and would impatiently wait for the
others to leave for dinner.  
  
After Albert and Jay got home from the office they picked up Jeanette and
headed out for dinner. Albert made one more plea to his wife to join them but
Diane refused. When the three of them left the house Diane made a bee line for
Buddy's room where he was waiting for her. She knew it was an hour drive to
the restaurant and they would probably dine for two hours. That gave her at
least three but close to four hours with Buddy.  
  
Buddy knew that the best way to Diane's ass was through a thorough pussy
fucking that left her completely sated and receptive to anal sex. Diane had
only worn a robe over her naked body when she went to his room and he was
sitting on the bed equally naked waiting for her.  
  
"Let's start with a massage Diane. I want to feel your body."  
  
Diane just nodded her head accepting the offer as she dropped the robe and lay
face down in his bed. He began to work on her shoulders and neck. She cooed
appreciatively as he massaged her body. He worked his way down from her neck
and shoulders to her lower back. As he always did, he purposely bypassed her
buttocks and moved to her calves. He massaged her calves and then moved to her
thighs where he spent more time. She could feel her body heating up again and
driving toward another orgasm. He finally moved his hands to her shapely
fleshy ass and molded the soft globes in his hands.  
  
He loved the look and feel of her ass and he thought about fucking her in her
ass first but then decided against it. He would wait until she was ready.
Buddy lifted Diane to her knees and slipped his cock in her pussy and fucked
her doggy style. She turned her head to the side and groaned when the big cock
filled her again. He fucked her in the doggy style position and caressed her
curvy bottom. He sensed that she was hot again so he pulled out of her pussy
and turned her over on her back. Then he positioned himself between her legs
and fed his cock into her pussy again.  
  
"Oh yes, oh it feels so good, oh, oh, fuck me, yes fuck", she cried as she was
close to another orgasm.  
  
Buddy slid in and out of her pussy slowly allowing her to adjust once more to
his size and he continued to go deeper with each thrust until he was buried
balls deep in her pussy. He pounded her pussy making sure that his cock was in
constant contact with her clit. She had a seemingly continuous orgasm as he
fucked her. Diane was one hot lady. He could feel his balls start to tighten
and he knew it wouldn't be long before he filled her pussy with his cum for a
second time that day. She stiffened and then had another violent orgasm.  
  
She called out to him, "Hold me, please hold me, I'm cummmming!"  
  
He reached around behind her back and pulled her toward him as she shook and
trembled throughout her intense orgasm. As she was cumming, he did too and he
fired another barrage of cum into her pussy. As she started to recover he
gently laid her back down on the bed and slowly fucked her until his cock
softened. He slowly eased his semi-erect cock from her womb.  
  
Diane ran her hands over Buddy's muscular arms; pecs and washboard abs. Then
she looked down at his soft cock and took it in her hand. Even soft it was
bigger than her husband's cock. She felt his cock harden in her hand and at
first she couldn't believe that he was ready to go again. Even in her near
exhaustion, she held her arms open to him welcoming him between her legs
again. He moved between her legs and slipped his hard cock back in her pussy.
He fucked her as long as he could before she pleaded with him to let her rest.  
  
"Please stop, I have to rest. I am not sure I can cum anymore."  
  
Those were the words he was waiting to hear and he began to pick up the pace.
Soon he was pounding her pussy and fucking her into submission. She moaned and
groaned as he relentlessly fucked her. He just kept at her with his big dick
until she screamed and pleaded with him to stop. Buddy pushed his body up and
he eased his cock out of Diane's well fucked pussy. A sated and exhausted
Diane rolled over on her stomach to protect her pussy. He knew her ass was now
for the taking and he pulled her up by the hips.  
  
Buddy looked at Diane's ass and he could not resist running his hands over her
shapely cheeks. Her ass was so amazing that he had to fuck it. He got to his
knees behind her and kneaded her gorgeous ass cheeks. He then began to kiss
her cheeks and run his tongue lightly in the crack of her ass. The scent of
her told him that she had done what he told her earlier. She wiggled her ass
feeling very wicked as he tongued and kissed her. Diane's head was still on
the bed and she turned it to one side and let out a gasp as his tongue licked
close to her anus. Buddy ran his tongue from her pussy to her nether hole
causing her to tingle in anticipation of what she knew was next.  
  
Buddy spread her ass cheeks with his hands and dipped his tongue into the
crack locating her nether hole. His tongue slowly circled her amber ring and
she flinched at the contact. He then pushed his tongue as far as he could into
her anus. She had been ass fucked enough in the past but each time she was
still worried about his size. He continued to ass fuck her with his tongue and
she was at his mercy. Her desire grew as he worked her to the point that she
really wanted more in her bottom.  
  
She reminded him to use some cream and he reached for the tube on the
nightstand. She arched her back and pointed her beautiful ass back at him. He
coated her anus with a generous amount of cream and slid his thick finger in
her hole. He took his time preparing her relishing every moment. He then
coated his entire cock with the cream and placed the head at the entrance to
her dilated anus. He pushed forward and the thick soft mushroom cock head
squeezed into her tight opening.  
  
Diane winched and she gasped, "Go slow let me get used to it."  
  
Buddy withdrew his cock head and then pushed it back in this time causing more
pleasure than discomfort. He pushed until a couple of inches were in her. She
found herself holding her breath and her body covered in goose bumps. As many
times as he had been there, he was so thick that she stretched to new
dimensions. He slowly slid his dick in and out of her each time going a little
deeper. The pressure had subsided and was replaced with a feeling of fullness.  
  
She relaxed a little and then felt more of his cock slide into her asshole.
She grunted out loud as she felt fuller and then a wave of pleasure through
her body. The sensation felt like he had his whole cock in her now but really
he only had about half of his big dick in her. She felt so full so had no idea
that he had another four inches before he was done. He kept adding more and
more of his cock to her ass. There was pressure then fullness and then
pleasure each time he went deeper. Diane would tense, relax and then enjoy it.
This pattern continued until had all eight inches buried in her ass.  
  
Buddy methodically fucked her in her tight ass with his sizeable cock. He
loved watching his big dick slide out of her shapely ass and then plunge back
in as his hips slapped against her curvy ass cheeks causing them to jiggle
with each thrust. He loved the view as he watched her ass impaled on his cock.
Her moans were very audible as he fucked her ass harder and faster.  
  
Diane's rectum pulsated as he drove his big cock in and out of it. Her ass
involuntarily squeezed and released his huge member causing him to finally
lose it. He slid his pecker deep into her rectum as his cock spasmed and sent
a thick stream of hot cum into her channel. Buddy kept fucking her as load
after load was fired into her ass as his cock kept twitching and spurting
inside the impaled housewife. Her passage was full of cum and there was no
place for it to go blocked by his swollen cock buried in her ass. He slowed
his pace and eventually stopped allowing his dick to remain buried in her ass.
He did not go soft right away and he gently moved his hips pushing cum around
in her bottom. Some of it gradually trickled out and ran down over her pussy
lips.  
  
She could not take any more fucking and she pleaded, "Please no more, I can't
take any more, please stop."  
  
Buddy stopped and slowly withdrew his cock from her loosened passage. He
marveled in the sight of his enormous cock sliding out of her shapely ass. The
man seed flowed from her nether hole and ran like a river down over her pussy
and between her sweet thighs. They stayed in the same position for several
minutes and he massaged her beautiful ass as she remained on her knees with
her tush perched in the air. He pushed down lightly on her back accentuating
the shape of her lovely ass even more. He loved looking at it and playing with
it as she cooed into the bed sheets. His cock remained hard and looked
menacing around the nether hole. It was hard to believe that a cock that size
had just fucked such a beautiful tight ass again. She looked magnificent with
her just fucked curvy ass in the air.  
  
"I am absolutely worn out," she sighed.  
  
"Me too, that was great but we should get cleaned up. I think that I heard a
car door close."  
  
