Summer of '59

Cliff moved steadily and slowly in and out of Peggy's ass until he felt his release building in his balls. Cliff picked up the pace and thrust quicker and harder into Peggy's ass. His body slapped against her buttocks causing them to jiggle as he fucked her and the sight was erotic. He loved watching his cock slide in and out of her shapely buns. Then his body stiffened and he thrust all the way into her ass as his cum traveled from his scrotum through his cock and shot into Peggy's ass. Cliff felt stream after stream of cum shoot through his cock and go deep into Peggy's rectum. Peggy loved the feeling of cum coating her anal channel and filling her rectum. Cliff had shot an enormous amount of cum in her asshole and Peggy couldn't remember the last time she was so full.

Cliff stayed in her ass for minutes as Peggy used her talented anal muscles to milk his cock dry of any cum remaining in his shaft. Cliff's cock began to soften slightly and he let it slip from Peggy's asshole. He looked at her dilated anus and it looked vulnerable as a little bit of cum trickled out of it. Cliff was then shocked when Peggy spun around and took his semi-erect cock in her mouth and sucked it clean. He couldn't believe that she would take a cock right from her ass into her mouth but the act excited him.

"My poor cunny needs attention right now," Peggy pleaded.

Cliff realized that they were still dressed. Peggy still had her dress on and he still had on his shirt with his pants and underwear around his ankles. In all the time they had fucked and sucked they had never been completely naked. Cliff now wanted to be naked and he wanted to see the rest of Peggy's body. He still hadn't seen her tits yet.

"Peggy I want to see you naked. Let's take all our clothes off," Cliff ordered rather than requested.

"But what if someone comes in and catches us naked?" she whimpered as if a little girl.

"No one is coming in. Now do as you're told or I am going to spank your bottom and put my thing in your pooper again," Cliff replied playing the game.

Peggy acted shy as she stood up and removed her dress and bra. Cliff watched her as he took off his own clothes. Peggy had a great figure and her tits were perfect, not too big and nice and firm. Peggy lay back on the bed and she opened her legs for Cliff. He knew that she wanted him to eat her pussy again and he was only to glad to comply. He slipped between her legs and she cuddled his head in her hands and stroked his hair and he ate her pussy.

Cliff buried his tongue in Peggy's pussy shoving it in as if he was fucking her. Peggy loved the action as he nibbled on her clit while he fingered her pussy. Cliff was really getting into the action particularly because of the way he had Peggy squirming and tossing on the bed. Peggy moved her legs over Cliff's shoulders and pulled his head closer to her pussy. Cliff held on to Peggy's shapely buttocks and squeezed and fondled her firm ass cheeks as he ate her pussy.

"Oh, oh, yes oh, oh!" Peggy cried out.

Cliff continued to eat her pussy as he held her ass tightly in his hands. He then moved his hands up to her tits and found her hard nipples. Cliff massaged her boobs and twirled her nipples in his fingertips as he continued to munch on her pussy and clit. Peggy was tossing and thrusting her pussy into Cliff's face as she moaned and groaned in ecstasy. Cliff decided to play with her asshole again as he ate her pussy. He snuck one hand behind Peggy's bottom and toyed with her asshole tickling the tight nether hole.

"Oh are you going to put your finger in my pooper again?" Peggy sighed.

Cliff stuck his middle finger in Peggy's pussy and got it good and wet with her juices. He then positioned it at Peggy's asshole and shoved it in. Peggy gasped with the abrupt anal penetration but soon had Cliff's finger buried in her ass. Cliff pumped his finger in and out of Peggy's ass as he continued to maul her pussy with his mouth. Cliff loved the feel of his finger in the warm recess of Peggy's ass and he was sure that he could feel his cum in her hole.

Peggy stiffened and gasped aloud as she came on Cliff's face. Cliff held on to her with his finger still buried in her ass and his mouth glued to her cunt. He felt the waves of orgasm rock Peggy's body and his face was flooded with her cunt juice. Peggy kept humping his face until the last of her orgasms passed and she flopped back on the bed. Cliff slipped his finger from her ass and his hands found her breasts again. He stroked her tits and nipples as he gently licked her pussy dry of all her juices. Cliff finished eating her and then sat up kneeling between Peggy legs. Cliff followed Peggy's eyes to his cock and then he realized that he was hard again.

Peggy smiled at him and said, "Oh look at you. Your thing is big and hard again. Are you going to put your thing in my cunny again?"

