Summer of '59 Ch. 02

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.