


Summer of '59 Ch. 02

by walterio



Category: Mature
Published: 2008-06-30
Updated: 2008-06-30
Packaged: 2017-05-07 00:21:56
Chapters: 1
Publisher: literotica.com
Story URL: https://www.literotica.com/s/summer-of-59-ch-02
Author URL:
https://www.literotica.com/stories/memberpage.php?uid=429765&page=submissions
Summary: Cliff's appreciation for older women continues.
Erotica Tags: Anal Sex, Cum Shots, Cum Swallowing, Foreplay, Historical,
Mature Sex, Multiple Orgasms, Oral Sex, Public Sex, Seduction
Average Rating: 4.57






        Summer of '59 Ch. 02


INTRODUCTION  
  
It would help to read chapter one to meet the characters but it is not
necessary. Cliff had his first experience in chapter one with an older woman
but things got a little too kinky for his liking. However that encounter with
a woman twice his age changed the way he looked at older women and he now had
his sights set on his neighbor's mother. Cliff was friends with his neighbor
Steven even though Steven was a homosexual. The term gay was not commonly used
in 1959 and gays then were often referred to as; queers fairies, fags and
homos to mention a few names. Cliff was friendly enough with Steven and his
mother Clara to use their pool and he was attracted to Steven's mother. As
always, all characters are 18 years of age or older.  
  
CLIFF GETS INTIMATE WITH CLARA FAULKNER  
  
Cliff went over to the Faulkner's and when he entered the pool area he spotted
Mrs. Faulkner lying face down on a lounge. He did a double take as he noticed
that she was wearing a two piece bathing suit. Not only that but she had
untied the top so that she would have any tan lines across her back. Cliff
felt his cock stiffen and he thought to himself that maybe the day would be
saved after all. He smiled and entered the pool area and walked toward Clara
Faulkner. This was a real treat for Cliff as until today he had never seen
Clara in anything but her unflattering black bathing suit. Cliff knew the code
to the pool gate and he let himself in. Now as he got close to Clara lying on
her stomach he looked at her body. Her legs were long and shapely all the way
up to her cute bubble butt. Her waist was narrow and her tits, though not
visible, Cliff knew they were small.  
  
"Oh hi Mrs. Faulkner, is Steve around?" Cliff blurted out.  
  
Clara Faulkner had been deep in thought and Cliff startled her. Her immediate
reaction was to look up forgetting about her top being untied. She quickly
recovered but not before Cliff got a glimpse of her cute titties. Clara
covered herself with her loose top and laid back down on the lounge. She
turned beet red with embarrassment.  
  
"Cliff you startled me. Steven is not here he had skating practice today and
he won't be home for a couple of hours," Clara answered.  
  
"Oh I didn't know he had practice today. Is it okay if I go for a swim? I
won't take long," Cliff asked.  
  
Clara felt uncomfortable being with Cliff by herself, not that she didn't like
him in fact she liked him too much and had often fantasized about him. She
knew that she should decline his request and tell him to come back when Steve
was home but she didn't. She really did like having him around especially in
his tight Speedo swim suit.  
  
"I guess that's okay if you want to take a quick swim," she agreed.  
  
Cliff pulled off his shorts and tee shirt leaving him just in his tight
Speedo. His cock had hardened slightly when he looked at Clara's body and the
outline of it was clearly visible in the Speedo. Clara could not help but
stare at his package an act that did not go unnoticed by Cliff. At the moment
Cliff decided that it was now or never to make his move on Mrs. Faulkner.  
  
"Hey Mrs. Faulkner, you're getting a little red on your back. Here I'll put
some lotion on your back for you," Cliff offered.  
  
Clara's top was still untied and the thought of Cliff touching her scared her.
She blushed again and replied, "Oh, I'll be fine. You don't have to trouble
yourself. Just go and enjoy your swim."  
  
"It's no trouble at all," Cliff said as he grabbed the suntan lotion.  
  
Clara felt him squirt the lotion on her shoulders and back and lean forward to
rub it in to her skin. As he leaned forward she felt the hardness of his now
erect cock through his Speedo press against her side. Clara mildly protested
but Cliff just covered her upper body with lotion. He worked his way down from
her shoulders to the small of her back.  
  
"I should do your legs too so they don't get burned," Cliff said now with more
confidence.  
  
"No Cliff, please don't do that, my legs are fine and I can put lotion on them
if I need to," Clara protested feebly, her voice cracking noticeably.  
  
Cliff then started with her calves and worked up to her thighs. As he began to
massage her thighs, Clara felt a familiar stirring in her loins. She was now
as red as a beet but it wasn't from the sun. She tried one more time to deter
Cliff's advances but to no avail. Cliff spent a long time massaging her inner
thighs and occasionally let his hand slip between them. Cliff was really hot
now and he had gotten farther than he ever expected with Mrs. Faulkner. Then
he really got bold.  
  
"I might as well do the front of your body while I have my hands covered with
lotion," he announced.  
  
"Please Cliff no!" Clara pleaded but Cliff was determined.  
  
He took hold of her shoulders and slowly turned her over on her back. Clara
was just about to protest again when Cliff kissed her deeply plunging his
tongue into her mouth. Cliff's tongue sought out hers and he had her reeling
in passion. At that moment Clara was resolved to allow him to have his way
with her. "After all isn't that what she wanted?" she thought to herself.  
  