Cliff leaned forward and aimed his cock at Peggy's pussy. He slid in easily to the hilt and reveled in the warmth of her cunt. Cliff began to pump his cock in and out of Peggy's pussy as she wrapped her shapely legs around his back. Peggy pulled him in with her legs and positioned herself so that her clit was in constant contact with his cock. Cliff began to pound Peggy's pussy and Peggy humped her hips back at him just as hard. The two of them fucked each other frantically breathing heavy and grunting and moaning. Peggy had another orgasm but continued to fuck Cliff toward his. Peggy lost count of her orgasms before Cliff finally filled her pussy with cum.

Cliff stiffened and then thrust into her each time he felt his cum ejaculate. Peggy rocked with him and she clenched her cunt muscles squeezing every drop of cum from his cock. Cliff collapsed on her body as he felt the last surge of cum leave his cock. Peggy held him tight as he relaxed his body. Cliff had never felt so good in his life. He had fucked other girls his age before but it was never like this. He couldn't believe his good fortune in fucking a woman like Peggy. It would change his opinion of older women forever.

Cliff and Peggy lay still in bed for a long time. Cliff caressed Peggy's cute firm tits and rolled her hard nipples in his fingers. Peggy ran her hand along Cliff's balls and cock and she soon had him hard again. Cliff rolled over on her and they fucked again until Peggy begged him to stop that she couldn't cum anymore.

"Oh please we have to give my poor cunny a rest," she pleaded.

"Okay then I will just have to stick my thing back in your pooper," Cliff replied playing her game.

Peggy rolled over and wiggled her ass for Cliff. He got some more lotion and lubed up his cock and her asshole once again. Then Cliff rolled over on top of Peggy and slid his cock into her ass once again. He fucked her slowly for awhile and then he knelt up pulling Peggy with him so he could watch the anal penetration. Cliff fucked her ass slowly for a long time before he came with his fourth load of the day. Cliff buried his cock in Peggy's ass and held it there as he ejaculated into her rectum. As before she used her anal muscles to milk his cock dry and then Cliff pulled his softening cock from her ass. He flopped down on the bed as he was drained and exhausted.

This time Peggy did not go down on him and take his cock in her mouth. She too lay still face down on the bed. Not another word was spoken as Cliff got up and went into the bathroom to clean up. He then dressed and went over to the side of the bed. He looked down at Peggy and stared at her gorgeous ass. It was hard for him to believe that he had fucked her ass not once but twice that day. He noticed that traces of cum seemed to bubble up and trickle out of her ass as she lay there. Cliff patted her on her shapely buttocks and said good-bye.

"I have some more work for you, are you available next weekend?" Peggy asked almost in a whisper.

"Yes I will keep the weekend open for you," Cliff replied and then he smiled to himself and thought, "This could be quite a summer."

Cliff left the house and then he drove back to his own home. He made himself something to eat and as his parents watched TV. Then he told them he was going up to his room as he was exhausted. They said goodnight and he went up to bed. He thought about Peggy and what next weekend would bring. Was it possible that they could do anything that they hadn't already done?

CLIFF LOOKS AT OLDER WOMEN IN A NEW WAY

Monday morning Cliff woke up and went downstairs to have breakfast. His parents had already left for work so he got a glass of juice and a bowl of cereal. After breakfast Cliff went outside to play basketball in the driveway. As he shot hoops in his driveway he spotted his neighbor and former classmate Steven Faulkner.

"Hey Steve, want to join me shooting hoops," Cliff called.

"No thanks, I'm going to clean the pool. Why don't you come over later for a swim," Steven offered.

"Sounds great, I'll be over later," Cliff accepted.

Cliff knew that Steven was a homosexual but he still liked him. Steven had never made a pass at Cliff and they got along fine as neighbors. Steven's parents were divorced and he lived with his mother in the house. Steven handled most of the chores and at times Cliff helped them out. Cliff had never paid much attention to Steven's mom, Clara Faulkner. But all of a sudden he thought back to how she looked in a bathing suit. She always wore a very conservative one piece back bathing suit that had a little skirt on it. It seemed as if she were trying to conceal her curves. But Cliff remembered her great legs, her narrow waist and smallish bust when he saw her at the pool.

Probably because of his recent encounter with Peggy he wondered if Mrs. Faulkner was a good fuck or if she even got laid anymore. Cliff had never known her to date another man. Cliff decided to check with Steven later when they were at the pool together and find out if his mother was seeing anyone. Cliff realized that he was getting a hard on thinking about Mrs. Faulkner. Just then the phone rang and Cliff dashed inside to answer it.

