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A woman is a woman is a woman...

-Anonymous

 

 

Jonathan pulled onto the expressway heading North.   Although it was Friday and he could see the delight in the other driver’s faces, he was not as enthused. Jon knew this weekend would be just like every other weekend since 1997. He thought back about how happy he and Sharon were. They would make love several times a day and she had no problem with anything he wanted to try. He remembered the first time he convinced her to experiment with anal play. Jon had found early on in his sex life that he loved all types of anal play.   

When he was 16 and discovered masturbation he would instinctively slide a finger into his ass. This usually brought him to instant climax. He had trouble with most women, because he was shy. He would not have the nerve to ask them to touch his ass, for fear they would think he was weird or gay. One night while Jon was asleep, he heard his father come home. He heard a woman’s voice. Jon lived with his father. His father had been divorced from his mom for only six months, but dad seemed to be recovering very quickly. Jon listened at his bedroom door as he heard them talking and the woman giggling. He cracked his door just enough to peak into his father’s bedroom. Dad was peeling the dress off the woman, exposing her breasts and then all the way off. Her Pussy was blocked as Jon watched his father suck her pussy. Jon’s hand now inside his underwear fondled his growing cock. He bit his lip as he watched her now go down on his dad. She sucked his cock all the way down, just like the women in the movies he had seen. Jon had discovered his father’s porno collection in the closet, and had found it to be a useful tool while he pleasured himself. The woman was now smiling up at his dad as she licked the shaft of his cock, her finger massaged his ass and then she inserted it in him. Jon was rock hard now and watched intently as this woman was fingering his dad’s ass. “You like that don’t ya” she asked him. He was really liking it, his legs raised in the air now to give her even easier access. “You stay right there baby, I know what you need.” She got off the bed and walked towards the door. Jon was stroking his cock fast now and he froze as he thought he made eye contact with the woman. She smiled at him, almost calming him, telling him it was ok that he watch. She grabbed her pocket book off the doorknob and pulled out a strap-on cock. She also pulled out a squeeze bottle. Jon’s mouth opened wide, he couldn’t understand why this turned him on even more, seeing her pull this rubber cock up to her waist and tie it on. She stroked it, teasing his dad. “Get over here and suck my cock” she said in a sexy voice. Jon’s dad climbed off the bed onto his knees and crawled over to her. She held the rubber dong out. Dad’s mouth engulfed the thick shaft and she held his head, gliding it deeper and deeper into his mouth. Jon slid his underwear off now and was pulling his cock while his other hand massaged his ass. He knew he had to wait, had to see what would happen before he shoved his finger into himself. His dad stood up and leaned over the bed, his ass up in the air. The woman came up behind him and held the squeeze bottle high, Dripping the liquid on his dad’s ass. The liquid running down the crack off his ass, she worked it into his crack with her hand. She slowly inserted the rubber cock into him , her smooth ass and legs looked so hot, standing behind his dad as she plunged her toy into him. Jon’s finger entered his ass now, he couldn’t fuck himself deep enough, he licked his lips as his dad’s moans of pleasure got louder and louder. She was driving the cock into him now and slapping his ass, “You like that huh, you like my thick cock in your ass, yea baby.” She continued to talk dirty to him and fuck him harder and harder. Jon’s cock pulsed hard and he fell onto his back on his bedroom floor. His cum shot so hard he felt it hit his face and torso.  He lay there for a few moments and then peeked through the door once more. His dad was fucking her in the ass now. She still wore the dildo and his dad pulled out of her and shot his white load all over her ass. Jon snuck back into his bed and fell asleep. 

The highway was jammed as Boston traffic always seemed to be. Jonathan came out of his little day dream and realized his cock was pushing to get out of his pants. He had to stop thinking about those things and concentrate on driving. He looked over to his right and saw the driver next to him. She had dark brown hair and an unbelievable smile. Jon smiled back and showing his shyness, looked away. Several times while inching up as traffic crawled, their windows would match up again, and he would see her smiling at him. Soon traffic loosened up and she took an exit. Jonathan peeled off at his exit and headed down Essex Street to his driveway. His excitement from thinking back about the night his dad got plowed by a beautiful woman and the beautiful girl on the highway had dwindled.

