masturbate sex stories – Page 3

Mommy And Billy (and Mrs. Schwartz)

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Carol had Billy, her 14 year old son, when she was in her early 20s and so she was still young, healthy, playful and uninhibited and loved having sex with her husband. Recently however, she realized there was now another man in the house, as Billy was growing up and fast. And she'd been noticing that Billy was starting to look at her differently than he used to. And he'd 'accidentally' walked in on her recently when she was sitting on the toilet, with her shorts and panties down around her ankles. He'd stood there for a moment, looking at...

Mommy’s Boy

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It was bound to happen, 100% inevitable, and now that it did I am much more free mentally welcoming whatever happens next. This story started not too long ago, but the background did as for my formative years revolved mostly around just my Mother and I. Never knew my real dad, my aunt told me that my mother got pregnant on homecoming night her sophomore year in college when she was twenty years old. My aunt thinks that the football team captain is the donor, but thought that my mother probably had multiple injections from other team members that night....

Mommy’s Little Man

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Chapter 1: Trapped in the Catwoman's Lair The theater lights rose and the credits rolled. A crowd of all ages flooded out of the cinema. Moviegoers as young as four were carried out with their eyes wide, and their young minds disbelieving what they had just watched. Parents hushed their noisy offspring who insisted on screaming plot spoilers within ear-shot of those waiting to take their seats. One little girl's face was red and wet with tears; the imposing figure of the bizarrely masked antagonist still burned into her mind's eye. That night in her dreams, she would be haunted...

Mom’s Bath

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With all the text available on incest today, I am reminded of my own childhood and what transpired from when I was about 9 or 10 years old, until I'm not really sure but it seems like eleven or twelve or so. I can't remember what brought it about as I said, but I had taken some of my baths kind of alone, with the door open and my Mom looking in on me from time to time. One day all of a sudden, mom was in there with me and was washing me. At first when younger it...

Milli’s First Lesson

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Janice pulled the Lexus into the driveway, and noticed her bedroom light on. She was positive she turned it off before she left this morning. If her wayward Nephew was nosing around in her room there would be hell to pay. She was already extremely ticked off at having to attend a meeting with his Principal this morning. A meeting which ran on too long, causing her to miss her flight to Chicago. Thank goodness she was able to assure the Principal that Bill would be on his best behavior for the next few days, until graduation. Janice closed the...

Miss Foster

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Miss Foster was my home room teacher in the seventh grade, and she alsotaught English. She was twenty seven years old and was unmarried,although I'm sure that she had received many proposals, because she wasslender and beautiful. She had dark hair, and at school she alwaysdressed conservatively. Still, one could see her bare calves and lowerarms, which were so perfectly shaped that one could imagine, as I did,that she was perfect all over. She had modest breasts, and when shewore a jacket over her blouse, one could not detect any sign of them. Her face was so pretty, so lovely,...

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Tags: anal, anus, masturbate, punishment, rectal, rectum

Miss Rene and Tommy – part 1

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Rene DeLong heard the bicycle rattling down the road in front of her house. She jumped out of her easy chair and raced to the window to peep through the blinds. There, peddling down the street toward the house directly across the street from her own, was Tommy Avera. Just barely thirteen years old, Tommy was returning from his paper route, a job he had just begun a few weeks earlier. In spite of his young age, he was physically well-developed. He was 5 feet, ten inches tall with sandy blond hair, and broad shoulders. Like many teenagers, Tommy was...

Miss Rene and Tommy – part 2

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For the next few months after the day she had first laid eyes on Tommy's huge cock, Rene began to plot her scheme to seduce him. Despite his thirteen years, Tommy Avera was built like a man; a well-endowed man. Ever since she accidentally spied on him stroking his thick, eight-inch dick, she was determined to have it inside her. She longed to stroke it, suck it and fuck it. She was going to get him in bed, one way or another, and introduce him to his first taste of sex. Her plan started the day after she had witnessed...

Miss Rene and Tommy – part 3

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It was Friday evening at last. Rene had just stepped out of the shower and dried her self off with the oversized bath towel hanging on the rack. As she rubbed the towel over her silken skin, she let her imagination run wild, anticipating what might happen tonight. Tommy, her thirteen-year old neighbor - the boy with the man-cock - would be in her house, sleeping over while babysitting her two daughters. This would be the perfect opportunity for Rene to seduce the young boy. He would be a guest in her house in the middle of the night. If...

Misunderstood My Grandmother

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When I was 13, I was sent to stay with my 75-year-old grandmother for a two-week visit, while my parents went on a long-planned anniversary vacation in Europe. Grandma lived in a small one-bedroom cottage, so I was relegated to a sofa bed in the tiny living room. This cramped living arrangement was a pain in the ass, and was tolerable only because my grandmother was a kind, patient and loving person. She also had a wonderful sense of humor and a bright outlook on life. Grandma looked every bit of her 75 years. She was rolly polly, somewhat cherubic,...