The pool company was on the line and he had been selected for a summer job. He would not be put on the payroll but he would be paid by the job. It was explained that he knew anyone with swimming pools and he got a maintenance contract from them that he would receive a commission in addition to his hourly wage. Cliff was thrilled and his first job would be a week from Monday. Cliff hung up the phone and then he wrote down everyone he knew that had a swimming pool. He would contact them and see if they would be interested in a maintenance contract. He would start with the neighbors that afternoon when he spoke with Steven.

Later that day after lunch Cliff headed over to the Faulkner's back yard and entered the swimming pool area. They really had a nice setup. The pool wasn't huge but you could comfortably swim laps in it. There was a Jacuzzi at the far end that easily accommodated six people and the best thing was that the yard was totally secluded and private. Cliff spotted Steven in one of the lounges and called out to him.

"Hey Steven," Cliff yelled.

"Hi Cliff come on in. I just finished cleaning the pool and sat down to have a beer. Want one?" Steven offered.

"Sure a beer sounds good," Cliff accepted and sat in the lounge next to Steven.

Cliff told Steven about his new summer job with the pool company and that he started next Monday. Cliff also mentioned the opportunity to earn commissions on new business.

"Really that's cool," said Steven and then added, "We should look into having you do our maintenance."

"That would be great if you would check with your mom," Cliff replied.

"I think she might go for it. I'm leaving in two weeks for a skating camp and I will be gone for a little more than two weeks. My mom hates to clean the pool so it would be perfect if she hired you," Steven stated.

"Wow that would be great. As soon as I know how much it costs. I'll get the information to you," Cliff said excitedly.

"Hey let's go for a swim," Steven suggested.

Steven jumped in the water while Cliff was taking off his shorts. Cliff always wore shorts over his tight bikini Speedo. Steven also wore the same type of suit and they both displayed their manly packages. Steven watched as Cliff moved toward the pool and then dove in cutting the water like a knife. Steven felt his loins stir when he caught a glimpse of Cliff's cock outlined in the Speedo. Steven had never come on to Cliff but he secretly fantasized about sucking Cliff's cock and Cliff fucking him in the ass. Steven felt his own cock harden just at the thought of making it with Cliff. Steven snapped out of his day dream when Cliff surfaced and splashed water at Steven.

The two of them then swam around the pool for almost 30 minutes. Steven suggested the Jacuzzi, so they grabbed a couple of more beers and sat in the Jacuzzi. They stayed in the Jacuzzi until they finished their beers and then they jumped back in the pool to cool off for a few minutes. Steven and Cliff then got out and took their seats in the lounge chairs. They rested and chatted for several minutes when they were interrupted by Mrs. Faulkner who had just arrived home from work.

"Steven, I'm home," she called and then she spotted Cliff, "Oh hello Cliff how are you?"

"Just fine Mrs. Faulkner. How are you doing?" Cliff replied politely.

"I'm well thank you!" she answered blushing slightly because she caught herself looking at Cliff's crotch.

"Are you going to join us for a swim Mom?" Steven asked.

"Oh I don't think so. I was going to start dinner," she answered.

"Come on Mom, just for a little while. I'm not really that hungry yet," Steven urged.

"Yeah, come on Mrs. Faulkner please join us," Cliff asked chiming in as he wanted to see her in her bathing suit.

"Oh all right but just for a short while," she accepted.

"Hey Mom bring out some more beers when you come back," Steven called to her.

Several minutes later Clara Faulkner walked back into the pool area carrying a six pack of beer. Cliff studied her like he never had before and he decided that she was indeed a good looking woman. Cliff felt that familiar tingling in his loins and realized that he was getting an erection. Normally he would have been embarrassed and tried to hide it but today he was comfortable with the outline of his erect cock showing through his tight Speedo swimsuit.

Clara spotted Cliff's erection poking through his bathing suit and she felt a chill run through her body. Steven also noticed Cliff's boner and then he felt his own cock stiffen in his swimsuit. Cliff stared at Clara's shapely legs but he could only imagine what was underneath her bathing suit. The bathing suit was so conservative it was unflattering to her figure.

The talked for awhile as they sipped beers and Cliff brought up the pool maintenance issue with Clara. Steven though it was a great idea but Clara was cautious about it and said she wanted to hear how much it cost before she made any decisions. Cliff promised that he would get the information to her next week. Steven and Cliff finished the six pack of beer and then Clara decided it was time to make dinner. She said goodbye to Cliff and headed in the house. Cliff told Steven that he would see him tomorrow and then he went back to his home.