    Sharon was a gorgeous woman. She was now 29 as was Jon, she had long dark hair, green eyes, she was about 5’3 with a killer body. Jon had always loved her tits, she had big C’s and on her frame, they were insatiable. Back when they still were in love, he couldn’t wait to get home and fuck her, and her him. These days it was just uncomfortable even to be in the same house. “I’m going away with friends this weekend Jon, I am not going to be in the same house with someone like you.” She said that, and nothing else. Jon’s spirits actually picked up a bit. He would have the house to himself.

Jon and Sharon met in college. They fell instantly for each other and before they even graduated, they were married. They would go to college parties, and every chance they got, they would sneak off to fool around. The first few times together Jon was unable to cum. He would make sure she came to orgasm and would tell her it wasn’t her, that he was satisfied. Sharon knew better and would consistently ask him what she could do. One night after a party at one of the frat houses Jon and Sharon went back to his room. They were fooling around and much more aggressive than usual. Jon was eating her pussy and started to finger her ass. Sharon seemed to enjoy it and he continued to work her tight little hole. “You want to fuck my ass Jon?” she asked between moans. “Only if you fuck mine.” Jon spurted out. Jon got up and used her pussy juices to lube up her ass.  Then started to press his cock head against her hole, slowly pushing into her virgin entrance. Sharon bit her lip and screamed as he slid deeper into her. Her ass was so tight, he started to fuck her faster. “Stop, stop Jon” Sharon pulled forward and his cock slipped out of her. “I’m sorry, I can’t. Jon’s eyes looked worried, he laid down and covered his face with his arm. He felt her tongue work down his body and then on his balls. She bathed his balls with her tongue and then he felt her tongue work it’s way down to his ass. He felt the chills run through his body and he lifted his legs. Her tongue flickered on his asshole and he started to stroke himself. Sharon placed a finger in him and started to fuck him. She was amazed to hear his moans and watched as he jerked his cock fast and hard. She squeezed a second finger in him and he moaned loud and his cum shot straight in the air, landing on Sharon’s head and face. She pulled her fingers from him and without a word climbed on top of him. They slept and the next day nothing was said. Every time after that Sharon would cum and then play with Jon’s ass until he came, dildo’s, strap-ons, finger fucking, she would always please him. After college ended Sharon didn’t want sex as much. Then more and more, she would cum and end it there. Jon wouldn’t ask her to play with his ass, but he became more and more frustrated. Soon, the sex stopped all together. They would argue over little things until finally she spoke up. “why don’t you just find a guy, you don’t want my body, you want a cock up your ass!” Jon tried to convince her he was not attracted to men at all, he just found that a cock in his ass was the most pleasurable thing for him. Sharon distanced herself from him and he asked if she wanted a divorce. She wouldn’t divorce him, she wanted her friends and family to think everything was fine.

Sharon stormed out of the house with a suitcase without saying anything to him. He watched out the window as she drove off. He seemed to relax more and decided he would enjoy himself this weekend. Jon dressed up in a nice black suit and headed back into Boston around 9:00 P.M. He had heard of a club someone mentioned at work and he found a parking spot right out front. The people in the club were dressed from casual, to formal, to really sexy and provocative. He found himself a stool at the bar and ordered a beer. The music was loud and he watched the dance floor. There were a lot of women there, but one Latino woman caught his eye. She had on knee high black boots and black stockings, Her tight black dress hugged her body like she was born with it. He watched as the men pushed and shoved to be the one dancing closest to her. Jon’s eyes locked on her face. No, it couldn’t be, he thought to himself. A quick flashback to earlier in the day entered his head. It was the woman in the car next to him on the expressway. Jon quickly swung his chair around and faced the bar. He watched her in the mirror through the crowd. She was unbelievably hot, the way she moved made all the heads in the place sway back and forth as if in a trance. The music stopped for a moment and he watched as she walked up the two stairs from the dance floor and over to the bar. She was a few seats over from him and some guy was trying to get her to come sit with him. He heard her accent and a chill ran over him. “I’m fine thank you, please, I just want to sit here and rest a moment.” She had such a soft sexy voice. Jon’s eyes were locked to the mirror as the man finally gave up and moved on. She sat down and ordered something. Jon saw her eyes catch his staring at her in the mirror and he quickly looked away.

