


Boys of Summer

by walterio



Category: Gay Male
Published: 2011-09-02
Updated: 2011-09-02
Packaged: 2017-05-11 07:01:58
Chapters: 1
Publisher: literotica.com
Story URL: https://www.literotica.com/s/boys-of-summer-2
Author URL:
https://www.literotica.com/stories/memberpage.php?uid=429765&page=submissions
Summary: A straight boy, a gay boy, and a lady boy have summer fun.
Erotica Tags: Bisexual Male, Gay Anal Sex, Gay Large Cock, Gay Oral Sex, Gay
Threesomes, Massive Cum Shots, Transexual, Virility
Average Rating: 4.43






        Boys of Summer


PRELUDE  
  
Roy looked down at his close friend Justin and watched as his big dick slid in
and out of Justin's ass. It was a sight that Roy had come to love. His
impressive cock would disappear into Roy's shapely ass and then re-appear
again. Roy would pull it out until just the head remained in Justin's ass and
then Roy would drive it back in causing Justin's curvy buttocks to jiggle.
Justin had his head down on the mattress turned to one side so he could watch
Roy fuck him. Justin's back was arched further emphasizing the shape of his
marvelous ass. Justin's hand stroked his own cock as Roy drilled him with
conviction.  
  
Roy felt his ejaculation building in his loins so he pulled his cock from
Justin's ass and jerked it off until he shot his load. Roy aimed his cock so
that the first forceful stream hit Justin's anus. The next two jets, almost as
forceful as the first, landed in the crack of Justin's ass and trickled down
over his anus onto his ball sac. Three more ropes of semen landed on Justin's
buttocks before Roy pushed his cock back into Justin's ass. As Roy re-entered
Justin, he pushed his semen into Justin's rectum and then resumed fucking him.  
  
This was their favorite position and favorite ways to cum. Justin loved
feeling the warm sperm land on his ass and then feel it pushed back into his
ass with Roy's cock. Roy also loved watching his cock spurt and shoot jets of
semen onto his friend's buttocks and anus. Roy resumed fucking Justin and
Justin continued jerking off. They were both capable of four to five
ejaculations a day, not atypical for virile 18 year olds. Roy would fuck
Justin until he ejaculated a second time only that time, he would remain in
Justin's ass and fill his rectum with a copious load.  
  
The third time they fucked, Justin would be on his back as Roy fucked him
missionary style. Justin would shoot twice before Roy came a third time and
Roy liked watching Justin cum all over his chest and abs. When Justin
ejaculated his sphincter would contract around Roy's cock pushing Roy toward
another release. Roy would stay in Justin's ass and shoot more semen into his
rectum. Their final time would be while they lay on their sides in a spoon
position as Justin fucked Roy slowly. In this position Roy would reach around
Justin's body and jerk his friend's cock until they both ejaculated again.  
  
Roy had no interest in another guy's cock but he had become accustomed to
jerking off Justin while he fucked him. Roy's girlfriend Susan was vacationing
with her parents in the Canadian Rockies during the summer months so Roy was
happy he had Justin to fuck. Susan had introduced Roy to anal sex and he loved
fucking her in the ass. Now that he was getting blowjobs and fucking Justin,
Roy didn't really see much difference between Justin and Susan. In fact Justin
gave better head than Susan and he liked to swallow which Susan didn't.  
  
They had had sex that morning for nearly three hours and they rested in bed
for another half hour before they got up. The two of them showered, put on
their bathing suits and ate breakfast. After a late breakfast they lounged by
Justin's swimming pool and relaxed in the warm California sun. Roy like
hanging out poolside at Justin's house and spending the days with his new
found lover. Whenever Roy was fucking Justin or receiving blow jobs, he
realized that he never thought of his girlfriend Susan. That day they would
soak up some rays until early afternoon and then Roy would fuck Justin once
more before Justin's parents arrived home from work.  
  
TWO MONTHS EARLIER  
  
Roy and Justin were neighbors and they had attended the same high school. They
did not hang out in high school as they ran in different circles. Roy was a
jock and dated a cheerleader named Susan. Justin was still finding out about
himself and he liked boys more than girls although he had not had sex with
either. They were a contrast in stature as Roy was 6'2" and a fit 180 pounds
and Justin was 5'6" and a slender 145 pounds.  
  
Roy was muscular and he was blessed with a nice cock that Susan dearly loved
taking in all her holes. She measured it once when Roy was rock hard and it
was just shy of 8" long and a little more than 5" around. Justin on the other
hand had a feminine looking body with a very curvy ass and an average size
cock of 6" long and almost 5" around. Roy had dark brown hair and his body was
ripped with washboard abs. Justin had light brown hair but hardly any body
hair and his skin was flawless. His hair covered the nape of his neck and
looking at Justin from behind he could easily be mistaken for a girl.  
  
It was only one week after high school graduation and Roy was outside doing
yard work while his parents were at work. He was already missing his
girlfriend and wondering what he was going to do about sex while she was gone.
Justin had walked out to get the mail and he spotted Roy working in the yard.
Justin said hi to him and received a casual wave in reply. Justin liked Roy
and he liked looking at Roy's muscular body. Justin tried to imagine what it
would be like to be naked with Roy in bed.  
  