That night after dinner and leisure time, Steven, Clara and Cliff were in bed thinking about each other. Clara was thinking about Cliff, Cliff was thinking about Clara and Steven was thinking about Cliff. Cliff wished that Clara would wear a different bathing suit. A bikini would be ideal but even a two piece would be sufficient to show off her body. Cliff tried to picture her in a two piece bathing suit that showed off her shapely legs, her flat tummy and her curvy ass. He envisioned himself alone at the pool with Steven's mother rubbing suntan lotion on her back and shoulders as she lay face down.

Then Cliff imagined himself getting bolder and putting on her legs despite her mild protest. He let his hands slide inside her legs and Mrs. Faulkner opened them slightly. He then ran his hands over her shapely ass and tugged her bathing suit bottom down just below the cheeks of her ass. He then imagined that he massaged her curvy ass cheeks with his lotion slick hands. He would slip his fingers into the crack in her ass and between her legs locating her pussy. He imagined lifting Mrs. Faulkner up by her hips so that her ass was in the air and then he fingered her pussy and asshole at the same time just as he had done with Peggy.

By this time Cliff had a raging hard-on and he grabbed a hold of it. As he dreamed of the things that he would do with Mrs. Faulkner he jerked hard on his cock. His hand flew over his rod as he imagined fucking her in her pussy and in her ass. Cliff felt pressure in his balls and he knew he was seconds away from a massive ejaculation. He jerked faster and held his cock tighter until he felt the surge in his loins. Cum shot out of the end of his dick and hit the headboard and pillow. The second, third and forth jets landed on his chest as the fifth stream landed on his abs. His cock continued to spurt and cum puddled on his pubes. He released his cock and let it flop on his cum soaked pubes and he took a deep breath. Cliff lie still after his intense ejaculation and let his seed dry on his body. He hoped someday that Mrs. Faulkner would experience the intensity of his ejaculation.

In another bed Clara Faulkner was thinking of just that same thing. She often thought of Cliff and she always got excited when she saw the outline of his cock in his Speedo bathing suit. She knew it would never happen but she enjoyed fantasizing about Cliff making love to her. Clara had not had sex with a man since her husband passed away five years ago. At 42 years old she was still an attractive and fit woman but she purposely dressed conservatively so as not to draw attention to herself. She had dated a couple of times but they were all disasters since the guys wanted to fuck her on the first date. There were a couple of guys at the office who came on to her but they had reputations of bedding other girls in the office and they bragged about it. She had no interest in becoming another topic of conversation.

At 42 years of age Clara looked good. She was 5'5" tall, weighed 120 pounds and had a 33-24-34 figure. She kept herself well groomed and she liked keeping her pubic hair trimmed. Her legs looked good as did her breasts and her bottom. At that moment she laid in bed imagining that Cliff was in bed with her. He was naked next to her and he had pushed up her nightgown over her firm tits. Clara ran her hands over her breasts and tweaked her nipples imagining that it was Cliff doing it. Then she moved her hand down her body making believe that it was Cliff's. She tickled her vulva and then slipped a finger in her pussy. She sought out her clit and then pushed two more fingers into her pussy. Clara imagined Cliff rolling over on top of her and slipping his big cock into her. Her fingers worked her pussy frantically as she rushed toward her orgasm. Clara's body lifted off the bed and her hips gyrated as her fingers dug into her pussy. She had to muffle her scream with her free hand as her intense climax rocked her body. She humped her hand for several minutes and then flopped on the bed, her fingers drenched with her own love juices. Clara lay still as she recovered from of her most intense masturbation sessions ever. She removed her fingers and brought them to her nose. She was pleased with the way she smelt and she found herself wondering if Cliff ate pussy. Then she put the thought out of her mind as she knew she would never be in bed with her neighbor Cliff.

Down the hall a similar scene was played out as Steven fantasized about sucking Cliff's cock. He imagined Cliff big cock spurting in his mouth as he jerked on his own cock. Then Steven shoved a finger in his anus and tried to imagine Cliff fucking him in the ass. Steven jerked his cock rapidly as he fingered his ass and he was soon spurting cum all over his body. Steven then clamed after his ejaculation and lay still, his body cum covered. As his seed dried on is body, he thought about how he might be able to seduce Cliff. As thoughts raced through his mind he started to doze and then fell into a deep sleep. In the other rooms and beds Clara and Cliff also slept soundly.