Cliff kissed his way from her lips to her jaw line and along her neck. He
lightly kissed, licked and nibbled her neckline softly and then he tongued her
ear just enough to add stimulation. Clara knew she should stop but she felt
extreme pleasure. Cliff then 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 so long since anyone
had touched her breasts and it made Clara feel so feminine and so exquisite
that she longed for more of his touches and caresses.  
  
Cliff looked into her eyes and whispered, "You have really cute titties."  
  
Clara didn't like her breasts being referred to as tits or titties. "Why
couldn't he refer to them as breasts?" she wondered as he teased, kissed and
squeezed her breasts. He tortured her by neglecting her nipples as he got
close and blew his warm breath over them exciting her and increasing her
desire.  
  
Clara was on the edge and close to an orgasm just from Cliff's foreplay. All
of a sudden she urgently craved the touch that would provide her with her much
needed release. Cliff brought her to the edge of desire and allowed Clara to
linger there as he touched her. He was experienced beyond his years and Clara
wondered where he learned so much. His one hand cupped her vulva through the
bottom of her bathing suit. Cliff then pulled the crotch of the bathing suit
bottom to one side and probed at the opening of Clara's moist passage while he
continued to tweak and tease her nipples. His wet warm mouth covered the other
breast filling her with lust. Clara's desire to cum was overwhelming.  
  
Cliff had her to the point that she would orgasm if he touched her clit. Clara
was overheated and her pussy was on fire. Just a slight touch would have
ignited her flame and sent her crashing over the edge. A moan escaped Clara's
lips as she beseeched him to touch her. "Please, please," she implored him.  
  
"Please what Clara? What do you want me to do? Do you want to cum?" Cliff
asked her in a seductive tone with all the confidence of a seasoned lover.  
  
"Oh yes, let me cum," Clara pleaded, "It's been so long!"  
  
Cliff pushed both her small breasts together and took both nipples into his
mouth and sucked them. He would release them letting them pop out of his mouth
and then he repeated the process until Clara's hips were moving of their own
accord. Cliff then slid his tongue across her nipples and flicked them back
and forth but stopped before Clara exploded in orgasm. As he touched the tip
of her labia he inserted his finger inside Clara's juicy and wet pussy
searching for her clit. He then spread his remaining fingers opening Clara's
outer lips as he slid his finger back and forth over her hard pearl.  
  
Cliff then knelt between Clara's legs 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. Clara's vulva was swollen with desire as Cliff licked and
sucked her juices from her holding her clit firmly between his lips. Clara's
muscles 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. Little
did Clara know at that moment that Cliff was hardly finished with her and the
best was yet to come? Cliff 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 from his lips, something he had learned from Peggy.  
  
"See how delicious you taste. Your pussy really swells up when you get
excited," he told her and then added, "Now I want to make you feel really good
and we have just begun," he said stroking her face tenderly.  
  
Cliff then pulled Clara's bathing suit bottom down and off her legs leaving
her totally naked on the lounge. Then Cliff stood up and pulled his bathing
suit off and his big cock popped out and stretched forward. Clara was looking
at the largest cock that she had ever seen if her life. Although not enormous,
Cliff's cock looked bigger than her former husband's dick. It had to be at
least 7-8" long and over 5" around. Cliff was obviously proud of his manhood
as he almost posed letting it wave in front of Clara's face. Clara had the
strangest urge to take his cock in her mouth but she had never sucked a cock
before not even her husband's and she was afraid.  
  
Cliff pushed Clara gently back on the lounge and she lay back all the way,
spreading her legs for him. Cliff positioned himself between Clara's thighs,
took her face in his hands and leaned in to kiss her. Clara had forgotten
where she was or what time it was. She had forgotten about her son who could
have arrived home at any moment. She wrapped her arms tightly around Cliff and
held him almost in fear of the imminent penetration she knew was to come. He
slowly inched his impressive organ into Clara 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 Clara to
adjust to his size before he started fucking her. Clara had never been so full
and it had been so long since she had a real cock in her. It seemed like every
fiber in her pussy was alive and tingling.  
  
Cliff broke their kiss and looked down into her eyes. "Mrs. Faulkner, are you
okay?" he asked showing concern.  
  
Unable to speak at that moment Clara nodded yes and shifted slightly beneath
him letting her self adjust to his cock. As Clara lay there the feeling of her
pussy being stretched diminished and was replaced by a wonderful sensation.
Clara knew then that she wanted more.  
  
"Please make love to me," she whispered.  
  
"With pleasure," Cliff replied as a smile spread across his face and he began
moving his hips.  
  
In and out he fucked Clara very slowly at first and got her juices running and
coating them both. Cliff ground his pelvis into her with each inward thrust
keeping his cock in constant contact with her clit. Clara moaned quietly as he
pushed into her and gradually increased the pace. Each drive became more
powerful than the last pushing deeper into Clara with more urgency. Clara's
moans became louder and louder as Cliff's strokes became quicker. As if in a
reflex action, Clara drew her knees up closer to her chest which gave Cliff a
deeper target. In one fluid motion Cliff 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
Clara. He ground himself harder and harder into her and the friction on her
clit so was unbelievable. His cock was stroking Clara's insides and
stimulating her G-spot as his pelvis grinded onto her clit. Clara could feel
herself getting closer and closer to another climax.  
  
"Cliff, I am really close. I am going to cum again," Clara whimpered almost
out of breath.  
  
"Cum for me, I want you to cum for me," he said as he sped up and pushed
harder and faster  
  
Cliff fucked Clara as hard and fast as he could as she came and came and came.
Her body shook uncontrollably, her pussy walls clamped around his cock and she
dug her nails into his shoulders as he continued to fuck her hard. As Clara
came down from her incredible high she could feel Cliff began to tense up.  
  