That comment sent Diane into a panic state. She leaped out of bed, gathered up
her robe and dashed for her bedroom. She turned the shower on and as soon as
the water was warm she was in it. Buddy had been right and the others had
returned home from dinner. He looked at the time and realized that he and
Diane had been at for over three hours. He decided to wait to take a shower,
turned on the radio and looked at a magazine. He was naked under his bed
sheets when he heard a knock on his bedroom door.  
  
"Come in, I'm awake."  
  
Jay entered the room, closed the door and sat on the foot of the bed.  
  
"How was dinner?"  
  
"Dinner was very good, it's a great restaurant. You should have joined us."  
  
"Nah, it was a family dinner. It was better that I stayed here."  
  
"I guess. I'm glad that my aunt is leaving tomorrow; too much tension between
my mom and her, besides she kind of interrupted our time together."  
  
"We'll make up for it Monday and I have a suggestion. Remember my old girl
friend Cindy, well this girl Sandy and I have been talking about a threesome.
I thought we could invite her over on Monday."  
  
"I'll think about it. I did like it with Cindy since she let me fuck her ass
but I have missed your cock too."  
  
"Well think about it and I'll talk to Sandy this weekend."  
  
"I wish I could suck your cock right now."  
  
"Christ Jay, not with everybody home, go to bed, I'll see you tomorrow."  
  
Jay let the room and Buddy was just about to turn the light out when he heard
another knock on the door. This time it was Jeanette and she didn't wait for
his invite. She entered the room and smiled at him, closing the door. She
moved alongside of him and sat on the side of the bed.  
  
"How was dinner?" he asked trying to remain cool about her presence.  
  
"Very nice, it is an excellent restaurant. How was your time alone with Diane?
Did you make her happy?"  
  
"Diane and I don't do anything, I told you that."  
  
"Really," Jeanette said sexily as she slid her hand under the covers and
located Buddy's cock, "I bet she loves this."  
  
"You're crazy, everybody is home now."  
  
"I doubt anyone is going to come in your room. I'm sure that Diane is content
and I wouldn't expect the guys to come in."  
  
He cock started to stiffen in her hand but he knew he didn't have much left in
the tank. Besides it would be insane for them to have sex with everyone else
in the house.  
  
"I bet that you would not pass the floating ball test."  
  
"What's that?"  
  
"If you were in the bathtub and your balls are full they would sink. If they
are empty they would float. I bet yours are empty."  
  
"Maybe, I did jerk off before."  
  
Jeanette laughed and said, "Nice try, don't worry your secret is safe with me.
Get a good night's sleep because I'm going to fuck your brains out before I
leave tomorrow."  
  
She gave his cock a firm squeeze and left the room. Buddy knew that she had
things figured out. At least she didn't know that he had been fucking Jay too.
He leaned over and turned out his lamp. He looked at the ceiling in the dark
and wondered what the morning would bring.  
  
AN EROTIC WAKE UP CALL  
  
On Wednesday morning Buddy sensed that someone had entered his bedroom. He
rubbed his eyes to try and clear them and then he saw Jeanette drop her robe
and crawl in bed with him. Her naked body rubbed against his and her hand
locked around his stiffening cock.  
  
"I have to pee," he whispered.  
  
"Not until I ride you, I'm going to make good use of this morning erection."  
  
She straddled his body and rode his cock until she climaxed and then she
collapsed on his chest. His hands caress her back and her ass as she slowly
recovered from the intense orgasm. She eased off his big dick and sat on the
side of the bed.  
  
"I'll see you later. You can take your piss now."  
  
Jeanette got up put on her robe and left his room. Buddy indeed had to pee as
he felt his bladder was about to burst. He got out of bed and tossed on a pair
of boxers. He went down the hall to the bathroom across from Jay's room and
entered it. He was surprised that Jay was in there and had left the door
unlocked.  
  
"Sorry bud but I have to pee. Lock the door please."  
  
"No problem," Jay replied as he reached to lock the bathroom door.  
  
Jay watched the urine shoot out of Buddy's semi-hard cock and he reached for
his own. Buddy looked at his friend and smiled. He watched Jay jerk off and he
ogled the curvy buttocks. It had been a while since he fucked his friend's
sweet ass and he felt his cock harden at the thought of it. Jeanette had
gotten his juices flowing and Jay's ass was there for the taking. Buddy moved
behind his friend and slipped his hand down the undershorts and cupped the
curvy buttocks in both hands.  
  
"Here use this," Jay advised as he handed the tube of cream over his shoulder.  
  
Buddy pulled the shorts down and Jay let them slide down his legs and then
stepped out of them. He leaned forward over the sink as Buddy lubed the
scrumptious ass. He cooed softly as one then two fingers entered him and
prepared him for a morning butt fuck. Buddy pushed his shorts down and
liberally greased his throbbing cock. Stepping in closer he guided his stiff
dick to the snug anus and pressed forward. The rubbery ring gave way and the
soft head and several inches entered the receptive bottom. Jay grunted as the
big cock slowly wormed its way in and stretched the anal passage.  
  
"Agh, easy, it's really tight," Jay whispered as he reached back and placed a
hand on Buddy's abdomen.  
  
Buddy held still momentarily and Jay dropped his hand to the thick shaft. He
wrapped his hand around the base of the thick cock to control the penetration.
Buddy began fucking his friend with just half of his cock buried in his ass.
Jay held on to the base until he loosened up and then he released it but
placed his hand on Buddy's abs again. Little by little using Jay's hand
pressure as a guide, Buddy eased his thick cock into the clenching gripping
rectum.  
  
He was worked up from his brief session with Jeanette and given Jay's
tightness, he did not last long. Placing both hands on his friend's shoulders
he drove his cock in deep and let loose a massive discharge. Jay groaned as
the seed rapidly filled his rectum and his hand went to his own cock to
masturbate. Buddy held onto him and let the clenching sphincter milk his cock.
He stayed hard in the snug ass and watched in the mirror as Jay jerked off.  
  
Jay rolled his eyes and his sphincter tightened around the thick cock just as
he shot an enormous load into the bathroom sink. He stroked his small cock and
squeezed every drop from it. Buddy's hands had wrapped around Jay's upper body
and he held him tight throughout the ejaculations. Jay then leaned forward and
Buddy's eased his cock out of the lovely ass. Both teens cleaned up and Buddy
left Jay in the bathroom to finish getting ready. Buddy was on his way back to
his room when he ran into Albert.  
  
"Good morning Buddy! Have you seen Jay?"  
  
"Yes Mr. Shafer, he's in the bathroom getting ready."  
  
"Oh good, Mrs. Shafer is still asleep. I'm letting her sleep in."  
  
"Would you like me to get the coffee going?"  
  
"That would be great Buddy, thank you!"  
  
Buddy went back to his room and put on athletic shorts and a t-shirt. He went
to the kitchen and got the coffee started. While he waited he had juice and
cereal before Albert and Jay came into the kitchen. They both had breakfast
and then were on their way to the office.  
  
"Oh Buddy, please remind my sister that a car will take her to the airport and
it should be here by 1:00 pm."  
  
"I'll do that, Mr. Shafer."  
  
After Albert and Jay left the house, Buddy kicked back with another cup of
coffee and contemplated the remaining two weeks of summer. It had been quite a
ride given all the sex he had in the previous weeks and he knew that he was
still in for more. This week would be busy at the tennis center as the club
championships get underway on Thursday and run through the following weekend.
Buddy and Sandy would be putting in extra hours to help out with the
tournament. His thoughts were interrupted when Jeanette appeared in the
kitchen.  
  
A FINALE WITH JEANETTE  
  
"I smelt that coffee upstairs. Please pour me a cup," she requested as she
slid her lovely body into a kitchen chair.  
  
"Would you like some juice too?"  
  
"Not yet, I'll just have the coffee for starters."  
  
"Albert said to remind you that the airport car will be here at one."  
  
"Okay, what time do you leave for work?"  
  
"I have to be at the club by noon and I usually leave by 11:00."  
  
"Okay that gives us a couple of hours."  
  
"Us, it gives us time for what?"  
  
"I told you silly that I am going to get some more of your cock before I
leave. As soon as I finish my coffee we'll go down to the Jacuzzi."  