Mommie’s Pretty Panties

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Chapter One - All He Had to Do Was Ask "Mommie, how come girls get to wear such pretty underwear and boys get stuck with plain, ugly cotton ones?" When he asked that fateful question one morning, he was taking the panties his mother had worn during the night and putting them in the laundry. That was one of the tasks he loved doing for her: picking out fresh panties for her to wear every morning and evening. The pair he was holding at that exact moment were made of pink satin and had lavish white lace trim on them...

Masturbating for Sandra (ch. 2)

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About two weeks later, Lesley was out for the evening and I was carrying out her instructions. These were to tidy up the house, sort the laundry, etc while naked and erect. I was to maintain an erection for two hours by masturbating then, after 9pm, it was up to me. I could either continue masturbating or not, but I was not to ejaculate without permission. We often play this game. It is part of the humiliation and exhilaration of being naked and under somebody else's direction. Of course, I could just strip, wank and get on with stuff, but...

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Tags: anal, anus, humiliation, masturbate, masturbating, rectal, rectum

Masturbating for Sandra (ch. 3)

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Many months had past since the previous episodes of this short saga, during which time normal relationships were resumed. Sandra and I kept bumping into each other at various family functions and would occasionally speak on the phone, but for some reason my masturbatory efforts on her behalf were never discussed or even referred to. There were highlights of course. At a drinks party for my birthday at a local bar, Sandra came over to the table where I was sat with a beer she had just bought for me. Nothing unusual in that, except that she was wearing a...

Masturbating With Aunt Ann

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I learned to masturbate when I was about 11 years old. I was in the bath tub and for some reason I had a hard on. I was soaping it up and it just felt better and better until I came. From then on there was no stopping me. My mother had an old maid aunt who was about 62 years old. One day while she was visiting us she had to use the bathroom which is right across from my room. I had my door closed part way and was laying on my bed. I had a perfect view...

Me And My Auntie

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When I was 12 my auntie and I were struck with tragedy. My uncle died of a heart attack at the age of just 32. It was a really difficult time but I guess it brought my auntie and I closer together. I started giving her a lot of hugs and began sleeping in her bed to keep her company. This was all perfectly innocent and we were just supporting each other. However, being in that situation meant that we saw each other naked as we got changed in the same room. She hadn't seen me naked for a while...

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Tags: anal, anus, masturbate, rectal, rectum

Me and My Mum

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A son and mother look at their relationship from their own perspective. The story of how a mother and son's relationship develops and changes from mere maternal love to full sexual love is complicated. It doesn't happen overnight and it often takes years. That's why the story is long. In this, we look at the relationship from both the mum's and son's perspectives and witness their doubts and fears, their aspirations and desires. The son. I suppose it was akin to letting Dracula into a blood bank, a cat into a fish shop or giving a pyromaniac a box of...

Medical Exam at the State Fair

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Our State Fair recently took place and I was surprised at what took place. While looking at all of the booths and activities, I saw a motorhome that had a big sign on it that said "Prostate Cancer". Being a male in college, I was curious about it. I was greeted by a woman who gave me some literature and told me I could get a free blood test and exam if I filled out a questionnaire. The questionnaire was very easy to fill out, and it asked me a lot of questions about going to the bathroom at night....

Medical Mischief ch. 1

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Prologue I well remember the first occasion I was exposed to the sexual drives of the human female. I was just a young teenager at the time. My parents lived for the most part abroad and during the school holidays and I was often left with friends or relations kind enough to let me share their home. On this particular occasion I found myself ensconced in the local college halls of residence - deserted for the most part by the usual student occupants because of the summer holidays. Obviously my parents had found it more of a challenge than usual...

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Tags: anal, anus, masturbate, medical, nurse, nylon, older-woman, rectal, rectum, stockings

Megan’s Panties

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Hi my name is Mark. I was fourteen years old when I was busted by my sister for sniffing a pair of her worn undergarments. According to Megan I was a huge pervert, and I really can’t dispute her assumptions in this matter nor of the morality factor of being so attracted to a family member. Being an average guy my age I was constantly jerking off every chance I had. One day when I was around thirteen I found a pair of Meg’s panties on the bathroom floor. They were silky and soft, and when I brought them to...

Messing Up Grandma’s Underpants

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I think I learned at an early age that silky things like women's panties, nylons, and slips were a great tool for masturbating. The feel of the silky undergarments against the head of my penis made it throb, and would make me blow huge loads of sperm all over them. But it wasn't until I reached about my 30's when I found a new thing to do with them that made me orgasm like I had never done before. It all started when I moved in with an old girlfriend into a house that her and her mother lived in....