"Oh here it comes, I'm going to cum, oh yeah here it is!" Cliff exclaimed as
with one final shove into Clara he stiffened and came shooting his load deep
within her.  
  
Clara could feel volley after volley of cum hit the walls of her vagina as
Cliff came and ground against her. The grinding on Clara's clit sent her over
the edge once more as Cliff's cum flooded her pussy. As they calmed down
Clara's legs slowly slipped from Cliff's body and lay limp on the lounge.
Cliff collapsed gently on top of her their bodies covered with perspiration
and the love juices from their intense orgasms. They rested for awhile holding
each other but it seemed like they were together for hours and Clara wondered
what time it was. Remarkably they had only been making love for just over an
hour.  
  
Cliff whispered, "Let's hit the pool."  
  
Strangely enough Clara did not feel guilty or embarrassed by the encounter.
She was now comfortable with her nudity. She felt good about herself and she
was proud to show off her body. Clara entered the pool and relaxed in the
water then Cliff joined her. They began to touch each other as they were
anxious to feel more of each other. Clara groped Cliff's testicles and penis
until he was fully erect again in the pool. Clara lifted his testicles to feel
the weight of Cliff's balls and noticed his sacs were full and bursting again
with desire. Clara then maneuvered the rigid engorged cock between her legs
and rubbed it against her clit. She then placed the tip of his cock at the
entrance of her vagina and rolled the head against her outer lips opening them
slightly.  
  
Cliff unable to wait any longer grabbed Clara's buttocks and drew her closer
until the mushroomed head of his cock just slipped inside. Using his hips for
leverage he forced more of his penis in Clara until all 7+ inches were buried
in her. Clara enjoyed the feel of his massive intruder as Cliff pushed her
against the side of the pool. Forcing her back against the wall his long cock
evoked wondrous feelings in her pussy. After several minutes of bucking his
hips against Clara's pelvis he grunted vocally and she now knew that meant he
was not too far off. Her vaginal walls convulsed around the stiff manhood as
her hips gyrated wantonly and she experienced yet another satisfying orgasm.
Clara felt his eruption approaching and his hot liquid suddenly splashed
against her insides once again.  
  
They stayed in their embrace for a few minutes allowing their emotions to
subside. Clara stepped back from Cliff and his limp cock plopped out easily.
For a brief moment she contemplated taking it into her mouth but then
dismissed the thought as she had never done that not even with her former
husband. Clara then suggested that they should put their bathing suits back on
and then swim a little bit.  
  
"Sure whatever you say Mrs. Faulkner," Cliff agreed with a confident smile.  
  
"I think that you can call me Clara from now on," Clara said as she walked out
of the pool.  
  
Cliff smiled at her as he watched her walk up the steps at the end of the
pool. He knew that he could cum at least two more times and he did want to
fuck her some more. But he knew that Steven was due home shortly and he also
didn't want to push it. He was surprised and elated that things had gone so
well up to this point. Cliff watched as Clara ascended the few steps at the
end and her cute ass swayed with each step. He wondered if she had ever been
fucked in the ass but he guessed that she hadn't. He would like to try one day
however he knew that it would be a real challenge. Peggy had introduced him to
anal sex and ever since then he was always checking out women's asses.  
  
Cliff then got out of the pool and put his bathing suit back on. He and Clara
then swam several laps in the pool before she suggested that he leave before
Steven got home. Cliff reluctantly got out of the pool and put his shorts on
over his Speedo. He had hoped to spend some more time with Clara but he knew
she was right. Clara kissed him on the cheek and then reminded him that this
had to be their secret and that they could only continue their new found
relationship if they were discreet. Cliff then returned to his home.  
  
That night in bed Cliff masturbated again thinking about Clara Faulkner. Clara
was also thinking about Cliff and how their relationship developed so easily.
She loved the touch of a male again and she was still surprised by Cliff's
experience. She loved his body and she thought about his cock again. She had
come close to taking it in her mouth but stopped herself in time. She had
never sucked a cock other than her former husband's and that was only briefly
in foreplay. She struggled with why she was thinking about sucking Cliff's
youthful cock. Clara fell asleep thinking about Cliff.  
  
CLIFF'S NEW JOB HAS FRINGE BENEFITS  
  
The following Monday Cliff started his new job. The first week was one of
orientation as he traveled around with other staff learning the ropes. He went
to different homes and learned how to use the different controls to flush and
backwash the pipes and valves. He learned how to use the different vacuum
systems and make adjustments to pools that were heated. Cliff was a quick
study and the owner was pleased with his progress.  
  
The owner assigned Cliff a couple of homes to service on his own the following
week. He also told Cliff that the week after that they were installing a new
pool and he would be on that assignment. Cliff was thrilled that everything
was going so well and he was curious about what the owner said about certain
households.  
  
"Cliff, you are a good looking young man. Don't be surprised if some of the
housewives or even some of the young girls come on to you," the boss cautioned
him and reminded him, "Just be careful and remember that you are there to
service the pool."  
  
Then the boss winked at him as if he knew that Cliff would probably see his
share of action. Cliff completed his first week of work and that weekend he
was looking forward to starting on his own the following Monday. Cliff hung
out with Steven and Clara at the pool on the weekend but there was no
opportunity for him and Clara to get together. The next weekend Steven was
leaving to spend two weeks at a skating camp and then Cliff and Clara would be
alone. Cliff couldn't wait until Steven left for camp.  
  