"What about Diane?"  
  
"What about her? She's still sleeping. I'll leave her a note that we went for
a walk."  
  
Jeanette finished her coffee and returned to her room to put on shorts, a tee
and some shoes. Buddy also out on shoes and then they went down to the gazebo.
There were no preliminaries this time as she grabbed a lounge cushion and
placed it on the deck of the gazebo. They both quickly shed their clothes and
within minutes they were fucking missionary style.  
  
Buddy was glad that he had already cum once that morning and lasted longer as
he wanted to fuck her brains out. Jeanette was thrilled that he kept going and
she had multiple orgasms before he came in her womb. It didn't seem that they
had been at it very long but when she checked the time it was over an hour.
She told him that they should get back to the house as she still had to pack
and get ready. He agreed even though he was a little disappointed that they
didn't have time for him to have her ass once more.  
  
They returned to the house and Diane was still in her bedroom. Buddy showered,
dressed and said goodbye to Jeanette wishing her a safe trip. She thanked him,
pecked him on the cheek and wished him luck in college. She also reminded him
to come and visit her sometime. Buddy left the house dressed in his white
tennis outfit and headed for the club. It had been a productive morning first
fucking Jay and then Jeanette.  
  
BUSY FOUR DAYS AND THEN MONDAY  
  
With the club tennis championships underway Thursday through Sunday were
extremely busy days. Buddy had reminded Jay about inviting Sandy over on
Monday and he had agreed. When Buddy asked her she was thrilled and asked if
Monique could come too. Buddy said she was welcome too and then he told Jay
how much fun they were going to have with the two young women.  
  
The junior and ladies tournaments got underway on Thursday morning and the
men's began in the evening. If the weather cooperated the quarterfinals would
be played on Saturday and Sunday. Buddy and Sandy were kept busy between
matches getting the courts ready for the next match. At the end of each day
they were both very tired and not up for any sex, so they were really looking
forward to Monday.  
  
On Sunday evening Jay asked his mother if she could spend the entire day away
from the house. He explained at he and Buddy had invited some girls over to go
swimming. Diane was surprised to hear about the girls as she assumed that
Buddy would be fucking her son again, She agreed to do some shopping after her
breakfast social and said she would be home by dinner time. Her curiosity had
already peaked and she actually had no intention of staying away all
afternoon. She was already planning to return home early and spy on the boys.  
  
That Monday morning Sandy and Monique arrived just before 10:00 AM and they
boys were pleased to see them. Jay took to the girls immediately and he was
anxious to get his cock sucked and fuck their cute asses. He did not know that
Monique was still an anal virgin. Jay showed the girls around the pool area
and then they settled in to swim, sunbathe and have sex.  
  
Buddy explained the entire backyard was private and there was no need for swim
wear. The girls smiled and shed their bikinis as Buddy took off his swimsuit.
Jay was the last to strip and the girls noticed his small penis. Buddy had
briefed them on Jay and told them not to make fun of his manhood. They had
promised that they wouldn't. Sandy wanted to arrange the lounge cushions on
the deck like a large bed so the four of them could be close.  
  
The four of them got on the cushions with both girls on their back. Buddy got
between Monique's legs and Jay got between Sandy's legs but to fuck her ass.
His slender little pecker slid easily into Sandy's lubed bottom and the two of
them began to rock back and forth. Buddy eased his thick cock into Monique and
worked it slowly until he was balls deep in her pussy. She swore that she
could feel every ridge and vein on his cock touch her vaginal wall. Monique
gasped as he hit bottom.  
  
Monique and Sandy were so hot that they both had mild orgasms when the cocks
first entered them. Sandy was working Jay's cock now and she really knew how
to butt fuck. She had her legs wrapped around his torso and she humped her
hips at him and kept her anal grip on his cock. He could feel the friction of
his cock in her ass.  
  
Monique on the other hand hard a hard time moving as she was so stuffed with
cock. Buddy was doing a marvelous job of bringing her from one climax to
another as he pounded his cock deep into her pussy. His cock never lost
contact with her clit and she came so much that his cock moved easily now in
her soaked pussy. She was grunting and groaning as she went through multiple
orgasms. Her last one was the most intense one and it was finally brought on
when Buddy fired a barrage of cum into her. Monique felt the warm liquid flood
her innards.  
  
Sandy and Jay tensed up next to them and Jay shot his wad into Sandy's rectum
as she too experienced an orgasm. Sandy couldn't wait until she got to Buddy's
big cock. The two guys rolled off the girls and lay next to them on the
cushions. Sandy slid down and took Buddy's wet cock in her mouth and sucked it
clean of Monique's juices and Buddy's cum. Monique lay there with her body
still quivering from the intense fuck session. Jay smiled down at her and then
moved between her legs. Jay began to lick her quim and both girls were
surprised that he didn't seem to mind that Buddy had cum in her pussy. Of
course they had no way of knowing that Jay had tasted Buddy's seed many times.  
  
Buddy was soon hard again and Sandy mounted his cock emitting a gasp as she
slid all the way down on it. She began to move her hips and clench her
buttocks as she fucked his big cock. Jay watched her hot ass and then he
decided to take her ass again. He knelt behind her and fingered her asshole
applying cream to it as well.  
  
"Come on get your cock in there," Sandy yelled back at Jay.  
  
Jay pushed forward and his cock slid right into her asshole. Sandy was
ecstatic with two cocks in her and she thrust her hips wildly fucking both
cocks. The three of them were humping each other with abandon now. Buddy would
thrust his hips up driving his cock deep into her pussy as Sandy slammed her
cunt down on his cock causing Jay's cock to slide almost out of her ass. Then
she pushed back against Jay and his cock filled her asshole as she lifted
herself off of Buddy's cock. He made sure that his cock did not leave her
pussy. The three of them pounded each other as Monique watched. She had never
seen anyone take two cocks at the same time and it was exciting to watch her
girlfriend get skewered in both holes. Sandy tensed her body as it was rocked
with a massive orgasm.  
  
"Oh sweet Jesus, I'm cumming, I'm cumming! Please hold me, hold me!" she cried
out as her body shook with tremors from the intensity of her orgasm.  
  
Jay shot his load deep into her ass as he shoved his little cock in as far as
it would go. Her sphincter muscle milked Jay's cock of his cum as if her ass
had a mind of its own. Buddy stiffened below her and flooded her cunt with his
spunk. She felt his cock throbbing in her pussy as rope after rope of cum
bounced off her vaginal walls. She collapsed on top as he held her tightly to
him. He could feel her hard sharp nipples pressing into his chest. Jay knelt
back and caressed Sandy's shapely ass. He massaged her ass cheeks and toyed
with her bung hole as his cum trickled out it.  
  
"God, I love being fucked like that."  
  
Sandy then rolled off of Buddy and lay on her back with cum oozing from her
pussy and anus. Monique looked at her and she had never seen her girlfriend so
sexually drained. She had fingered herself during the threesome fuck but she
had not yet got off. Sandy saw her frantically frigging herself so she rolled
over and put her mouth on Monique's pussy. Sandy loved to eat pussy especially
Monique's and she loved to make her cum in her mouth. Monique welcomed Sandy's
mouth on her pussy even though so wasn't sure how Jay would react.  
  
Sandy picked up her pace as she licked and sucked Monique's firm swollen clit
while her fingers entered her pussy and located and stroked her G-spot. Then
she shoved a moistened finger into Monique's ass. Monique climaxed as her body
bowed up and her pussy slammed against Sandy's mouth. Sandy sucked her
girlfriend's clit and ran her finger around inside the sweet sex. Sandy felt
Monique's pussy and asshole clamp down on her fingers as she screamed out her
passion. Suddenly Sandy felt that familiar gush of juice against her lips and
she quickly moved her mouth down.  
  
"Oh, yes make me cum. Make me cum. I'm so hot. Please!" Monique cried out as
her entire body lifted off the cushion and collapsed.  
  
"Nice show girls," Buddy quipped and then added, "I'm going to get us some
drinks."  
  