Two weeks passed by before the two boys finally got together. Justin began
fantasizing about Roy and he jerked off regularly while thinking about him.
Justin began to finger his anus as he jerked off and imagined that Roy was
fucking him. Justin had never had sex with anyone but he had gotten a hold of
a gay porn movie which he watched all the time and studied the technique of
the porn actors. Justin began putting bigger things in his ass than his
fingers. He started with carrots and he liked the tapered shape as it allowed
him to increase the thickness gradually. Next he tried small cucumbers and he
managed to stretch his anus to where he was sure that he could handle a cock
in there.  
  
In those two weeks Roy was also climbing the walls and jerking off thinking
about Susan. Roy was ripe for a seduction but he never expected it to be
Justin. One day Justin invited Roy over to use the swimming pool and Roy
accepted. For a week Roy went over every afternoon and hung out at Justin's
pool. Both boys wore bikini Speedos showing off Roy's package and Justin's
curvy ass. More than once they checked each other out with Justin being
curious about the size of Roy's cock and Roy looking at Justin's shapely ass.
Roy surprised himself when he thought that Justin had a nicer ass than Susan.  
  
One Monday late morning Roy joined Justin at the pool as Justin had invited
him for lunch as well. They were both covered in sunscreen lounging by the
pool when a thunderstorm caught them by surprise. They dashed inside laughing
as hail fell behind them. Once inside, Justin offered Roy a beer and then they
went into the family room to watch TV until the storm passed. They draped
towels on the furniture and remained in the bikini Speedos.  
  
Justin broke the ice and asked about Roy's girlfriend Susan, "Do you miss
Susan?"  
  
"Hell yes, I haven't gotten laid in weeks," Roy blurted out.  
  
"Oh wow, so you two were doing the dirty deed," Justin observed.  
  
"Oh yeah, she is great in the sack and we had great sex together. What about
you Justin? What do you do for sex? I haven't seen you dating anyone," Roy
challenged.  
  
"No, I haven't been dating. I just jerk off when I have the urge. Do you jerk
off thinking about Susan?"  
  
"Yeah, I have to admit I do. I think about the times we had sex together and I
visualize fucking her again. It works but it's not the real thing."  
  
"Did you two have oral sex together?"  
  
"Sometimes, she liked to do a 69 so we could eat each other."  
  
"Wow that sounds hot!" Justin said trying to picture what it would be like to
suck Roy's cock.  
  
"My favorite was anal sex though. Susan loved it in the ass and anytime she
had her period that's what we did," Roy added.  
  
Justin looked at Roy's crotch and saw that his cock looked larger. "He must be
getting an erection," Justin thought to himself.  
  
Justin then felt his loins stir and he got up to get a couple of more beers.
Roy watched Justin walk in to the kitchen and his loins also stirred when he
looked at Justin's ass. Justin returned with the beers and he noticed that Roy
had a massive erection in his bathing suit. Justin blushed and then sat back
down.  
  
"Damn all this talk has got me horny. Too bad you're not a girl, I'd fuck your
brains out right now," Roy announced.  
  
"I could be," Justin said nervously.  
  
"You could be what?"  
  
"I could be a girl. I could suck your cock or you could fuck me," Justin
offered with trepidation.  
  
"Are you gay? Have you been with other guys?"  
  
"No I haven't but I have been thinking about it and about you in particular,"
Justin admitted.  
  
"I'm not gay. You know that, I'm fucking Susan," Roy snapped.  
  
"I know but Susan's not here. Wouldn't a blow job be better than jerking off,"
Justin asked boldly now.  
  
"Sure but with a guy, besides you said that you haven't sucked a cock yet."  
  
"Right but I would love you to be my first. Look how hard you are. Can I see
your cock?" Justin almost begged.  
  
"I'm going to take it out but not a fucking word to anyone, understand?"  
  
"I promise," Justin replied excitedly.  
  
Roy pulled his Speedo to the side and his erect large thick cock popped out.
It looked beautiful to Justin who came over and knelt along side Roy. Justin
marveled at the beautiful cock and for the first time took a cock other than
his own in his hand. Justin loved the feel of another cock and he stroked it
slowly sliding his hand all the way up and down the shaft. Roy groaned with
pleasure as a male hand different than his own stroked his erection. He closed
his eyes and tried to picture Susan jerking him off.  
  
Roy felt the wetness cover his cock as Justin took several inches in his
mouth. It was a familiar sensation for Roy but Justin's first experience.
Justin recalled what he had seen the porn actors do in the movie and he tried
to replicate those moves. Before long his head was bobbing up and down testing
his gag line and he had Roy groaning in pleasure. Justin loved sucking cock
and he knew that he was now hooked forever. Roy just kept his eyes closed and
enjoyed the oral sex but he had a difficult time accepting that it was
Justin's first time.  
  
Justin then let the cock head rest against the roof of his mouth and ran his
tongue down the shaft of Roy's dick. Justin had seen that in the movie and it
looked so hot that he had to try it on Roy. As Justin's tongue ran up and down
Roy's cock and swirled around the shaft, Roy felt his ball sac tighten. Roy
knew he would explode at any second but elected not to warn Justin of his
imminent ejaculation. Roy decided if his gay neighbor wanted to suck his cock
then he should taste his cum.  
  