The week Cliff was on his own started slow. On Monday he serviced three pools
and on Tuesday two more. It was on Wednesday that things got interesting. He
was at the Thompson's house cleaning the pool. Molly Thompson was walking
around in a very sexy bikini talking with Cliff as he worked. Molly was in her
early forties and she still had a nice body as she took care of herself. Her
husband traveled all the time and presently he was out of the country for a
couple of weeks. Molly was intrigued with the new employee as he was the
youngest that ever serviced her pool.  
  
Molly had fucked a couple of the other pool guys before and that day she was
particularly horny. Her 35-25-35 figure did not escape Cliff's eyes and Molly
knew that he was checking her out. She spotted that his cock was hard in his
shorts. Molly decided to bring some lemonade out to the pool and told Cliff to
sit with her for a minute while he drank his. They sat around for awhile
chatting. Molly was really getting horny and she couldn't get her mind off
sex. Cliff had similar thoughts and he stayed hard most of the time as he took
in Molly's body in her bikini. They finished the lemonade and Molly asked
Cliff to get them refills. Cliff went into the house and located the kitchen.
Molly decided it was now or never so she went into the kitchen right after
Cliff. He was by the counter filling up the glasses when Molly entered the
kitchen. Molly stripped off her bikini and stood naked in the kitchen and then
she spoke Cliff's name.  

Cliff turned around and he almost dropped the lemonade when he saw Molly
standing there naked but then he moved quickly. He put the pitcher on the
counter, came over to Molly and pushed her up against the refrigerator. Cliff
dropped to his knees and drove his face into Molly's vulva. Molly gasped aloud
as she felt Cliff's tongue enter her vagina and seek out her clit. She
couldn't believe that this young stud went right for her pussy with his mouth.
Within minutes Molly was writhing and holding onto Cliff's head as he ate her
through a string of orgasms. Molly was weak kneed and she sank to the floor.
Cliff peeled off his shorts and plunged his big cock right into Molly's pussy.
Molly grunted as the huge cock made its way into her hot hole.  
  
Molly was flat on her back now and she wrapped her legs around Cliff's body as
he pounded her pussy. Molly just seemed to go from one orgasm to the other as
Cliff drove toward his own release. Cliff then stiffened and fired a huge
amount of spunk into Molly's quim. Molly moaned as she felt the warm fluid
fill her womb. Cliff's cock kept moving within her and Molly realized that he
wasn't going soft. Cliff's cock swam around in the combined love juices as he
continued to fuck a tiring Molly. Molly begged him to let her rest a minute
but Cliff just turned her over on all fours and then fucked her doggy style.  
  
Molly had her head on the kitchen floor as Cliff fucked her from behind and
played with her shapely ass. Cliff then got up for a minute and took the
butter from the refrigerator. Cliff massaged the butter into the crack of
Molly's ass. He then pushed one of his fingers into Molly's ass lubricating it
with the butter. Molly flinched and almost screamed out loud when she felt
Cliff's cock at her asshole. Cliff pushed and his cock head cleared her
sphincter. Molly wanted to protest but for some reason she didn't. She then
resolved herself to give up her anal cherry. Of all the young men that had
fucked Molly none of them had ever gone after her ass. But today the youngest
of all the pool boys did just that. Cliff slowly worked his big dick into
Molly's shapely ass and then he fucked her methodically. Cliff fucked her
slowly and his cock steadily went deeper into her rectum until he was
completely buried in her ass.  
  
Molly experienced some slight pain but it quickly turned to cramping and
bloatiness. Now she just felt full as the thick cock stretched her hole. Cliff
picked up the pace as he approached his orgasm and Molly reached between her
legs and finger fucked herself. Cliff tensed and then he unloaded in Molly's
ass. He was so excited that he flooded her rectum with an enormous amount of
semen. Molly felt the huge load fill her ass and she involuntarily milked the
cock with her anal muscles. Cliff stayed in her ass until his cock was drained
and then he pulled it slowly from Molly's asshole. Molly felt a huge void in
her ass as the cock left her hole.  
  
Cliff stood up and picked up his shorts. He left the kitchen leaving Molly
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. Cliff put
his shorts back on and although he thought about leaving, he returned to
cleaning the pool. As much as he enjoyed fucking Molly he was a little
embarrassed by his behavior but he just attributed it to his being so horny.
Cliff just didn't know what he would say to Molly after such torrid sex.  
  
Molly lay motionless on the floor after Cliff left and thought to her self,
"What did I get myself into?" Molly had never expected Cliff to react as he
did. She had cum many times and she was pleased about that but she had never
expected such aggressive behavior. The last thing she expected was to be so
soundly butt fucked. Molly reached for her bung 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 Cliff cumming in her ass in buckets.
Molly made her way out to the Jacuzzi and walked right passed Cliff in her
nakedness. She smiled wickedly at him putting him at ease and then she lowered
her achy body into the warm water. She let the jets wash away the semen from
her holes and then she put her bikini back on.  
  
Neither of them spoke to each other again that day. After Cliff finished his
work he left the Thompson's property. Molly then called the pool service
company and told them what an excellent job Cliff had done and how nice he
was. Molly asked if Cliff could be assigned to her pool on a regular basis
from now on. After the phone call Molly rubbed her tender bottom and touched
her nether hole. She thought that the anal sex wasn't so bad after all and
that she would probably try it again.  
  