The bartender was in front of Jon and placed a glass in front of him. He mixed some sort of drink and then put it in front of him. “Sir, I…” the bartender cut him off. “Compliments of the pretty young lady.” He said and looked towards her. Jon picked the glass up and nodded to her. She walked over and whispered something into the ear of the man beside Jon. The man got up and left. When she sat down, Jon couldn’t help look at her legs. Her dress came up so high on her legs he though he could almost see her bush. “Hello again,” she said with that alluring accent, “I’m Jennifer.” Jon smiled, “Hi Jennifer, have we met before?” Jennifer laughed and then met his eyes again. “You were the sad little puppy on the Expressway today.” Jon looked down, “Wow, you have a great memory.” Jennifer asked Jon to dance and he accepted with a little urging. When he got on the floor he was already to go when a slow song came on. Jennifer wrapped her arms around his neck and pressed her body against his. Her face just inches away from his. “Why are you so nervous around me Jon?” Jon blushed a bit, “I’m sorry, well I was thinking about you all day I guess. Don’t ask me why, I just, well I thought you were very attractive.” Jennifer looked deep into his eyes, “Did you think I was fucking hot Jon? Did you get excited when you saw me smiling at you, licking my lips?” Jennifer pressed hard against him now and she felt his hardening rod inside his trousers. “Yes,” Jon’s reply was barley audible. “Jon, you’re a married man.” Jon quickly explained that he and his wife were no longer really together, that they didn’t sleep together anymore, and that she sees other guys. Jennifer pressed her finger against his lips and shushed him. They danced the rest of the song in silence, each of them pressed hard against each other.

They sat at a table towards the back of the place talking. Jennifer was asking him why things didn’t work out with his wife, and he was obviously hiding something. “Jon, you can tell me anything you want, I won’t bite you, well unless of course that’s what you like.” Her smile made him smile. He looked down, “Jennifer, I just have needs, that, well I really don’t want to say.” Jennifer lifted his head with her finger. “Jon” she ran her tongue across her upper lip, “We all have secrets and we all have needs.” Jon smiled at her and they finished the drinks in front of them. “Would you like to see my house?” Jon boldly asked. “I would love to see your house.” Jennifer stood and he helped her put on her coat.

Jon kept his eyes on the road as they headed down the highway. Jennifer reached over and started to massage his inner thigh, squeezing his leg and working up to his groin. Jon just muffled a sigh and couldn’t help being hard as a rock. He wondered if he would be able to cum with her, without her playing with his ass. They pulled into the driveway and Jon hopped out quickly and ran around to open her door. They walked in and he took her coat. “Would you like another drink?” he asked as he threw the coat on the couch. “Jon, you’re a married man. Whether your separated or not, does not matter. You brought me here to fuck me didn't you? You want me to suck your cock and do everything your wife won’t do for you any longer, is that right?” Jon was stunned, but turned on as all hell. “I don’t want to…” Jennifer pulled each shoulder strap of her dress down over her arms. “Tell me what you want Jon, quit being the perfect gentleman and tell me what you want.” Slowly walking towards him, peeling her dress down and exposing her black lace bra. Jon just watched her. She let it fall and her matching lace panties blended so perfect with her dark olive skin. “I want you so bad.” Jon was able to mutter. Jennifer walked up to him and started to kiss him, her tongue deep in his mouth as her hands worked quickly to undress him. They kissed and both started to rip off his clothes. Jon was in just his boxer shorts now and Jennifer started to kiss down his chest. His cock so hard, his briefs looked like a pitched ten. Jennifer kissed down his naval and then pulled down his shorts. His thick cock stood 7 inches straight out at her, She held it in her hand as she took each of his balls into her mouth, rolling them around. Her eyes looking up at him. Jon watched her, he couldn’t believe how hot she made him. He wanted to cum when she started to suck all 7 inches of him into her hot mouth, but he couldn’t. He started worrying, he asked her to stop. She stood, He caught a glimpse of her in the mirror. Her black lace bra and panties, with her knee high boots still on, and her perfect tight smooth ass. He picked her up in his arms and carried her to the bedroom. He laid her down on the bed and started to kiss her again. His hand ran over her soft skin and down towards her naval. As he started his fingers under her panties she grabbed his hand and whispered, “Not Yet Jon.” She rolled him over and now she was on top. She rolled him again under her so she was sitting on his back. Jennifer started to massage his back and work her way down. She squeezed his ass cheeks and then started to kiss them. Jon felt her soft wet tongue trace the crack of his ass and then her hands parted them. Her mouth pressed against his ass, he felt his cock start to pulse. His moans gave him away and Jennifer stopped. “Please don’t…” Jennifer cut him off. She told him to wait and she walked out of the room. She came right back and laid down on the bed stroking his cock. She placed a ball wrap around his sack. “mmm, his cum filled balls now trapped, she again rolled him over and began to eat his manhole. Jon moaned in ecstasy. Jennifer stopped now and Jon rolled back onto his back. She stood over him on the bed. “Jon, we all have our needs, what's your need Jon?” Jennifer ran her hands inside her panties. Jon , worked up the courage and softly whispered, ‘I have a dildo in the closet, I want you to fuck my ass with it.” Jon waited for a shocked reaction, but it never came. Jennifer instead slowly pulled down her panties. Her semi-hard cock lay there as she kept her eyes on Jon. “I think you’ll enjoy this better.” Jon sat up and without a word started to handle her cock. Jennifer watched as he played with her tool. She loved having the first real cock they ever get to touch. He started to give her head and Jennifer was pleasantly surprised. He must have practiced on his dildo. She moaned and felt his hands find her ass. He slid one finger in her while Jennifer now thrusted her meat into his mouth. Her fully hard Girl cock now ready. “Fuck me good now Jon and you’ll feel all of me inside you.” Jennifer now got into the doggy position on the bed as Jon set up behind her. He pushed his cock into her tight ass and his hand found her package underneath. He started at a steady rhythm and then quickened his pace, Her moans of pleasure drove him crazy and he was in heaven, well almost heaven. Jon’s cock drilled deep into Jennifer and his balls slapped against her cheeks. Her own cock and balls slapped back and forth as he put all his weight into fucking her as hard as she begged for. Jennifer dictating his speed, “Fuck me Jon, Fuck me hard baby, fuck me like you want to be fucked. Jon felt his cock throb and he paused a moment. The pleasurable pain in his balls. He pulled out of her and looked at his cock. It had never been so hard and his ball sack was full to the point of exploding, but held back by the strap she put on him. Jennifer flipped over on her back, “Come on baby.” Jon positioned himself over her and took hold of her gorgeous cock. “I never dreamed someone could make me this hot Jennifer, you are an amazing woman with everything I ever wanted.” Jon lowered himself and her cock head slid into his tiny opening. He threw his head back and rode her to the hilt, now he was truly in heaven. Jennifer now feeling her balls fill, moaned louder and louder as Jon’s tight ass squeezed her secret tool. They both moaned and as Jennifer felt her tool start to pulse she reached down and pulled the tie on Jon’s balls. Jon felt a sharp pain and then pure pleasure, Jennifer scooted up to catch his mounds of cum in her mouth and face, mean while her cock spewed her white juice. She took his cock in her mouth now, milking every bit of pent up lust juice, until they both collapsed for a breather.

