masturbating sex stories – Page 9

My Best Friend’s Mother

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CHAPTER ONE I couldn't wait for the weekend to get here. My best friend had invited me to go along on a camping trip with his family. It would be Steve and I together with his parents. Steve's mother's name was Pam. She had light brown hair, a slender, athletic body and a very pretty face. She was a nice lady and easy to get along with. I was looking forward to the camping trip and being close to her because I'd always been secretly attracted to her. In my opinion she was the perfect women figure. It was...

My Big Breasted Cuban Babysitter

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I have a story to tell that involves many years of living next door to one of the hottest and most loving women I have ever had the chance to know. It all started when I was about 11 years old. We lived next door to an older Cuban woman who at the time was in her mid to late fifties who fascinated me with her very large and attractive porcelain colored breasts. When I was about ten I began to get very aroused every time Grace, not her real name, would come over to our house to...

My Brother Joey and I

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This is a true story about my brother and I. Joey was 15 and I was 16 when I caught him in my bedroom that first time. I got home early that day not knowing that he had taken an afternoon off from school. I walked into my bedroom and saw Joey standing in front of my mirror looking at himself. His back was to me and he didn't see me. I could see in the mirror that he was rubbing his crotch. But the shocking thing was that he had a pair of my panties on. He...

My Auntie, Claire

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It is difficult for me to say, with any degree of certainty or accuracy, exactly when I might have first begun to consciously perceive that my Auntie Claire was anything more than just the generic entity I had always known as my Mother's sister. Certainly, my earliest perceptions and recollections of her were distinctly platonic and familial. We were never especially close, she and my Uncle Charles lived several hundred miles away and, in my formative years, our families visited only once or twice a year. In my youth, I knew her essentially as a very amiable and personable woman...

Mum and Sister’s Clothes

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I have never quite known when it started, but from a quite early age I developed a taste for masturbating while wearing women's (or girl's) silky underwear or nightdresses. When I was about 12 or 13, I used to "borrow" them from my mother or sister. I remember one day I was in a very horny mood and went to bed early to "play". I undressed and slipped on a sheer and silky nighty of my sister's. I loved the feelings as it moved on my body and it was not long before I was rubbing it against my...

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Tags: masturbating

Mum’s Panties

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The first time I found a pair of my panties in my son's dirty laundry I thought nothing of it. Later when I thought about it I assumed Graham most likely found my panties mixed up with his clean laundry and was either too embarrassed to give them back to me, or more likely, too lazy. However, the next time it happened I was stripping the sheets off his bed and there they were. A pair of my satin panties mixed in with his sheets. I pick up my panties and felt the crinkliness and took a whiff. I have...

My Aunt & Her Bedroom

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Growing up in the Midwest, I always loved visits with my Aunt Bonnie. She was so different from my step-mother and my father. So open, so loving, even to a nephew who wasn't related to her by blood. She also lived on the west side of town, so I got to see things and places with her that I didn't see as a north sider. Things that may have reminded me of my first five years, living on the west side. More than anything else, Bonnie was beautiful. As a boy, I really didn't notice that as much as how...

My Aunt and Me

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This first happened when I was fifteen. It was the middle of the summer and I was asked to sleep over at my cousin's house to hang out and what not. I used to sleep over there all the time. Though recently I had started to notice my aunt looking at me differently. I didn't care, she was attractive and I didn't think anything of it. As an aside, I had just started masturbating the summer before, so I was of course, addicted. The way their house was set up allowed someone to get to the bathroom with out waking...

My Aunt Fatima and Me

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I had started masturbating at an early age of 14. Mostly I used to imagine and fantasize about newly married couples whom I knew from my known circles and relatives. As I grew older then it was at times some teachers in my school. Somehow I always fantasized about older than me women and never my age or young females and probably this had been the reason for my obsession for older women. When I was 18, I happened to visit my uncle/aunt in a nearby town and had to live there for 2-3 days to complete some work which...

Mrs. Sylvia Fellani

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Before applying to college in 1963, I spent several weekends visiting prospective schools in Ohio and Pennsylvania. I had already heard a lot about Smithson College from my first cousin, Fred who was then in his senior year and full of stories about wild parties, road trips, and other mayhem. As a scholarship kid, he lived inexpensively off campus by renting a room from a widow who worked as a children's librarian in the public library. In exchange for a modest rent and help around the house and yard, Fred enjoyed the benefits of a normal home. Mrs. Fellani did...

Mother-In-Law Antics

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Like a story written on here not too long ago I also have a story about my mother-in-law. Margaret has lived with my wife and I for the past two years after a messy divorce. We have a nice size home, and she has a great set-up on the bottom level that includes her bedroom and a bath/shower. Despite the potential nightmares of a mother-in-law living with you, things have actually worked out quite well. Margaret is 62 years old and in decent enough shape. She is slim; I would guess about 135 lbs, with gray well-styled hair, pretty blue...

Mother’s Friend

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As I have read the stories on this board I can't help but see myself in many of these situations. My modus operandi is like many where it appears to be accidental or that I am not aware of the woman watching and voyeuring me. It is less threatening and to some degree I hope that the woman/women enjoyed it. I learned from an early age from the previous posting about my mother's friend that it allowed her not to look at me so much as a pervert but that she somehow always caught me with my shorts down....

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Tags: masturbating, masturbation, older-woman

Mrs. Carmen Sheldrake

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"Do you remember me talking about the difference between a sissy and a real man?" "Not really." "Real men have dicks, Precious. Big manly, masculine pricks. You have a baby dickie, a clittie. Even if I did let you into my pussy I'd never feel you, Sissy. Your dick is too small. So that's never gonna happen. This little guy is such a teeny weeny that you're never going to be able to fuck Mommy. Mommy needs Men, Real Men with Real Big Dicks. Understand?' "Oh you're blushing again, Hon. I love it. I know it seems cruel, Sweetness, but...

Mrs. Rumsey’s Visitor

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(link to first part "A Lesson with Mrs. Rumsey") It had been three weeks since Mrs. Rumsey had found out about my interest in women's slips, shown me the one she was wearing and then sent me upstairs to masturbate with it. The next few times I'd seen her there were other people around, and she said and did nothing to allude to what had happened. Then my mother was called away to visit a sick aunt at the other end of the country, and I was taken to stay with Mrs. Rumsey for a few days. This had happened...

Mom’s Panties

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Anonymous I love hearing how others started wearing their mom's panties and lingerie! I began wearing panties at the age of 6, when I first saw sis' panties in her drawer. A strange feeling came over me which I couldn't understand. I found a a pair in the hamper days later and instinctively tried them on and masturbated with them. Sis married and moved out shortly afterward and soon I discovered mom's panties while going thru the drawers out of simple curiosity. They were all plain white nylon briefs- rather old-fashioned and not...

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...

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...

Mom’s Erotic Displays

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CHAPTER 1: THE SEDUCTIVE SHOWOFF This is a story that some of you may find engaging, while others will want to ignore. It deals with an erotic bond that developed between my mother and myself. Be aware that you know that before proceeding. Moreover, be advised that the story is not about full-blown sex. If anything this is just a reminiscence that is laced with eroticism and exhibitionism more than explosive sex between parent and offspring. My mother had me when she was in her mid-twenties, which means that by the time I was five or six, she was in...