Roy's balls tightened and he felt tingles all the way down to this toes just
before he unleashed a massive load into Justin's mouth. Justin was startled by
the force of Roy's ejaculation and instinctively pulled his mouth off the
throbbing cock. The second, third and fourth blasts hit Justin in the hair,
face and neck before he aimed the spurting cock at his chest. Justin was
overwhelmed with the volume and force of Roy's ejaculation but he was also
thrilled that he had sucked his first cock. Justin took the cock back in his
mouth and sucked it dry. To Justin's surprise, Roy remained rock hard and
Justin suddenly had the desire to take the cock in his ass.  
  
"That was one hell of a blow job Justin. Are you being completely honest with
me that I am your first?"  
  
"Yes, I'm so glad I was able to pull it off," Justin replied happily and then
asked boldly, "Roy would like to fuck me? I would like you to be my first
there too."  
  
Remembering how he stared at Justin's curvy sexy ass, Roy envisioned his big
cock sliding in out between the shapely buttocks. "What the hell, an ass is an
ass," he thought to himself. "Okay Justin, let's take this to your room and I
will give you an ass fuck to remember," Roy promised.  
  
Justin got up and walked to his bedroom with Roy right behind him. Roy stared
at the hot looking round ass encased in the bikini Speedo and all a sudden he
was excited about fucking his neighbor. Both boys stripped off their swim
suits and Justin got in bed on all fours. He handed some lubricant to Roy and
then lowered his head to the mattress. Roy was surprised that he was handed
the lubricant. He had greased up Susan's ass many times but now he faced a
guy's ass. Still Justin looked so feminine on all fours with his curvy butt in
the air that Roy put aside any reservations.  
  
Roy lubricated Justin's ass with one then two fingers and he was surprised how
quickly Justin loosened up. "Are you sure that I'm your first? Your ass has
been stretched before," Roy asked.  
  
"Yes, I've been putting things in my ass but yours will be the first cock,"
Justin said nervously.  
  
Roy thought I got his virgin mouth and now I'm going to take his virgin ass.
He lubed up Justin's ass thoroughly and applied an ample amount of lube to his
cock. Roy then added his saliva making his cock very slick just as he had done
so often with Susan. Satisfied that he was slick enough, he moved closer to
Justin and placed his cock at the nether hole.  
  
Roy's cock head cleared the sphincter and he fed it to Justin a little at a
time. Justin's ass chute was warm and tight as Roy went deeper and deeper into
him. Soon he was all the way in Justin's ass and he started a slow fucking
motion. Roy continued to pump Justin's ass with deep, long, deliberate
thrusts. He caressed Justin's smooth round ass as he fucked it.  
  
Justin asked Roy to fuck him harder and quicker. So Roy picked up the pace and
he pounded Justin's ass faster and faster. Roy's balls started bouncing off of
Justin's ass and Justin moaned with each thrust of Roy's cock. Roy could feel
his climax building and he knew that any moment he would shoot his seed in
Justin's ass. Roy tried to make it last as long as possible but once Justin
contracted his sphincter muscles Roy lost it. Roy fired a barrage of cum in
Justin's ass filling it to overflowing. Roy couldn't remember the last time
that he came so much. As Roy continued to fuck, his cum backed up in Justin's
rectum and oozed out flowing over Justin's balls. Justin instinctively used
his sphincter muscles to milk Roy's cock and drained it dry. Justin's milking
action weakened Roy and sent tingles through his body. Roy pulled out of
Justin and collapsed on the bed next to him.  
  
Justin rolled over on his back and jerked off. Roy watched as Justin stroked
his cock. Justin fired a round of spunk into the air. The first couple of
streams landed on Justin's face, neck and chest. The remainder of his load
landed on his abs and pooled around his pubes. They talked about what happened
between them and promised each other to keep quiet about it. They had the rest
of the week ahead of them and both wondered if their encounter would continue.
That didn't take long to figure that out.  
  
Roy's cock started to stir as he was ready for more action. Roy sat on
Justin's legs just below Justin's buttocks and rested his semi-hard cock in
the crack of Justin's ass. Roy massaged each of Justin's buttocks relishing in
the feel of the round firm globes. Roy felt his cock begin to harden again and
within a few minutes of rubbing Justin's ass Roy was erect again. Roy's huge
hard cock was nestled in the crack of Justin's ass and Roy slid his cock
within the fold of Justin's buttocks.  
  
Justin felt Roy's cock harden again and he said, "I think that you like my ass
Roy"  
  
"I do like your ass. I like fucking you in your hot little ass," Roy replied.  
  
"Are you going to fuck me again now?" Justin asked in a sultry voice.  
  
"I think I will. I'm hard again so I might as well fuck your curvy ass," Roy
answered.  
  
Roy smoothed the lotion all over his cock and then he poured some of it in the
crack of Justin's ass. Roy then fingered Justin's asshole making sure that it
was well lubed for another round of butt fucking. Satisfied that Justin was
sufficiently lubricated, Roy eased his cock into the boy's hot ass for the
second time. Justin pushed his buns up to meet Roy's penetration and the cock
slid in easily. Justin groaned as the thick shaft filled his anal passage
again. Roy fucked Justin for what seemed to be hours before he finally came
again in Justin's ass and then Roy collapsed on top of Justin. The two of them
remained in the same position for several minutes before they separated. Roy
rolled off of Justin and lay on his back beside the pretty teenager.  
  
Minutes later they got up and they both took a shower. They put their Speedos
back on and Justin got lunch ready for them. After lunch they both returned to
the poolside with a couple of beers and contemplated what had just happened
between them. "How do you feel," Roy asked.  
  