Cliff didn't know what to expect when the boss called in the office on
Thursday. Cliff was pleasantly surprised when he learned that Molly Thompson
wanted him assigned to her on a permanent basis.  
  
"You made quite an impression on Molly Thompson," his boss said and then added
"Keep up the good work."  
  
Cliff let the office and then headed off to his next assignment. The next two
pools were cleaned without incident and then he was off to the Jackson's
residence. Martha Jackson was as slut and that was the only way to describe
her. She just liked to fuck and she would fuck almost anyone which is why her
husband finally divorced her. She had fucked about every young man that had
ever serviced her pool. She had also fucked her share of landscapers and
gardeners. She was pleasantly surprised to see the young handsome Cliff arrive
to clean the pool that day. Martha had worn her skimpiest bikini that day and
that had not gone unnoticed by Cliff. Cliff decided that if she came on to him
that he would definitely fuck the shapely Mrs. Jackson.  
  
Martha decided it was time to put her seduction plan into action. She walked
down to the diving board and as she did she loosened the strings on her bikini
top and bottom. Martha had practiced this several times when she was alone.
She stood on the dive board and then executed a perfect dive into the pool. As
she hit the water her bikini bra was stripped away from her body and then the
bikini bottom followed. Martha acted as if she didn't know that she had lost
her bikini and swam to the swallow end.  
  
Cliff had watched her dive and he saw that her bikini came off her body. His
cock immediately stirred in his shorts as he watched Martha swim naked toward
him. Cliff immediately took that as his cue and he wondered what it would be
like to fuck Martha. Cliff stood up and peeled off his shorts and walked
toward the swallow end of the pool where Martha was just starting to surface.
His big cock bobbed in front of him as he approached her. Martha surfaced and
pushed her long blonde hair back over her head and then she spotted Cliff. She
stared at his impressive cock and all of a sudden she wondered if she had made
a mistake.  
  
Martha stood frozen in the swallow end as Cliff entered the water and waded
over to her. Martha tired to make believe that she just discovered that she
lost her bikini and covered her body with her hands. Cliff smiled and took her
hands away from her tits and pussy. Then he pulled her toward him and let her
feel his big cock press into her body. Martha shook with desire and
anticipation.  
  
"You did that on purpose didn't you?" Cliff asked.  
  
Martha nodded and whispered, "Yesss!"  
  
"I'm glad you did," Cliff said as he wrapped his hands around Martha and
cupped her shapely ass.  
  
"Please let's go inside," Martha said softly.  
  
Cliff and Martha walked naked into the house and straight up to Martha'
bedroom. Martha blushed slightly as she sat down on her bed. Cliff sat next to
her and took her hands in his their thighs touching in the process. Martha was
starting to relax.  
  
"You're a very good looking woman," Cliff said as he turned his face toward
hers to kiss her.  
  
Cliff probed her mouth his tongue searching for hers. She moaned as Cliff
French kissed her deeply and then she gasped as if she was out of breath.
Cliff moved his hands over her pert shapely tits extracting yet another groan
from her. He could feel her nipples harden in his hands. Then his hands were
filled with her breasts and he tweaked her rock hard nipples in his fingers.  
  
Martha lay back on the bed as Cliff continued to massage her tits and play
with her nipples. He leaned over her and began to kiss her breasts and suck on
her nipples. Martha continued to moan and then would shiver every now and then
from pleasure. Cliff pulled her toward him so that she could feel her bare
tits against him. Martha groaned as she felt the hairs on his chest tickle her
nipples. Cliff's cock was straining against so Martha covered it with her hand
and squeezed it.  
  
"Stand up please," she struggled to say.  
  
"I have never seen a cock this big and thick," Martha lied as she moved her
hands over it lovingly.  
  
"There are bigger ones than mine," Cliff replied. He then gasped as she
grabbed his cock with both hands and ran her tongue over the head.  
  
She looked up at him as if she was in a trance and lied again as she said, "I
have always wanted to do this."  
  
Martha took the head of his cock in her mouth still holding it with both
hands. Then she removed one hand taking more of it in her mouth. With her free
hand she fondled Cliff's balls and stroked the hardness between his cock and
asshole. She then removed the other hand and grabbed his hips with both hands
pulling and pushing him so that she controlled the penetration of his cock in
her mouth.  
  
Cliff knew he was close to cumming. "I'm going to shoot soon," he warned her.  
  
But Martha just picked up the pace and started to fondle his balls again.
Cliff shot ropes of cum into her mouth. Martha was startled by both the amount
of cum and the force of it. However she gamely held on swallowing as fast as
she good. She continued to suck on Cliff's rod until it was dry of his seed
and softened in her mouth.  
  
"That was incredible," Cliff sighed.  
  
Martha flopped back on the bed savoring the taste of cum in her mouth. Martha
kept her bush trimmed neatly displaying her beautiful cunt. Her pussy was
glistening with moisture from her excitement and Cliff noticed that it was
swollen. He stroked the outline of her slit gently probing with his fingers.
Her clit was large and prominent and Cliff teased it first with his fingers
and then by running his tongue over it. Martha was squeezing both her breasts
with her hands as Cliff played with her pussy. He took the engorged clit into
his mouth and nibbled on it as he sank one, two then three fingers into her
sopping pussy.  
  
"Oh, oh, please," Martha groaned as she had her first orgasm of the night
soaking his hands and fingers.  
  