The others took a dip in the pool and then relaxed on the cushions waiting for
Buddy to return with the refreshing drinks. Once he returned they sat around
chatting, sunbathing and teasing each other. The teasing had aroused the girls
again and they were ready to fuck and suck some more. Sandy wanted Buddy to
fuck her doggy style so she got on all fours with her head on the cushion and
her ass pointed in the air. Buddy slipped his cock into her hot pussy and
began to fuck her from behind.  
  
"Monique this is your chance to get a real cock in your ass. Jay is the
perfect size for you," Sandy told her.  
  
Jay massaged Monique's shapely ass and let his finger trail over her anus
tickling it at the same time. Monique had a sensitive ass but she had never
been butt fucked. Only her own finger, Sandy's finger and the anal beads had
ever penetrated her ass. Buddy already had a finger in Sandy's nether hole and
she liked it as he rubbed his cock through her thin membrane. She was groaning
softly with the double penetration and the finger felt as big as Jay's cock.
She could feel another orgasm building in her loins as the huge cock slid in
and out of her pussy. She reached for her clit and pinched it slightly as she
climaxed again. Her body shook with her orgasm and she felt him hold onto her
hips so that she didn't pull off of his cock.  
  
Jay had inserted one of his fingers in Monique's asshole and she seemed to be
okay with it. Monique too had reached for her clit as Jay moved his finger
around in her rectum. Monique could never do what Sandy did having two cocks
in her pussy and ass at the same time. However the finger felt good along with
hers in her pussy.  
  
Buddy had moved his cock to Sandy's bottom. He was gentle he fed her a little
at a time and then stopped to allow her to adjust to his size. He was patient
as it took quite a while before he was able to really start fucking her ass.
Then she felt his cock begin to saw in and out of her tight ass. Sandy relaxed
and let herself breathe then her fingers dug into her own pussy and diddled
her clit.  
  
Monique was experiencing yet another orgasm as her fingers danced all over her
pussy and clit. Monique tensed briefly and then thrust her hips with the
intensity of her orgasm. Jay seized the moment of her orgasms and slipped his
cock into her ass. Monique felt an increased pressure in her rectum as she was
climaxing but she couldn't stop her body from thrashing about. As she did
thrash about she further impaled herself on Jay's cock. Monique couldn't
believe that his cock had made its way into her virgin ass that easily. Then
again it wasn't that much thicker than a finger. Whatever pain there might
have been never happened and she just felt the fullness that one usually feels
when their ass is fucked. Jay was stroking his cock all the way in and out of
her hot ass now and she just relaxed and let her butt be fucked for the first
time.  
  
Monique looked at her girlfriend and called to her, "Sandy he is fucking me in
the ass. He is fucking my virgin asshole. I am no longer an anal virgin."  
  
Sandy held her girlfriend's hand tighter and replied to her, "Oh Monique Buddy
is fucking my ass too. He has his entire big cock in my ass. God it feels so
good."  
  
Monique tried to imagine that big cock in her girlfriend's ass. Jay's cock in
her ass was more than she ever thought would be there and Monique couldn't
fathom what Buddy's cock would feel like and she had no plans to find out. The
guys continued to bang at the two beautiful asses and the girls fingered their
pussies and rubbed their clits as they all drove toward another orgasm.  
  
That was the scene from Diane's bedroom window. She couldn't stand the
suspense and had come home early to spy on the foursome. She had taken the
binoculars from her husband's study and had a clear view of the action. It was
the most erotic scene she had ever seen in her life with the two young women
on all fours holding hands as they were both butt fucked. Her hand found its
way inside her panties and she rubbed her clit as she watched the scene out by
the pool. She was thankful that she would have Buddy all to herself again on
Tuesday.  
  
Jay shot his load into Monique's ass and for the first time in her life she
felt a man cum in her ass. She liked the feeling of his warm seed filling her
rectum. It was a feeling that was hard to describe but one that she would look
forward to again. Now she knew why Sandy liked anal sex. Buddy stiffened and
pushed his cock all the way into Sandy's ass as he blasted another good sized
load into her rectum. She was rubbing her clit frantically and she too came as
she felt the hot spunk fill her ass once again.  
  
The four of them uncoupled and lay down on the cushions. Minutes later they
would take another dip in the pool and then break for some lunch. Diane
remained in her bedroom and hoped that the foursome was not done yet. She
later heard them enter the house and have lunch. She was pleased when she
heard them leave again and she watched them walk out to the pool deck.  
  
Jay said, "I have never seen two girls make love before and it was pretty
hot."  
  
"We liked being lovers but we also like men. I think it's the best of both
worlds," Sandy replied.  
  
"I agree. I like being bi too," Jay offered and then realized what he said.  
  
"You're bi, you've made it with guys too," Sandy sated in surprise.  
  
Buddy bailed him out and answered, "Just with me, like you girls we're
flexible. I'm not into cock but Jay likes it."  
  
"Oh my God that is so hot. I would love to see you guys get in on some time,"
Monique chimed in.  
  
"Well maybe later, we'll see how the afternoon goes."  
  
"Jay do you just suck his cock or do you take it in you're as too?" Sandy
quizzed.  
  
"Both, I like it when he cums in my ass."  
  
"Oh I know the feeling, I do too."  
  
Monique smiled and stated, "I'm glad you two can take him because there is no
way that I'm taking that monster in my bottom."  
  
"Come on let's chill out in the Jacuzzi and I'll get us some more drinks,"
Buddy suggested.  
  
"Jay do you have any vodka," Monique asked.  
  
"Sure we have pretty much everything."  
  
"Buddy, make vodka slushes for us. Fill the blender with ice and then add the
vodka. Let it run until it becomes slushy."  
  
"Okay, I'll be back soon."  
  
Buddy turned and went back to the house and as he was walking he saw a glint
of light coming from the master bedroom. I'll be damned he thought to himself
and went into the house. He did as Monique had instructed and as the blender
was running he went upstairs to the master bedroom. The door was closed but
not locked and he walked right in. Diane turned around quickly as he had
startled her.  
  
He spotted the binoculars in her hand and asked, "Enjoying yourself today?"  
  
"How did you know I was here?"  
  
"I saw the reflection off of the binocular lens when the sunlight hits it."  
  
"I'm sorry I was so curious, I couldn't help it."  
  
"Really, well you are going to get a real treat if you keep watching. Buddy
admitted he was bi and the girls want to see me fuck him. You may not want to
see that."  
  
"Buddy, I know that you have been fucking Jay. I saw you once by accident."  
  
"Well then you can enjoy the show. I'm going back I need to stop the blender."  
  
Buddy left the room and shut off the blender. He grabbed four plastic glasses
and carried them and the container out to the pool deck. When the others saw
him they got out of the Jacuzzi and sat on the deck. They were all naked so
Buddy stripped off his swimsuit and joined them. He never mentioned that Diane
was in her room spying on them. He poured the slushes for everyone and they
kicked back in the lounge chairs.  
  
He took a sip and remarked, "Hey this is good."  
  
"I'll say," added Jay.  
  
"We have to be careful not to have too many or they will go to your head,
especially in this sun," Monique cautioned.  
  
They finished their drinks and chilled out for nearly 30 minutes when Buddy
spoke to Jay, "Well buddy are you up for a good butt fucking? Should we give
the girls what they want?"  
  
"Oh man this is so wild. I guess so. Yeah let's do it."  
  
Jay got on all fours on the cushion and Buddy used the suntan lotion and
saliva to grease Jay's rectum. The girls' looked on with interest as Buddy
stroked his dick into a formidable erection. The thought of performing for the
two girls and Jay's mother was a turn on for Buddy and he was good and hard
when he eased his cock into Jay's cute ass.  
  
The girl's gasped aloud as they watched the penetration and they thought that
Jay looked just like a girl when he was on all fours. For several minutes they
watched the big dick slide in and out and Sandy noticed that Jay got a hard-
on. She decided to get in on the action so she got on her back and slid under
the guy's legs and took the little cock in her mouth. Jay was thrilled that he
was getting his cock sucked as he was getting butt fucked.  
  