"I feel okay but a little constipated. My ass still feels full even though I
washed your cum out of it," Justin replied and then asked, "What about you,
any regrets?"  
  
"No although it does feel weird to have fucked my neighbor. It was good though
and I liked fucking you. You have a great ass," Roy admitted.  
  
"I really like your cock and I loved sucking it too," Justin added.  
  
"You give great head. It's still hard to believe that it was your first time
but I believe you," Roy responded.  
  
"Do you think that we will do this again?" Justin asked hopefully.  
  
"I'm sure we will but I think we did enough for one day," Roy replied with a
chuckle.  
  
Later that afternoon Roy dressed and returned home. In bed that night he kept
thinking about what he and Justin had done. On one hand Roy was upset that he
had had sex with a guy but on the other hand he had to admit that it was great
sex. Justin had not asked Roy to reciprocate and Justin seemed fine with the
arrangement. In the other house, Justin was in bed thinking about Roy. Justin
massaged his balls and stroked his cock as he replayed the day's events.
Justin hoped and prayed that he and Roy would continue to have sex that
summer.  
  
As it turned out that week, Roy and Justin had sex together everyday. On
Tuesday Justin asked Roy to fuck him missionary style. Justin lay on the bed
on his back with his legs splayed. Roy moved between Justin's legs and slipped
his rock hard cock into Justin's ass. Justin held his legs apart as Roy buried
his cock deep into his neighbor. Roy fucked Justin in this position for quite
sometime before he was ready to cum. Roy didn't enjoy the missionary position
as much as he preferred to look at Justin's curvy buttocks when he was fucking
him. However, Roy accommodated Justin's desire for that position as it was the
least he could do.  
  
Roy watched as Justin's hard dick bounced off his tummy as Roy pummeled
Justin's ass. Surprisingly, Roy had the urge to hold onto Justin's cock as he
fucked him. Justin squealed with delight when Roy grabbed Justin's cock and
began to jerk him. Justin screamed out loud that he was close and Roy jerked
him faster. Justin came in buckets and the first shot went past his head and
splattered against the headboard of his bed.  
  
From that day on, Roy would become accustomed to jerking off Justin's cock. In
fact he started to look forward to it. Roy loved to watch Justin shoot cum
onto his body. Roy learned to tease Justin and at times he would squeeze
Justin's cock tightly to delay the ejaculation. Roy would finally release his
grip on Justin's cock and Justin would shoot past his own head and splatter
the headboard or the wall behind it. After the first shot soared by Justin's
face and hit the wall or headboard, the second and third volleys would hit
Justin on the neck, chest and abs. Finally the remaining cum would ooze from
his cock and puddle around Justin's pubes.  
  
On one occasion after Justin came all over his own body, Roy pulled his big
cock out of Justin's ass and sprayed his load on Justin's body. Justin watched
as Roy's first discharge reached Justin's neck and then as the second, third
and forth sprays covered Justin's body. Justin's and Roy's semen merged into
one pool and puddle on Justin's body. Roy and Justin also played games at
times as Roy would try to cum in Justin's ass as many times as he could
without pulling out his cock. Roy only made it to three ejaculations when
keeping his cock buried in Justin's ass, although he did come close to a
fourth one time. Roy enjoyed fucking Justin's beautiful ass and he savored
every moment he was buried in him. Roy always took his time fucking Justin as
he tried to make each fuck session last as long as possible.  

By the end of the week Roy was more than comfortable having sex with Justin
and of course Justin was thrilled. The following week would be more of the
same as the two neighbors and lovers became closer. Still Roy was not into
cock and as long as Justin didn't press it, Roy would continue to fuck him.
They would spend all day Monday, Wednesday and Friday together while the
parents worked. On Tuesday and Thursday afternoons Justin had piano lessons so
he and Roy only had sex in the morning. Roy checked out Justin's piano teacher
on several occasions and he thought that she was pretty hot.  
  
Roy started to hang out at the swimming pool while Justin had his piano
lessons. Roy spotted the teacher checking him out every once in a while and
Roy wondered if he should hit on her. The piano teacher was named Paula Moore
and Paula would surprise both Roy and Justin one day.  
  
BUSTED AND A NEW DISCOVERY  
  
It was a rainy misty day on Tuesday when Paula arrived to give Justin his
piano lesson that afternoon. Paula was dressed in a short raincoat barely
covering the mini skirt. Paula also wore leather boots than covered the calves
but left the shapely legs displayed. Paula's mini skirt was tight and short
and emphasized firm luscious thighs leading up to a nice round ass. Roy was
still at the house that day when Paula arrived.  
  
Roy and Justin had been fucking earlier that day and they had taken a break
for lunch and for Justin's lesson. Roy decided to hang around that afternoon
until the lesson was over as he wanted to fuck Justin again. Roy took a beer
into the family room and kicked back while Justin had his lesson. Several
times Roy looked over at the piano and ogled Paula's legs. Paula's tight skirt
rode high up and barely covered the panty covered crotch. Roy was getting a
hard-on as he wondered if Paula liked to fuck. Roy guessed that Paula was in
her early twenties and not too old for him.  
  