Cliff then moved up between her legs and eased his hard cock into her pussy.
It slid in easy given the wetness. He worked it slowly with long deliberate
strokes keeping his cock in constant contact with her clit. Martha started
bucking madly and seemed to lose control.  
  
"Oh fuck, fuck me make me cum again," she almost screamed and then added,
"It's so good, feels so good."  
  
"Oh my god, hold me, hold me," Martha yelled as she shook with another intense
orgasm.  
  
Martha wrapped her legs and arms around Cliff as if she was trying to pull him
in deeper. He could feel her pussy squirting and covering his cock with her
juices. That sent Cliff over the edge and he filled her love canal with cum
shooting it deep into her womb.  
  
Martha continued to hold him in a tight grasp as she repeated over and over,
"Thank you, thank you, thank you."  
  
Cliff lifted himself off of Martha and he rolled her over on her stomach. He
gently massaged her body and she cooed in a relaxed state. Her skin was a
little red from rubbing against the bedcovers so he applied some of her body
lotion and rubbed it in. Cliff was getting turned on by the massage and
looking at her shapely ass. He applied more lotion to her ass cheeks and then
he added more to her asshole. Cliff fingered her asshole with his little
finger than a larger one and finally his thumb with his middle finger stroking
her enlarged clit. Martha raised her hips slightly so that he could get to her
pussy easier and by doing so she accentuated her shapely ass. Cliff's thumb
was snug in her ass and his cock was throbbing again.  
  
Martha looked back at Cliff and saw his erect cock and asked, "Do you want my
ass too"?  
  
"Of course," he replied with a snicker.  
  
Cliff removed his thumb and kissed his way down her arched back as he fondled
her curvy buttocks with his hands. He planted kisses on her ass cheeks and
tickled her pink hole with his tongue. She gasped out loud and Cliff was sure
that she was up for anal sex.  
  
Cliff backed off and asked her if she was all right to which Martha wiggled
her ass and told him to keep tonguing her bottom. Cliff lifted her hips up a
little higher and gently spread her ass cheeks wider and lapped around her
bung hole. He penetrated her rectum with the tip of his tongue and he heard
her breathing become shallow and labored. Cliff slipped his tongue in as deep
as he could and Martha went wild. Her body shook with convulsions as she had
yet another intense orgasm as she rubbed her pussy furiously. Cliff held on to
her hips with his tongue buried in her ass as she bucked and trembled.  
  
Martha had totally relaxed and it took her awhile to realize that the head of
Cliff's cock was now in her ass. He had added more lotion along with his
saliva making his dick very slick.  
  
"Not too deep at first, let me get used to it then you can go deeper but
slowly," she cautioned.  
  
Cliff fed it to her a little at a time probably no more than a quarter or half
inch. Each time he allowed her to adjust to the thickness and deepness of the
penetration. It seemed like hours before his cock was fully lodged in her ass.
Once he thought she was comfortable Cliff started fucking her ass, first with
short stokes and then longer ones.  
  
Cliff was so turned on to know that he fantasized that this was her first ass
fuck and that he was the one taking her anal virginity. He watched his cock
saw in and out of her beautiful ass. Martha had her head turned to the side of
the mattress and she was gripping the bed sheets with both hands as Cliff
fondled her shapely buttocks and plowed into her. Cliff could feel the verge
of another big orgasm and it felt like it started in his toes. All of a sudden
it let loose and he filled her asshole with cum. His cock seemed to swell up
bigger than ever and it seemed that his spunk had no where to escape.  
  
He kept slowly fucking her ass until his cock started to soften. Martha' ass
involuntarily was milking his cock draining it of all his seed. When Cliff's
cock slipped from her asshole with an audible pop, his cum shot out and ran
down the back of her legs and over her pussy. It looked like Martha was
shooting cum out of her ass. She collapsed face down on the bed and Cliff lay
down along side of her. They were drained and exhausted. He stroked her buns
lovingly as they lay quietly. After several minutes Martha rolled over and
looked at Cliff's soft cock draped over his thigh. She reached for it with her
hand and played with the soft flesh. Cliff began to harden in her hand and
Martha smiled at his recuperative powers. Martha continued to stroke Cliff's
cock and caress his balls until he was rock hard again. This time she sat on
him and lowered her pussy on his cock.  
  
Martha rode Cliff's cock until she couldn't cum anymore. She just rested her
body on top of him as Cliff continued to thrust up into her in search of his
third orgasm. Cliff's body then went rigid as he ejaculated into her womb
again and Martha was amazed at the amount of spunk that Cliff still produced.
She felt it splash against her inner walls and flood her pussy. They both
stayed still for several minutes and then Martha rolled off of Cliff.
Exhausted she chose to stay in bed as Cliff calmly got up, cleaned up and
dressed. By the time Martha made her way out of bed Cliff had finished his
work and had left the property.  
  
As Cliff drove back to the office he thought about his first week on the job.
He was sure that his boss set him up with the two sexy housewives on purpose.
Cliff never realized that there were so many horny older women but of course
he had never paid much attention to females that weren't his own age before.
Peggy had got him started and in spite of her kinky behavior he had had great
sex with her. That got him to set his sights on his neighbor Mrs. Faulkner and
that seduction had gone easier than expected. Then it was Molly and Martha but
he knew that he wouldn't see them again for a month until the next pool
service.  
  
Cliff thought about Steven leaving for camp on Saturday and he planned to
spend the weekend at the pool with Clara. Cliff was already thinking about
Clara and what they might do together but he knew that she was a little
fragile and that he would have to be careful with her. He certainly didn't
want to screw a good thing up at this point.  
  