Monique was getting hot and decided to get in on the action. She moved over in
front of Jay and got on her back in front of him. She slid close enough so
that he could reach her pussy with his mouth. Without being told he began lick
her twat and clit. It was a pretty hot scene and Buddy hoped that Diane was
watching from her window. As it turned out she was indeed watching holding the
binoculars with one hand while she fingered her pussy with the other. She
wished that she had the nerve to go out and join them.  
  
Buddy shot a small load in his friend's bottom and Jay followed suit by
cumming in Sandy's mouth. Monique had not cum but when the guys separated
Sandy and she moved into a 69 position to pleasure each other. The guys were
still hard so they moved behind the girls and slipped their cocks into the
curvy bottoms. Buddy fucked Sandy and Jay fucked Monique until the two girls
orgasmed. The guys did not cum again as they had nothing left after the
orgiastic day. Without asking Buddy grabbed the container and returned to the
house to make more slushes.  
  
When he returned with another batch the three others were in the swallow end
of the pool cooling off. Buddy refreshed everyone's drink and then joined them
in the pool. They were all accustomed to being nude and they relaxed and
enjoyed the second round of drinks as their body temperatures returned to
normal.  
  
They finished their drinks and the girls decided it was time to get going.
They put their shorts and tops on and carried their wet bikinis. They thanked
the guys for a marvelous day and then headed out with Buddy as their escort.
He saw the girls out and then instead of rinsing out the blender he made
another batch of slushes. Jay had just finished straightening up around the
pool deck when Buddy returned with more drinks.  
  
"Let's sit in the shade and have these."  
  
They pulled the lounge over under a tree and stretched out. "I'm glad the
girls introduced us to this drink. It's good."  
  
"It is. I wanted to straighten up the area before mom got home."  
  
"You mom is home."  
  
"What, you're shitting me!"  

"No seriously, she's home."  
  
"Do you know when she got home?"  
  
"She's been home all day after her breakfast social. I caught her spying on
us."  
  
"Oh my God, she saw us. Oh shit, man I am screwed."  
  
"Don't worry about it."  
  
"What do you mean don't worry about it? She's going to tell my dad and then
I'll be in for it. Do you think she saw you fucking me and then the foursome?"  
  
"I'm sure of it but don't worry. She's not going to tell your dad. She's got
her secret too. I've been fucking your mom all summer."  
  
"No way, really, you have?"  
  
"Yes and she loves it. She looks forward to every Tuesday when we spend the
entire day together. Tuesday is also anal day and I fuck her in the ass. We
also have sex on Wednesday and Thursday morning before I go to work."  
  
"Oh this is too much. Me, you, Caleb, Sandy, Monique and my mom, Shit I'm
surprised you didn't fuck Aunt Jeanette when she was here."  
  
Jay saw the look on Buddy's face and he knew, "Jesus my aunt too."  
  
"Hey she came onto to me."  
  
Then Jay suddenly burst into laughter and blurted out, "Damn that is wild. All
this time we were keeping this stuff secret when we didn't need to."  
  
"Well you dad still doesn't know and your mom doesn't know about Jeanette. I
have an idea though."  
  
"What's that?  
  
"You like fucking asses and you like to get your cock sucked. I think you
should fuck your mom in the ass and get her to suck your cock."  
  
"Are you crazy?"  
  
"Not at all, she loves getting fucked and your dad's not taking care of her.
We only have two more Mondays before we head to college. Here's the plan, tell
you dad in the morning that you are not feeling well and would like to stay
home. Your mom and I will be in my room and I'll make sure that she is sitting
on my cock. I'll grease up her bottom as she is riding me which she expects
because I usually take her ass next. You come in the room with your cock hard
and slip it in her ass."  
  
"I don't know that sounds insane."  
  
"It's not and once we get going as a threesome, I guarantee you that she will
love it."  
  
"I'll think about it."  
  
As they were wrapping up their conversation, Diane called out to them to get
ready for dinner. They picked up after them and brought the empty container
back in the house. Jay went right up to his room as Buddy put the container in
the sink. He smiled at Diane and moved close to her. His hand went up under
her skirt and squeezed a panty covered buttock.  
  
"Enjoy yourself today? I'm looking forward to tomorrow."  
  
He released her ass and went to his room. She never answered him and she was
still somewhat turned on by the backyard orgy. Yes tomorrow, she would be more
than ready for him.




        Fitting in with the Upper Crust Ch. 09


_AUTHOR'S NOTE: This story includes a bisexual encounter to two consenting 18
year old boys in addition to straight sex._  
  
INCEST AT ITS BEST  
  
Buddy and Diane were in his bed as she thought that her husband and son had
left for the office. She had no idea that Jay had faked being sick and was
still in his room. She also had no idea what was in store for her that
morning. Buddy lay on his back as she began a slow descent to his cock. Soon
she had him rock hard in her mouth. He turned around so that he could get to
her pussy and he began to eat her as she sucked his cock.  
  
"I am getting so hot. I have to have your cock in me I need to sit on your
cock."  
  
She straddled his body and lowered herself onto his big dick. She moaned as it
filled her pussy and then began to slowly rock back and forth. It was obvious
that she wanted this fuck to last for as long as possible. Buddy cupped her
ass as she rocked back and forth and then he began to play with her asshole.
He grabbed the lotion near the bed and applied a generous amount to the crack
in her buttocks. She was not surprised by his action as Tuesday was anal day
for them and she knew he would be in her ass later that day. He pushed one
then two fingers into her anus as she continued to ride him. He could feel his
own cock in her vagina through the thin membrane. Diane was going wild with
the double penetration and she humped him faster and faster.  
  
"Oh this is going to be a big one, hold me hold me," she called out.  
  
He held her tightly as she exploded with an intense orgasm. Diane shook and
moaned as she squirted her woman cum all over his cock. She collapsed on his
body as he continued to fuck her slowly. He looked over her shoulder and saw
Jay standing there naked and sporting an erection. He had come into the room
while his mother was cumming. Buddy smiled, removed his fingers and motioned
to Jay pointing to her ass. He nodded getting the meaning. Buddy also nodded
toward the lotion on the table and Jay picked it up. He lathered up his cock
with the lotion and then he moved toward the bed. Buddy grabbed Diane's
buttocks and pulled them to the side putting her asshole on full display. She
was starting to get aroused again and resumed her movements on the big cock.
Jay knelt on the bed and aimed his stiff little dick at his mother's nether
hole.  
  
She panicked when she felt the intrusion. "What the," she exclaimed!  
  
"It's okay it's Jay," Buddy assured her.  
  
Jay eased his cock all the way into her ass and began fucking her. Soon he and
Buddy had a good rhythm going and they could feel each other's cock through
the thin membrane separating them.  
  
"Jay you shouldn't being doing this! Diane blurted out.  
  
"Relax and enjoy it Diane, you know that you love it," Buddy whispered.  
  
"Sweet mother of God," she exclaimed still in shock!  
  
The cocks were sliding in and out of her in perfect harmony. As Buddy slid out
of her pussy Jay filled her ass and when Buddy filled her pussy Jay slid out
of her ass. Buddy had the best vantage point and he could see the looks of
ecstasy on their faces. Diane was moaning and trembling with the double
penetration and Jay was in another world as he fucked his mother's ass.  
  
They kept on fucking one another and were getting close to cumming when Jay
called out, "Oh Buddy, oh man."  
  
"It's okay we are all cumming."  
  
That seemed to set Jay off as his body stiffened at first and then leaped
several times like a coiled spring as he came in his mother's ass. Diane felt
Buddy's cum fill her womb for the first time that day. It seemed that he would
not stop cumming as he fired streams of semen into her filling her pussy to
overflowing. Diane collapsed on top of Buddy crushing her breasts into his
chest as her hips gyrated out of control. He could feel her juices soaking his
cock once again. The looks on the two faces were ones of bewilderment and
ecstasy.  
  