The piano lesson lasted an hour and then Paula left practice instructions for
Justin. Smiling sexily at Roy, Paula left the house. Roy and Justin were so
ready for sex that they stripped off their clothes and fucked on the family
room sofa. Justin was kneeling on the seat cushion leaning over the back of
the sofa as Roy stood behind him and slid his cock into Justin's ass. They
were consumed with their sex act when Paula walked back into the house. Roy
was thinking about Paula as he drilled Justin's ass but neither of them heard
Paula re-enter the house.  
  
Paula had forgotten some sheet music and didn't bother to knock as it had not
been that long since the lesson. Paula walked in the front door, walked toward
the piano and heard Justin grunting in the family room. Paula looked over and
saw Roy driving his big dick in and out of Justin's shapely ass. Paula stood
still and watched them for several minutes before calling out to Justin.  
  
"My, my Justin, do your parents know how you spend your time at home?" Paula
said sexily.  
  
Both boys looked at Paula in shock. Justin was scared that Paula would tell
his parents and Roy was scared because he had been caught fucking a guy. Roy
pulled out of Justin's ass and his big cock wavered behind Justin's curvy
buttocks.  
  
"Very impressive Roy," Paula remarked.  
  
Paula took the raincoat back off and stood in front of the boys as if waiting
for something to happen. Roy suspected that Paula was up for some action so he
stood up and walked up behind Paula and put his arms around the pretty young
piano teacher. Paula cooed when Roy put his arms around the teacher and held
tightly. Roy nuzzled Paula's neck and then let his hands slip under Paula's
cotton sweater to find Paula's medium sized firm breasts. Roy fondled the
breasts and tweaked the nipples causing Paula to groan. Justin was stunned and
mortified as Roy fondled Paula's body. Roy then pulled the mini skirt up
baring Paula's panties and when he reached into the panties to finger a pussy
he encountered Paula's erect 6" cock.  
  
"What the hell?" Roy yelled and jumped backward when he felt Paula's cock.  
  
Roy moved away quickly and stared in disbelief. "Paula's got a dick," Justin
blurted out.  
  
"No shit!" Roy shouted.  
  
"Now come on boys. It's not like you haven't seen a cock before and you two
were certainly enjoying yourselves minutes ago," Paula said sexily and then
announced, "I need to get comfortable too."  
  
Roy and Justin watched as Paula stripped and stood naked before them. "Roy, I
would love for you to fuck me just like you fuck Justin," Paula said in the
sexiest tone he could muster.  
  
"I'll fuck you," Roy stammered not sure what else to say or do. Roy stared at
Paula's naked form and then asked, "What do they call someone like you?"  
  
Paula smiled and replied "There are lot's of names for people like me.
Transsexual or tranny for short, ladyboys is another and of course there are a
few not as flattering," Paula explained.  
  
"I think that I like ladyboy," Roy said.  
  
"My name is Paul but when I decided to look like a girl, I changed it to
Paula."  
  
"You look like a girl to me," Roy noted.  
  
"Good, now let's get started," Paula said as she approached Roy.  
  
Paula stared at the 8" cock in front of him as he knelt down and then he
lowered his mouth on the shaft and began to slowly sucked Roy's dick. As Paula
sucked Roy's cock, Paula wondered how it would feel in his ass. It would be
the biggest cock that Paula ever had in the ass and the prospect of it excited
him but concerned him as well. Roy was incredibly turned on and without
warning he ejaculated into Paula's mouth. Paula was caught off guard by the
volume and force of Roy's ejaculation but Paula recovered quickly and managed
to swallow Roy's entire load. It had been awhile since anyone had cum that
much in Paula's mouth.  
  
"Now Justin it's your turn while we let Roy recover," Paula said as he knelt
in front of Justin and sucked his cock.  
  
Justin was thrilled to be getting his first blow job and he came within
minutes. "Justin now I want you to suck my cock," Paula directed.  
  
Justin complied and took Paula's cock in his mouth and sucked on it until
Paula shot his load into Justin's mouth. Justin swallowed Paula's load and
Paula smiled and said, "Good I liked that. You are a very good cocksucker."  
  
Roy was rock hard again and he was anxious to get his cock into Paula's hot
looking ass. He stared at the piano teacher who was golden tan except for the
tits and ass. The tan lines further emphasized Paula's shapely figure and
great looking ass.  
  
Paula said to Roy, "Now I want you to fuck me but first we have to grease up
that ass buster of yours."  
  
Paula took the tube of lubricant and applied it to Roy's cock. Roy stayed hard
the entire time as Paula stroked the impressive young shaft. "I like playing
with your cock. I bet I could do this all day but I do want you to fuck me,"
Paula cooed.  
  
"Let's go in my bedroom," Justin said hurriedly.  
  
The three of them walked naked into Justin's bedroom and Paula got on the bed
on all fours and handed the lube to Roy. "Get my ass ready for your big cock,"
Paula whispered.  
  
Roy took the lube and squirted a gob right on Paula's anus and then pushed it
in. Roy worked first one finger and then a second In Paula's asshole. Paula
put his head down on the bed and arched his back further emphasizing the shape
of his curvy ass. Roy was still amazed how much Paula resembled a girl and it
served to turn him on even more. Roy caressed Paula's lovely ass as he
lubricated his asshole. Justin then let his fingers drift over Paula's scrotum
and tickled his perineum. Paula's cock twitched when Justin's finger ran over
the perineum and again when he caressed the tight ball sac. Satisfied that
Paula's ass was ready; Roy knelt behind him and eased his cock into Paula's
ass.  
  