CLIFF'S WEEKEND WITH CLARA  
  
Cliff watched for Clara to return home after dropping her son Steven off at
the bus location. He saw her car pull into the driveway and then he made a
beeline over to his neighbor's house. Clara smiled at him when he arrived and
she let him in the house. She was as anxious as he was for sex although she
was still somewhat apprehensive as well.  
  
Clara felt unsteady as she led Cliff up the stairs to her bedroom. It had been
years since a man had been in that room and that was her former husband. They
walked in the bedroom and Cliff looked around as if he was trying to find
something. He spotted the full length mirror in the bedroom and led Clara over
to it. He stood behind her as she faced the mirror and he wrapped his arms
around her kissing her neck at the same time.  
  
Cliff then unfastened Clara's dress behind her neck and eased the top down and
off her shoulders. The top of the dress drooped around her waist and Clara
felt like a woman on her honeymoon. Cliff caressed her shoulders raising goose
bumps on her skin and Clara was sure that he would remove her bra next but he
didn't. Cliff dropped to his knees behind her and pulled her dress down to the
floor. He lifted one foot at a time so that Clara stepped out of the dress
entirely. He pushed the dress to one side leaving her standing in only her
heels, stockings, garter belt, panties and bra.  
  
Cliff then lifted one foot at a time and removed her shoes. Then he stood up
behind Clara and circled his arms around her cupping her bra encased breasts.
Cliff kissed her neck and tongued her ear sending chills through Clara's body.
Next he unsnapped her bra and slowly removed it from her body. Cliff's hands
touched Clara's arms lightly as he peeled the bra straps down them. Clara's
nipples were rock hard and standing out aching to be touched and kissed. Cliff
was enjoying the slow torturous seduction but Clara was going crazy. Clara
then realized that her pussy was sopping wet and soaking her panties. All of a
sudden Clara wished that Cliff would hurry and just throw her on the bed and
make love to her.  
  
But he did not hurry; he took his time and continued the seductive foreplay.
He unsnapped Clara's garters and slowly removed her stockings with painstaking
slowness. First one leg and the other and Clara felt as if she had a mild
orgasm in the process. Then Cliff unsnapped the garter belt and tossed it to
the side along with her clothes. Clara didn't know what to expect next. She
watched in the mirror as Cliff peeled her panties down and off her legs. Clara
had not look at herself fully naked in awhile and now she was watching as her
last item of clothing was removed from her body by a teenage boy.  
  
Cliff left Clara standing in front of the mirror looking at her body as he
quickly stepped to the side out of view and removed his clothes. Then he came
back into view and she caught a glimpse of his erection in the mirror. Cliff
stepped close behind Clara again and took her in his arms. His hands caressed
her breasts and tweaked her nipples. Clara felt his cock brush against her
buttocks and then it found its way into the crack of her backside. Clara
tensed for a moment as no cock had ever come so close to her anus.  

Cliff then began a descent down Clara's body kissing her shoulders, lower
back, buttocks and legs down to the back of her knees. Clara's body trembled
with desire as he planted soft kisses all over her. Cliff worked his way back
up to Clara's bottom and kissed each cheek lovingly. Clara's pussy was flowing
with her juices and she needed to cum soon or she would go crazy. Cliff kissed
Clara's tailbone just above the crack of her behind and she shivered as chills
ran through her body.  
  
Cliff remained on his knees as he turned Clara toward him and then he licked
and kissed her pubes. Clara gasped aloud when his tongue touched her vulva and
sought out her clitoris. Cliff grasped Clara's buttocks and he held her to him
as he licked her pussy and tongued her clit. Clara screamed as a massive
orgasm rocked her body. She held Cliff's head to her vulva as she seemed to
cum forever. Cliff held Clara tightly by her buttocks and he was relentless
with his tongue. Clara tried to push his head away several times but he just
kept eating her and licking her until she collapsed in his grip. Cliff eased
Clara to the floor as he sensed that she couldn't stand anymore and then he
picked her up and carried her to her bed.  
  
Cliff placed Clara down on the bed and she watched as he got on it with her.
He looked at her and smiled and gently pried her legs apart. Cliff eased
himself between Clara's legs and slid his rock hard cock into her pussy. It
felt wonderful as it parted the lips of Clara's labia and nestled deep within
her. Cliff started moving slowly and Clara 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.  
  
Clara felt another orgasm building within her and then she felt his release
fill her womb. His seed jetted into Clara with a force she had not experienced
before. That triggered her orgasm and the two of them rocked together in an
intense climax. Clara's body went limp after her orgasm but Cliff went right
on screwing her. His cock had not softened and Clara knew that she was in for
a long session before he came a second, third and fourth time.  
  
Clara 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 Cliff flooded her vagina
with his seed a second time. This time he collapsed on top of me and she
caressed his back as they both recovered from our orgasmic bliss. Cliff sensed
that he was too heavy for Clara and rolled to the side. They cuddled for
awhile before Cliff rolled over on his back with his cock still buried in
Clara's pussy. Cliff fucked her again and this time Clara just collapsed on
his chest until he came for a third time. After several minutes he placed
Clara on all fours and fucked her again cumming for a fourth and final time
that afternoon. Clara was exhausted and cum filled.  
  
Cliff got up to get dressed as he still had some chores to do at his home. He
kissed Clara on the cheek as she lay prone in her bed.  
  
"Will I see you tomorrow?" Clara asked hopefully.  
  
"You can count on it," he answered.  
  