They all lay still on top of one another as the three bodies had stopped
moving with Buddy on the bottom. Finally one by one they separated. Jay stood
beside the bed and they all looked at one another somewhat in disbelief of
what just happened. Diane sheepishly got out of bed and ran down the hall into
her bathroom. She was clearly embarrassed by what had happened but most of all
she was humiliated because she had enjoyed it so much.  
  
Jay exclaimed, "Man that was the wildest sex I have ever been involved in."  
  
"Yeah, it was pretty wild okay. I wasn't sure how your mother would react but
she did seem to get into it."  
  
"She is probably thinking about it in the bathroom and trying to figure out
what she will say to us."  
  
They continued a three way conversation about the sex act and replaying how
they felt. As they talked I noticed that Donnie and Jay were getting hard
again. The amazing recuperative powers of youth were at work once again. Then
they started to play with each other's dick and soon they were ready for more
action.  
  
"This time I want you to fuck me," Jay said to Buddy.  
  
Jay got up on all fours and arched his back wiggling his bubble butt. Buddy
slipped behind him and re-lubed his cock and the taut asshole. He slid in
easily to the well broken in ass and began to fuck him.  
  
Buddy looked up to see Diane standing there watching her son get fucked. She
moved closer to them and looked down at Jay's cute erection and then she
shocked the boys by dropping to her knees and taking her son's cock in her
mouth. Jay looked at his mother in disbelief. This act by Diane sent the guys
all over the edge causing them to cum quicker than expected. Buddy filled
Jay's asshole with his seed. Jay moaned and groaned as he filled his mother's
mouth with his cum. Diane continued to suck on her son's cock until she had
drained him of all his sperm.  
  
Diane looked at the boys and said loud enough for both of them to hear, "I
think that I have now reached total debauchery. Let's get cleaned up and
dressed and go get some coffee, we need to get out of this room for a while."  
  
She put on a robe and the two tens threw on their sweats and they all went
downstairs to the breakfast area. Diane made a pot of coffee and they all sat
around in silence waiting for someone to speak first. She broke the ice.  
  
"Look we just had some great sex and did things I didn't expect to happen,"
Diane started. "I'm okay with it. I just went with the flow and did what came
naturally."  
  
"Yeah mother I loved fucking your ass but it was really strange," Jay added.  
  
"How about we all take a shower together," Buddy teased.  
  
Diane spoke up first, "Sure why not? After what we have been through this
morning I am sure that I can handle that."  
  
They all went back upstairs and went into the master bedroom shower. It was a
large shower stall with multiple shower heads and it had plenty of room for
three people. They all entered the shower and before long Diane, Jay and Buddy
were washing and fondling each. They finished the shower and they were all in
an obvious state of excitement with the two guys sporting boners. Unsure what
was next they went back to Buddy's bedroom as Diane did not want to have sex
in her bed.  
  
Buddy lay on his back so that Diane could straddle his cock as she did that
morning. She slowly sank down burying the big cock in her juicy cunt. Jay
lubed up his cock and her ass and slid his dick into her bottom. Diane started
going wild humping two cocks. Buddy could feel her squirting her pussy juice
all over his cock as she was incredibly turned on.  
  
Jay was the first to cum and screamed out, "Oh mother, I'm cumming, I'm doing
it, and I am cumming in your ass again."  
  
Jay came as Buddy filled her womb with a generous amount of cum. Diane shook
with her own orgasm and collapsed on top of Buddy as Jay collapsed on her.
They remained in Buddy's bed for at least 30 minutes. Finally they got up,
dressed in shorts and tees and went downstairs to get something to eat. It was
a slightly overcast day so they stayed inside as a few sprinkles would come
and go. They relaxed in the family room resting after the marathon of sex that
morning. Diane was thinking about the threesome and she decided that she liked
her son's little cock in her ass and her mouth.  
  
When Jay fucked her ass, she felt like it was one of Buddy's fingers in her
bottom. Compared to Buddy's cock being in her ass when it felt like his wrist
was in there. She also liked the little dick in her mouth as she could do more
with it. She could take it all and she could swirl her tongue around the
slender shaft. With Buddy's cock she could take about half in her mouth and it
was so thick she could only bob her head up and down.  
  
It was nearly 2:00 PM when the boys got horny again but Diane was drained and
she was sure that she could not cum again. Buddy suggested a massage and she
went along with it. As it turned out it didn't take long for her to get worked
up with two sets of hands rubbing and playing with her body. She was in
Buddy's bed with the boys kneeling on either side of her fondling her breasts,
rubbing her pussy with oil and fingering her anus.  
  
Buddy lowered his mouth and licked her pussy. Seeing that, Jay took Buddy's
cock in his mouth. They then maneuvered around the bed so that Diane could
suck her son's cock while he sucked on Buddy who in turn ate her pussy.
Neither of the boys came but she did again drenching Buddy's face. She could
hardly move on her own but felt her body being turned onto her side.  
  
Buddy was in front of her on his side and he fed his cock back into her pussy.
She felt Jay fingering her anus with an oily finger and then he slipped his
dick back in her bottom. The two teens were determined to cum again and they
fucked her for as long as it took for them to ejaculate in her holes. They
stayed in her until their cocks shrunk to their flaccid state and slipped from
her well-used body.  
  
"I don't think that I can move," she sighed.  
  
"Jay, go in your mom's bathroom and run a bath for her."  
  
Jay walked naked to his mom's bathroom and got the bath started. He was adding
the bath gel to the water when Buddy walked in carrying Diane. He placed her
in the tub and she slid down into the water and let out a big sigh.  
  
"Thank you! I may never leave here," she said in an exhaustive tone.  
  
The teens left her to her bath and shut both doors on the way out of the
master bedroom. "Let's put on some clothes before your dad gets home. Remember
you were supposed to be sick today."  
  
"Oh shit! I forgot about that. Good call!"  
  
They put shorts and tees back on and then sat on the deck. Buddy had a beer
but Jay opted for water since he shouldn't be drinking if he was ill. Buddy
began the conversation.  
  
"So what did you think?"  
  
"It was even better than I imagined. You were right and my mom really got into
to it. I can't believe my dad isn't fucking her, she is so hot."  
  
"So any hang ups about fucking her mom in the ass or having her suck your
cock?"  
  
"Not at all, once I got into it I didn't even think of her as my mom."  
  
"I told you she would love it too."  
  
"Yeah, I can't wait to do her again."  
  
"Well you'll be home with her all day Friday and have her to yourself."  
  
"What about her pussy?"  
  
"Just eat her like you ate Sandy and Monique. You'll be fine."  
  
Just then Albert came home and checked with Jay. "How are you feeling?"  
  
"Okay now dad, I'll come in the office on Wednesday and Thursday."  
  
"Good, this is your last week. You'll have next week off since you'll be going
off to college after that. Where is your mother?"  
  
"She's upstairs, she said she was going to take a bath."  
  
Albert left the two teens on the deck and went up to greet his wife. "Did you
hear that? I will have an entire week home with mom."  
  
"I will too. I am not working next week either since the tournament wraps up
this weekend. We may have to cut her a little slack. Maybe I should invite
Monique and Sandy over again."  
  
"Oh that is so cool. I can hardly wait."  
  
BUDDY'S MORNING WITH DIANE  
  
On Wednesday morning as soon as Albert and Jay had left the house, Buddy was
on his way to Diane's bedroom. She was awake but exhausted and begged him to
let her stay in bed.  
  
"Can't do that Diane, I have to have you again and I have to leave by 11:00 AM
for work. Besides I didn't get your as yesterday which is usually our anal
day."  
  
He reached for her and she pleaded, "Please let me stay in bed today."  
  
"Nope you can go back to be after I leave. A shower is just what you need to
get you started."  
  
He picked her up like she was a feather and carried her into the bathroom. He
ran the shower. Took off his sleep shorts and undressed her. As if in a trance
she allowed herself to be washed and fondled in her shower. Buddy used the
soap and shower gel to cleanse her pussy and anus. He had a special treat for
her that day. After the shower, he dried her off and took her into his room.  
  