When Jon woke Jennifer was nowhere to be seen. He sat up in the bed. “Ohhh” he reached back and his ass was a little sore. “She was incredible,” he said aloud. Jon got up and went to the bathroom. He saw the note she left taped to the mirror.

Dear Jon

You were wonderful hon. Life is not about rules, sometimes it’s just instinct. You’re not gay because you enjoyed being fucked in the ass or giving me oral pleasure. Your not straight because you find me attractive as a woman, but more so because I have a cock. You don’t have to be anything, or you can be everything. Everyone has different wants and needs, you just have to find the person that shares those things with you. Too bad your married Jon, I think you found what your wants and your needs are.

 

Till we meet again,

Yours truly,

 Jennifer

Jon picked the note off the mirror. He placed it in a drawer and took a quick shower. He dressed and sped off towards Court house. Jon went right up to the desk and stated, “I want to file for divorce!” after filling out the paperwork he felt relieved. He walked slowly out of the building stepping into the bright sunny day, and at the bottom of the stairwell there she was. She wore a pretty sundress, showing off her sexy legs, a cute matching flowered hat and sandals. Her pink painted finger and toenails matching her outfit thoroughly. Who would have ever guessed this beautiful woman was packing such a wonderful fuck toy between her legs. “Hi Jennifer.” Jon jogged down the stairs. “Well, Well, I always thought I might meet a cute single guy around this place.” Her smile was brighter than the sun. Jon went to kiss her and Jennifer leaned away. “Just what do you think your doing Mr.?” “Jon looked stunned, ‘But we….” She cut him off. “We both wanted to fuck really bad last night. If you want to court me, you’ll have to seduce me into bed honey, and that could take time depending on how good you are.” Jon laughed and replied, “You Know,  A woman can have a nice big juicy cock, but she’ll still be a dam woman!” they both laughed as they walked arm and arm down the road looking at the sun glare off the ocean.