Paula placed his hand on Roy's thigh as if to guide the penetration. "Nice and
slow, let me stretch out for you slowly," Paula gasped as his ass was spread
wider than ever.  
  
"Oh my, you really know you have someone in you when you're there," Paula
gasped.  
  
"God you are really tight," Roy echoed.  
  
Roy took his time slowly feeding his cock into Paula's ass and then
withdrawing it slightly. Each time Roy would go a little deeper and then stop
to allow Paula to adjust. Then Paula felt Roy's pubic hairs tickle his
buttocks and he knew that Roy was buried to the hilt. Roy began a slow
methodical fucking of Paula's ass and he relished every second he was in the
beautiful derriere. Roy reached around Paula as he leaned over and his hands
brushed against Paula's tits. Roy had momentarily forgotten that Paula had
tits but now he held the tits and caressed them teasing the nipples as well.
At that moment Roy truly felt like he was fucking a girl in the ass.  
  
Roy that felt that familiar twinge and he pushed his cock all the way into
Paula's ass and held it there as he fired a barrage of cum into Paula's
rectum. "Oh I feel it, I feel it!" Paula exclaimed as round after round was
released from Roy's cock.  
  
Roy placed his hands on the smooth curvy ass cheeks and caressed them as he
filled Paula's ass with seed. Roy stayed hard and continued to fuck Paula
slowly until Paula begged him to move to their sides. Keeping his cock deep in
Paula's ass Roy guided them on their sides and then he resumed fucking Paula.
Roy had his left arm wrapped around Paula's waist and he was holding a tit in
his left hand. Paula guided Roy's right hand to Paula's stiff 6" cock and Roy
jerked him off as he fucked him. "Oh that's it play with my clit," Paula
moaned.  
  
Paula came twice before Roy came a third time. Roy felt Paula's cum shoot
through the stuff rod and land on the bed sheets. Roy then placed both hands
on Paula's tits and held them firmly as he drilled Paula's ass until he came
again. The two of them then lay in bed perspiring and breathing hard when
Justin spoke. Roy and Paula had momentarily forgotten about Justin.  
  
"I want to fuck you now," Justin announced anxiously.  
  
Roy moved off the bed and Justin took his place behind Paula. Justin eased his
cock into Paula's ass and it went in easily. Justin couldn't believe his good
fortune that he had finally got to fuck someone. Justin fucked Paula rapidly
shooting a good size load into Paula's rectum. Paula checked the time and
realized that they had been having sex for almost two hours. Paula suggested a
shower and they all showered together.  
  
Roy could not keep his hands off of Paula's shapely body and he loved washing
Paula's tits and ass. Roy got hard again and he had to fuck Paula one more
time. He slipped his soapy cock into Paula's ass again and they fucked until
Roy ejaculated one more time. Justin had dropped to his knees and sucked on
Paula's cock. Then they finished their shower and the three of them got
dressed.  
  
"That was wonderful boys. I am going to re-arrange my schedule so that I can
be here in the morning. Justin I'll give you your piano lesson at 10:00 AM and
then we will have more time for games afterward," Paula explained and then
left Justin's house.  
  
"Man that was fucking incredible," Roy blurted out as he collapsed in one of
the family room chairs.  
  
Justin sat in the other chair and agreed, "That was so hot. It was great to
have my cock sucked and to get to fuck Paula."  
  
"Just think, we are going to be doing this every Tuesday and Thursday from now
on," Roy said beamingly.  
  
"I can't wait until Thursday. I want so to get blown and fuck again," Justin
echoed his feelings.  
  
"I should go, our folks will be home soon," Roy said as he stood to leave.  
  
"See you tomorrow?"  
  
"Definitely, I'll be here!" Roy called out over his shoulder.  
  
THE GAMES BEGIN  
  
The following Thursday Paula arrived carrying a small overnight bag. Paula
told Justin and Roy that he liked to dress in woman's clothes and act out
certain fantasies. He wanted to do that that day if it was okay with them but
first things first and Justin had his piano lesson. After the lesson Roy and
Justin waited while Paula went into Justin's bedroom to change. When Paula
came back out he had put on a black cocktail dress with spaghetti straps that
was cut about 8 inches above his knees. He wore thigh high nylons with elastic
tops that you could see when he sat down. He also let down his hair so that it
cascaded down to his shoulders. Paula was showing some cleavage and they were
to learn that he was taking female hormones and that he had small implants.
Paula looked very much like a woman in fact a very pretty woman.  
  
"Paula, how many people know about you? I mean what you are?" Roy inquired.  
  
"Just a few of my friends and now you two; if I hadn't caught you guys fucking
I wouldn't have ever revealed myself to you. Now let's get started," Paula
replied.  
  
Paula started the fantasy by saying, "You know I really shouldn't be here with
you two alone, your parents wouldn't approve"  
  
Justin played right along and patted the sofa as he said, "Why don't you come
and sit over here by us and don't worry about my parents."  
  
Paula walked sexily over to the sofa and sat between Roy and Justin. He tugged
his skirt down to try and hide the tops of his hose just as a woman would.
Justin put his arm around Paula and Roy slipped the spaghetti straps down off
Paula's shoulders baring the small breasts. Roy and Justin were amazed how
real the tits looked and how hard his nipples were. Roy leaned over and took
one tit in his mouth and sucked on it emitting a moan from Paula.  
  