As she stood there he stared at her ass and he could not resist running his
hands over her shapely cheeks. Her ass was so inviting that he felt his loins
stir with desire. He loved her perfect ass and he desperately wanted to fuck
it but first it was foreplay. Buddy got to his knees behind Diane and kneaded
her gorgeous ass cheeks. He then began to kiss her cheeks and run his tongue
lightly in the crack of her ass. She wiggled her ass feeling very wicked as he
tongued and kissed her.  
  
He guided her onto his bed and lifted her by her hips so that her ass was
perched in the air. Diane's head was on the bed and she turned it to one side
and let out a gasp as his tongue licked close to her asshole. He ran his
tongue from her pussy to her ass causing her to tingle in anticipation of what
she knew was next.  
  
He spread her ass cheeks with his hands and dipped his tongue into the crack
locating her nether hole. His tongue slowly circled her anus and she flinched
at the contact. He then pushed his tongue as far as he could into her
increasing his desire to fuck her up the ass. He continued to probe her anus
her with his tongue and she was at his mercy. Her desire grew as he worked her
to the point that she really wanted more than his tongue in her ass.  
  
"Oh my God that feels incredible. Only you have ever done that to me!"  
  
"We'll teach Jay to do this to you too."  
  
Buddy took the bottle of lotion as Diane arched her back and pointed her
beautiful ass back at him. He coated her anus with a generous amount of lube
and slid his thick finger in her hole. He took his time preparing her ass
relishing every moment. He then coated his entire cock with the lotion and
placed the head at the entrance to her anus. He pushed forward and the thick
cock head squeezed into her tight asshole.  
  
He withdrew his cock head and then pushed it back in causing her more
pleasure. He pushed until a couple of inches were in Diane's ass. He could
feel her sphincter muscle surrounding the first 2-3 inches of his cock. Her
body was covered with goose bumps. He slowly slid his dick in and out of her
each time going a little deeper. The pressure had subsided and it was replaced
with a feeling of fullness.  
  
Diane relaxed a little and then felt more of his cock slide into her asshole.
She grunted out loud as she felt fuller and then a wave of pleasure passed
through her body. She felt so full so had no idea of how much more before he
was done. Buddy kept feeding more and more of his cock into her ass. There was
fullness and then more pleasure each time he went deeper. Diane would tense,
relax and then enjoy it. This pattern continued until he had it all buried in
her ass.  
  
"Oh my God, you feel so big, I feel so full," cried out Diane and then, "Uh,
uh, uh oh yes, it's so good."  
  
He reached around and played with her clit as he pounded her ass. Her pussy
and asshole were on fire as the big cock reached overly sensitive areas in her
body. She was on the brink of another huge orgasm as he methodically fucked
her in her tight passage with his sizeable cock. He loved watching his big
cock slide out of her shapely ass and then plunge back in. His hips slapped
against her curvy ass cheeks causing them to jiggle with each thrust. He loved
watching her ass impaled on his cock. Diane looked so submissive and
vulnerable on all fours as his cock filled her ass. Her orgasm surged within
her as he fucked her harder and faster.  
  
When she orgasmed her entire body went into spasm. Her pussy convulsed and
clamped around his fingers coating them with her cunt juice. Her anus pulsated
as he drove his big cock in and out of it. Her sphincter involuntarily
squeezed and released his huge member as he fucked her causing him to finally
lose it. He slid his pecker deep into her rectum as his cock spasmed and sent
a thick stream of hot cum into her channel. He kept fucking her as stream
after stream was fired into her channel. His cock kept twitching and spurting
inside the impaled housewife.  
  
Diane felt so full of cum and there was no place for it to go as it was
blocked by Buddy's swollen cock buried in her ass. He slowed his pace and
eventually stopped, allowing his cock to remain buried in her ass. He did not
go soft right away and he gently moved his hips pushing cum around in her
rectum. Some of it trickled out and ran down over her pussy lips.  
  
He eventually stopped and slowly withdrew his cock from the loosened nether
hole. He marveled in the sight of his enormous cock sliding out of her shapely
ass. Diane looked magnificent with her just fucked curvy ass in the air. It
was impossible for him to keep his cock out of her fantastic ass. He could not
resist sticking one of his fingers in her bottom and she just wiggled her bum
slightly in delight.  
  
Buddy rolled Diane over on her back and spread her legs apart baring her sweet
pussy. He dropped his head and licked her clit and fingered her pussy.
Locating her g-spot he soon had her on the verge of a massive orgasm. The
semen in her rectum felt like she still had a cock in her ass. Her hips came
off the bed and he kept his mouth glued to her pussy. Her hips thrashed about
as he drank in every drop of her love juice. She then collapsed back on the
bed with her legs splayed wide open.  
  
Her pussy hair glistened and he moved her legs apart and slid in between them.
He then positioned his big cock at the entrance to her pussy and slowly filled
her cunt with his shaft. She moaned as she stirred and then she looked up and
smiled at him. She reached for him and pulled him toward her as his cock sank
all the way in her snatch. He fucked her slowly at first and then picked up
the pace. She was moaning and groaning as he fucked her pussy thoroughly. She
kept waiting for him to cum and for him to slow down but he was determined to
save his load for her ass. He was relentless and he kept fucking her. She
orgasmed countless times as her body thrashed about and lifted off the bed.
Her pussy was drenched with her own cum and his cock slid easily in and out of
her hole. Finally she screamed during an extreme climax and her body seemed to
go limp.  
  
"Buddy, please stop no more. I can't cum anymore. Let me rest, please," she
begged.  
  
He smiled to himself as he pulled his cock out of her pussy. He rolled her
over and played with her ass. He applied more lube to her anus and rectum as
he prepared her for another ass fuck. Diane rolled to her side and whispered.
"I'm exhausted let's fuck on our sides."  
  
Buddy got behind her in the spoon position and eased his cock into her
receptive asshole. Diane moaned softly as her ass was filled again. He fucked
her slowly as he played with her cute tits and rock hard nipples. He felt as
if he could stay in her marvelous ass forever. She was motionless as she let
him have his way with her. As he fucked her at a slow steady pace, Diane
thought to herself that she was having the best sex of her life. Her thoughts
were interrupted when she felt him ejaculate in her rectum a second time.  

They lay together in the spoon position until his cock softened and slipped
from her ass. Semen oozed out and trickled over her buttocks causing her to
feel wicked and naughty. He eased his body out of his bed but left her there
to rest. He dressed and left quietly leaving her in his room. He would eat
breakfast, straighten up afterward and head to the tennis center. Diane did
fall asleep again and didn't arise until nearly noontime. She felt the dried
semen on her bottom and decided to take another bath. She ran the water and
then went down stairs to get a cup of coffee. She soaked in the tub for over
an hour soothing her achy body. She would have Thursday to herself thank God,
as Buddy would be at the tennis center and Jay would be at the office. Heavens
knew she needed a break.  
  
DIANE TUTORS JAY  
  
That Friday, Buddy had left the house early for the tennis center. The
Tournament got underway with the first matches beginning at 9:00 AM and they
would continue throughout the day. The semi-finals would be played Saturday
and the finals on Sunday. Albert left at his normal time to go to the office
leaving Jay alone with his mother. It was the first time he would be alone
with her since they had sex.  
  
Jay was nervous without Buddy home to control things but that soon changed
when Diane took him under her wing. She got up and before she went to her
son's room, she showered and douched both her pussy and anus. She wanted to be
very clean for her son's tongue. Diane confidently walked naked into Jay's
room and stretched out in his bed with him. He got hard quickly upon seeing
his beautiful mother naked and she smiled when she saw the cute little
erection.  
  
"Jay, have you learned to eat pussy?" "Oh yes mother, I did with Sandy and
Monique. They taught me."  
  
"Good, then we will begin with that but I want you to rub my g-spot too."  
  
Jay got between his mother's legs as she opened them to receive him. She
coached him on how to locate her g-spot with his fingers. Once he found it he
rubbed it as she directed.  
  
"Oh yes, right there, that's it. Now rub that and suck on my clit at the same
time."  
  