Clara had no idea that after Cliff left her bedroom that she would see him so
soon again. It was early Sunday morning and the sun was not up yet when Cliff
let himself into Clara's home. He went up to her bedroom, stripped off his
clothes and got in bed with her. Cliff then got under the bed covers and they
cuddled together. The sleepy Clara rolled to her side and Cliff pressed into
her in the spoon position. Clara felt his semi-hard wet penis press against
her buttocks as Cliff draped his arm around her and cupped one of her breasts.
Clara was awakened when she felt Cliff's hard shaft fill her pussy again. He
moved slowly in her until he ejaculated again filling her vagina for a fifth
time in two days. Clara fell back asleep with Cliff's softening cock still
embedded in her vagina.  
  
Clara woke up later that morning with Cliff stroking her body. She smiled at
him although she was a little nervous as she had not woken up with a man in
her bed in years. Cliff had a massive erection and he moved between Clara's
legs and slipped it in her again. Then Clara had the ride of a lifetime as
Cliff screwed her for what seemed hours. She had countless orgasms and she had
to beg him to stop. Cliff then pulled his cock from Clara's body and it was
still rock hard.  
  
Cliff excused himself to use the bathroom and when he returned he had one of
Clara's makeup brushes with him. He teased Clara's breasts and nipples with it
and he soon had her nipples standing out. He tweaked them with his fingers and
told her that she had the nicest little nubs. Clara was turned on again from
the nipple stimulation and this time Cliff rolled her over to sit on him.
Clara lowered herself on his shaft and they screwed until he flooded her pussy
again with his seed. Clara came again and collapsed on top of him. Cliff
caressed Clara's back and buttocks as she recovered from the most intense and
wonderful love making of her life.  
  
Cliff then told Clara that he had to get home and get ready to go to church
with his parents. He said he would see her later that afternoon by the pool.
Cliff got up and got dressed again and then he kissed her goodbye and patted
her on her cute ass. Cliff ran home and thought about the session with Clara.
She had not sucked his cock and he had not fucked her in the ass but all the
same it had been great. Cliff snuck back in his house and into the upstairs
bathroom to shower.  
  
Later that day after church and brunch with his parents, Cliff made his way
over to Clara's house. He told his parents he had been invited to use the
pool. Cliff arrived at the house and let himself in the pool area. Clara was
sitting their in her two piece bathing suit reading the Sunday paper. She
looked up at the handsome Cliff and briefly reflected on their love making and
his stamina. Clara had been expecting Cliff so she offered him some coffee.
Cliff sat down next to her and enjoyed the coffee but a few minutes later he
stood up and removed his shorts. Once again Clara's eyes strayed to his
package outlined in the tight Speedo. Cliff smiled at her and then went in the
pool to swim a few laps.  
  
"Hey Clara come on in and join me," Cliff called to her.  
  
Cliff lifted her tired achy body off the lounge and joined her new lover in
the pool. She swam a couple of laps and then she found herself stripped of her
bathing suit with Cliff's cock embedded in her pussy again. They fucked until
she had multiple orgasms and he filled her pussy once again with cum. Clara
could hardly stand up and she told Cliff that she could not cum any more and
that her pussy was tender from their love making.  
  
"Clara have you ever had anal sex?" Cliff asked boldly.  
  
Clara turned beet red and snapped, "Certainly not and don't you even think
about trying that with me."  
  
"Okay, okay I won't. I was just wondering because some women like it and it
would give your pussy a rest," Cliff said almost apologetically.  
  
"Well I don't like it and I think that it is dirty and unnatural," Clara
stated firmly.  
  
Clara was surprised that this teenager had asked such a question and then she
wondered if he had had anal sex before. Clara did not anticipate the next
question either.  
  
"How about oral sex, have you done that?" Cliff asked.  
  
Again Clara blushed and snapped at him, "No I haven't and I don't do that. Why
are you asking these perverted questions anyway?"  
  
"I was just thinking of other things that we could do since your pussy is
sore," Cliff replied.  
  
"I think it is time for you to leave Cliff," Clara said firmly as she was
upset with him and his perverted questions.  
  
"Hey I'm sorry if I upset you. I just thought that we could do some other
things," Cliff tried to apologize.  
  
"Just leave!" Clara said as she pulled her two piece bathing suit back on.  
  
Cliff put on his suit and then got out of the pool and put his shorts back on.
He looked back at Clara in the pool but she refused to look at him. Cliff just
shrugged his shoulders and left. Clara gathered herself and then got out of
the pool. She picked up the paper, coffee and other items and then went into
the house. She was appalled at the questions that were more like suggestions
that Cliff asked. Clara couldn't imagine taking Cliff's impressive cock in her
ass but she couldn't help think about him fucking some other girl or woman in
the ass. She had to admit that she had been tempted a few times to take his
cock in her mouth but she had never thought about him cumming in her mouth.
Clara would have to be careful from now on with Cliff as she was worried that
he might try and surprise her in bed.  
  
Cliff was a little annoyed at Clara for reacting the way she did but he was
also concerned that he may have fucked things up between them. He did come on
a little strong with his questions but he had hoped to spark her interest not
piss her off. He decided to hit the sack early that night because he would be
working on the new pool installation the next couple of weeks. Cliff wondered
if there would be a sexy horny woman at the new pool site.  
  
NEXT CHAPTER  
  
Cliff works at the new pool installation site and his relationship with Clara
wanes a bit. Steven returns from skating camp and has a surprise for Cliff.




End file.