"I really shouldn't be doing this!" Paula gasped.  
  
"Just relax," Justin assured Paula as he slid his hand over Paula's thigh onto
the bare skin.  
  
Paula's body was hairless and well pampered. His skin was smooth and without
blemishes. Justin moved his hand up to Paula's panties and stroked his erect
cock through the fabric.  
  
"Oh see what you have done, my clit is so hard now," Paula moaned.  
  
Justin pulled Paula's panties aside and let the erect cock escape along with
the tiny hard balls. Justin stroked the little cock and fondled Paula's tight
testicles as Roy sucked on one of Paula's tits. All of this activity served to
turn Roy on and he felt his cock pressing against his pants as if trying to
get out on its own. Justin tested Paula's asshole and found it already
lubricated.  
  
"See how wet you made my pussy. I really need to go before your parents come
home," Paula said role playing.  
  
"Nonsense, we are going to make you feel good. I am going to suck your clit
now while I finger your hot wet pussy," Justin told Paula.  
  
Justin then leaned over and took Paula's cock in his mouth and slid a finger
deep into his asshole. Paula's cock was just shy of six inches when erect and
fit easily into Justin's mouth. Roy dropped his pants and underwear to his
knees and knelt on the sofa along side of Paula with his big erect cock waving
in the air.  
  
"Here Paula this is for you," Roy said as he moved his cock toward Paula's
mouth.  
  
Paula eagerly gobbled up Roy's big cock. Paula was so turned on that he came
in Justin's mouth sooner than he expected. Justin sucked Paula's cock until it
was soft and then he removed Paula's panties. He pushed Paula's skirt up to
the waist and raised Paula's legs exposing his asshole. Justin lowered his
pants and lined up his cock with Paula's asshole. With one push Justin was
buried balls deep in Paula's ass and he began to fuck him in search of his own
orgasm.  
  
Paula was an excellent cock sucker and had Roy on the verge of his first cum.
Roy warned him that he was cumming and fired volley after volley into Paula's
warm sucking mouth. Paula sucked Roy dry and kept the cock in his mouth as
Justin continued to fuck him. Justin then announced that he was going to shoot
and he blasted his first load into the recesses of Paula's ass. Justin
continued to fuck Paula until his cock softened and slipped from Paula's
asshole.  
  
"Oh look at me. You two filled my holes with your juice. I am such a slut,"
Paula said playing out his fantasy.  
  
Paula did look like a slut on the sofa with the dress gathered around his
waist. His tits and ass were on display along with his limp cock and signs of
semen on his body and leaking from his ass. Paula jumped up, picked up his
panties, faked trying to cover his exposed body and ran from the room as if he
were truly embarrassed and ashamed.  
  
Justin and Roy stripped off their clothes and waited for Paula in the family
room. Paula came out dressed as a school girl. The uniform was complete with a
white blouse, bow tie, navy blue jacket; a plaid skirt cut 10 inches above the
knee, white knee high socks and saddle shoes. Underneath he wore white cotton
panties and a white bra. It was unbelievable how much he resembled a
schoolgirl.  
  
"You boys should put your clothes back on and I'm going to leave before your
parents come home," Paula said.  
  
"Why should we do that?" Roy said playing along.  
  
"Because the last time my boyfriend's parents caught me doing bad things and I
should not be doing bad things," Paula told them.  
  
"And what bad things did you do?" Roy asked.  
  
"Well the one boy held me by my hair and put his thing in my mouth. The other
boy pulled my panties down to my knees, flipped up my skirt and put his thing
in my pussy," Paula told them and then said, "They kept their things in me
until they shot their hot juice in my mouth and pussy."  
  
Roy and Justin were rock hard again from playing this game with Paula. Paula
spun around allowing the skirt to fly up exposing thighs and panties and then
flopped down on the sofa allowing the dress to rise up displaying the panty
covered crotch.  
  
"Oh look at your things they are so hard. You must have got hard when you saw
my panties. That's what happened last time with the other boys," Paula
giggled.  
  
Justin and Roy went over to the sofa and had Paula kneel on all fours. Justin
grabbed Paula's head lightly and pulled Paula's head down to his cock. Paula
sucked Justin's cock right into his mouth. Roy flipped up the plaid skirt and
pulled Paula's panties down his thighs to his knees. Roy then lined up his big
cock with Paula's asshole and slowly eased it in. Paula's eyes got wide when
he felt Roy's monster inching its way into his ass. Roy applied his saliva
which when mixed with the lube made the entry easier. Once he got used to
Roy's girth, Paula started fucking back at Roy and his ass cheeks slapped
against Roy's thighs.  
  
Justin unloaded in Paula's mouth and Paula greedily swallowed every drop of
Justin's seed. Paula was working his anal muscles around Roy's big dick. Roy
could feel his pending orgasm building in his balls. Roy's body stiffened and
he blasted another load into Paula's ass. Paula felt the hot sperm coat his
rectal lining and he relished the warmth of the cum. Justin and Roy removed
their soft cocks from Paula's holes and sat back on the sofa.  
  
Paula stood up with the panties still around the knees and said, "I mustn't
get my uniform soiled."  
  
Paula then took off the uniform slowly. As each piece of clothing was removed
in was folded neatly and placed in a pile. Paula took off everything except
the knee high socks and stood in front of Justin and Roy. Paula actually was
very shapely with his small firm tits, narrow waist, bubble butt ass and very
nice legs. Paula looked like a shy school girl who just did the dirty deed.  
  