He did exactly as he was told and he soon had his mother writhing in his bed.
Jay was thrilled that he could get her so excited and he was determined to
satisfy her. His mouth stayed glued to her pussy as he nibbled on her clit and
rubbed her g-spot. Diane felt he orgasm building and she knew she was about to
cum.  
  
"Oh stay with me, I'm going to explode!"  
  
He fastened his mouth to her pussy and held on to her shapely buttocks as she
climaxed. Her hips lifted off the bed and she grabbed his head. Jay tasted her
sweet nectar as it poured into his mouth. Diane's eyes were closed and she was
holding onto her breasts as she had a massive orgasm. Finally her body went
limp and flopped back on the bed.  
  
"Oh my God Jay, that was absolutely marvelous."  
  
"Mother, I need to get off."  
  
"Of course you do, bring that cute pecker up here."  
  
Jay moved up the bed and positioned his boner at his mother's face. She took
the small hard cock in her mouth and did things she could not do with a longer
thicker cock. She loved the way the little worm felt in her mouth and she
swirled her tongue around the shaft. Chills ran through Jay's body and it
didn't take long for him to cum.  
  
"Oh mother, here it is, I'm cumming."  
  
He exploded in her mouth and she was unprepared for the force and volume of
his ejaculation. She swallowed quickly but also found that she had to use her
tongue to block some of the discharge. Semen ran out of her mouth down her
chin onto her breasts there was so much of it. When he stopped shooting he
removed his cock from her mouth and lay next to his mother. They hugged for
several minutes and then she told him to get a towel to wipe the semen from
their bodies. Jay was hard again in no time and this time he wanted her ass.  
  
"Mother, can I fuck your ass again today?"  
  
"Of course but first I want you to lick my anus and get my bottom ready. I
douched my ass this morning for you."  
  
Dian rolled over and knelt on the bed. She put her head down on the mattress
turned to one side. Jay looked at her lovely bum briefly and then moved in to
tongue her nether hole. Buddy had been the first to do that to her and ever
since she loved it. Jay really got into it and probed her nether hole as deep
as he could with his tongue. He rimmed her for quite some time and then she
told him she was ready.  
  
He took the lotion from his nightstand and applied it liberally to her anus
and his cock. Satisfied that they were both ready, he pushed his cock into her
bottom. It was such a pleasant contrast from Buddy's big dick and Diane liked
the sensation. Jay began to move in and out carefully so that his cock did not
slip out. He loved his mother's ass and wanted to savor every second he was in
it. As much as he tried to prolong the butt fucking, he was too turned on and
shot a sizeable load in his mother's rectum.  
  
"Oh my, another big one, I feel it."  
  
She was not surprised as the teens always seemed to have plenty left after the
initial ejaculation. Jay stayed in her bottom until his cock softened and
slipped out. He took the towel and caught the semen as it oozed from her anus.
Then Diane held the towel to her bottom and made her way to the bathroom. She
expunged the semen and douched her bottom again. She returned to her son's
room and told him it was time to eat.  
  
"Let's go have breakfast now. Afterward we can play some more and I want you
to give me a massage. You can fuck my ass again too."  
  
Diane put on a lounge outfit and jay tossed on shorts and a tee shirt. They
went down to the kitchen and got breakfast started. They enjoyed a leisurely
breakfast and talked about their incestuous relationship. They were both sorry
that it had not started sooner but then again they both had their flings with
Buddy. After the breakfast dishes were cleaned and stored, Diane said she was
ready for her massage. They went to Jay's room and she brought a bottle of
baby oil with her. She shed her lounge wear and stretched out face down on
Jay's bed.  
  
Jay stared at Diane lying on her stomach with her beautiful round ass on
display. He thought her ass resembled Sandy's ass in that position and once
again he recalled slipping his cock into that hot ass. He put an ample amount
of oil on his hands and began to massage his mother's buttocks. She relaxed as
he finally massaged her luscious ass. She was in a dreamy state when she felt
his hand slid into the crack of her ass and a tingle ran through her body.
Diane's ass was so sensitive something she never knew until Buddy broke her
in. Recognizing her pleasure, Jay allowed his fingertip to brush her anus.
Diane's body twitched not in surprise but in excitement.  
  
Her mind was racing and she was excited all over again. She felt her son's
finger probe her anus once again and she remained still and quiet as he had
his way with her nether hole. He sensed her submissive state and took it to
the next step. He eased his finger into her ass little by little until his
finger was buried in her rectum. She remained still and allowed him to finger
her bottom and she felt tingles run through her body. Jay wormed his finger
around in his mother's ass and then added a second finger. She opened up and
cooed softly. Next he slowly removed both fingers.  
  
Diane had expected him to fuck her ass but she allowed herself to be turned
over and she closed her eyes as her son's hands rubbed oil all over the front
of her body. He began with her shoulders and neck and then descended to her
breasts. Her nipples were hard as rocks when he massaged the pert breasts and
rolled the extended nubs in his fingers. His hands moved lower to her thighs
skipping her hips and pubes. He massaged each leg separately lifting it to his
shoulder and rubbing it all the way to her pussy. His hands would occasionally
graze her vagina and she would flinch in response. Once again she was in a
state of desire and she felt the need to cum.  
  
"Touch me!"  
  
"Do you need to cum again mother?"  
  
Diane just closed her eyes and nodded yes. Jay smiled and he was pleased how
easy this had been the second time to have sex with his mother. He gently
rubbed her pussy with the massage oil and sought out her erect clit. He pushed
two fingers into her pussy, rubbed her clit with his thumb and located her
G-spot with two fingers. She had taught him well and she covered her mouth
with her arm as an orgasm rocked her pretty body. She kept her eyes shut as
her body jerked and spasmed on her son's fingers. He removed his fingers from
his mother's pussy and brought them to his nose. He was pleased with her
aroma. Jay's cock was throbbing and he was anxious to cum but he wanted her
ass again.  
  
Jay rolled her over so that she was face down on the bed again and then he
returned his attention to her ass. He kneaded her gorgeous ass cheeks and as
he massaged her ass, he put an ample amount of oil on her asshole. He began to
probe her ass first with one and then two fingers. Before long his fingers
were moving easily in and out of her thoroughly lubed anus. He lifted his
mother up by her hips until her ass was in the air as she rested her head on
the mattress. He removed his fingers and climbed up on the bed with her. He
positioned the head of his cock at the entrance to her ass. As he eased his
slender cock into her, he heard her gasp. Her rectum held his cock tightly and
Jay felt as if he could stay hard forever in his mother's beautiful ass. He
watched his cock saw in and out of her curvy bottom. Diane had her head turned
to the side and she was gripping the mattress sides with both hands as her son
fondled her shapely buttocks and plowed into her. Jay could feel the verge of
yet another big orgasm and it felt like it started in his toes. All of a
sudden it let loose and he filled her rectum with cum for a second time that
day.  
  
Diane felt the warm cum shoot into her rectum and she loved it. She liked the
soothing feel it gave her sensitive passage but she felt unbelievably full
this time. Jay started to fuck her with long deliberate strokes as he admired
her beautiful ass accepting his throbbing spurting cock. He stroked her
marvelous ass cheeks and told her how good she looked with his dick in her
luscious ass.  
  
He kept slowly fucking her ass until his cock started to soften. Diane's
sphincter was involuntarily milking his cock draining it of all his seed. When
his cock slipped from her ass, his cum shot out and ran down the back of her
legs and over her pussy. It looked like his mother was shooting semen out of
her ass. She collapsed face down on the bed and Jay stroked her buns lovingly
as she lay quietly. He was drained and he knew he had nothing left. She rolled
over and had him eat her pussy one more time. Then they were sated and done.  
  
Diane opted for one of her soothing baths while Jay showered. They were
relaxing in the sun room when Albert got home from work. Later Buddy would be
home after closing up the pro shop and having a quickie with Sandy. He asked
Sandy if she could come over one day next week with Monique. Sandy should she
would check with her girlfriend and let him know.  
  
NEXT CHAPTER  
  
Buddy's final week living with the rich family and he and Jay make it
worthwhile for Diane. Sandy and Monique visit and Diane has her first female
sex and group sex with women.




End file.

