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.