Paula went over to Roy and took his cock into his mouth. Paula massaged Roy's
big balls as he sucked on his cock. Paula could feel Roy's cock hardening in
his mouth once again. Justin was getting hard watching the action and decided
to fuck Paula in the ass. Justin knelt behind Paula and slid his cock into
Paula's ass. Justin's cock went in easy as the asshole had been stretched by
Roy and Roy's cum was still present acting as lubricant.  
  
As Paula sucked Roy and Justin fucked Paula's ass, Justin reached around and
found Paula's hard little cock. Justin jerked Paula off as he fucked him. In a
matter of minutes, the three of them were cumming again, Roy in Paula's mouth,
Justin in Paula's ass and Paula in Justin's hand. They finished up that day
with Paula fucking Justin while Justin sucked on Roy's cock. After cumming for
the final time they all showered dressed and Paula left for the day but he
reminded them that he would see them next Tuesday.  

EPILOGUE  
  
For the next three weeks Justin, Roy and Paula got together on Tuesdays and
Thursdays. As soon as Justin's piano lesson was complete the three of them
enjoyed each other for hours. The games that Paula played were creative and
the sexual coupling positions seemed endless. There were times when Justin and
Paula sucked each other's cock in a 69 position while Roy took turns fucking
them in the ass. Other times the three of them would lay on their sides in a
spoon position fucking. Roy would be behind Justin fucking him while Justin
fucked Paula. The Paula and Justin would switch positions and Paula would fuck
Justin while Roy fucked Paula.  
  
Roy remained at home on Tuesday and Thursday mornings doing his chores while
Justin had his piano lesson. Some days Roy didn't finish his chores until
after lunch and he would join Justin and Paula later. When he arrived he would
find them both naked in Justin's bed sexually sated and resting. On those days
Paula and Justin would kneel side by side as Roy took turns fucking them both
in the ass. Paula had begun calling Justin, Justine and Justin liked it.
Justin told Paula that he wanted to be like Paula and Paula agreed to coach
Justin on his transition. Roy wondered how Justin would ever pull that off
while still living with his parents.  
  
On Mondays, Wednesdays and Fridays, Roy would still visit Justin as he never
tired of Justin's sweet ass. Justin and Roy always coordinated their schedules
so that their home projects and chores were carried out at the same time. That
was so when they got together they could focus on having sex. Roy had
forgotten about Susan as he was getting more sex then he would have ever
imagined. Still he had to plan for her return and how he would handle things.
As it turned out Paula and Justin made that easy for him.  
  
One Tuesday afternoon Roy went over to Justin's house and discovered that
Justin was not home. Paula's car wasn't there either. Roy then spotted an
envelope stuck in the door jamb with his name on it, He opened it up and there
was a note from Justin. Roy read the note and then leaned against the front
door in disbelief. Justin had runaway with Paula and he had left no clue as to
where they were going. In the note Justin explained that he also left a note
for his parents but that he did not tell them that Paula was a ladyboy. Roy
walked back to his home and sat on his deck still in shock.  
  
He had been having sex with Justin for nearly two months and with Paula for a
month and just that like it stopped. They were gone and he would not be
fucking those two hot asses anymore. Roy felt somewhat abandoned even though
he knew someday it would have ended anyway. He only had a couple of weeks
before college started and Susan would be home in a couple of days. Still Roy
wished that he had known about Justin's plans and not have been caught off
guard.  
  
That evening, Justin's mother stopped over and she had the note in her hand.
Roy's mother invited her in and summoned Roy to join them in the living room.
Justin's mother began, "Roy did you know anything about this?" she asked.  
  
"No, I didn't I went over to your house to day to hang out by the pool like we
usually do and I got a note too."  
  
"Do you know if Justin and Paula were having an affair?"  
  
"I wouldn't know but I do know that they were very close and that Justin liked
her. She is very pretty, I can see why he liked her," Roy lied.  
  
"I just can't believe that he ran away without a word. I wish he had told us
about his crush on Paula. Oh well, I hope that he will be happy. My husband is
happy that Justin left with a pretty girl as he always thought that Justin was
gay."  
  
"I'm sure that he will contact you in the near future," Roy's mother added.  
  
"I hope so. Well thank you for being a good friend to him," Justin's mother
said to Roy.  
  
"It was my pleasure. I like spending time with him and hanging out at the
pool," Roy responded thinking if she only knew what had been going on there
for months.  
  
Justin's mother left and Roy wondered where Justin and Paula could have
possibly gone. Later that night in bed he thought about Paula coaching Justin
to become a ladyboy. He visualized Justin becoming Justine and dressing like a
girl. Roy got hard thinking about it and he could not resist jerking off. Roy
then fell asleep thinking about Susan's return and about her fabulous ass.  
  
Days later Susan returned and she and Roy picked up right where they had left
off. They attended the same college and for the next four years they stayed
together. The sex was great between them and they loved each other. When they
graduated from college they got married and began their careers. Roy never
heard from Justin but from time to time he would think about the great fuck
sessions they had had. Roy never looked at another guy the way he had with
Justin and Paula and sex with another guy never crossed his mind. Life was
good with Susan and their sex was great. Roy was not going to screw that up.
Still he wondered if some day a pretty woman would walk up to him and
introduce herself to him as Justine.




End file.

