masturbate sex stories – Page 4

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....

Live-in Mother in Law

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I had an experience with my mother in law last summer that I will absolutely never forget. I've always fantasized about various older women in my life (particularly my big bosomed Aunt when I was a teen...) but never thought I would be able to fulfill my dreams. I also suspected (and wrongly so) that "older woman" don't have much of a sex drive so even if I ever did find someone I was attracted to that she likely wouldn't be interested. My mother in law and I are quite close. She is a very nice lady, college educated and...

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Tags: masturbate, masturbation, older-woman

Locked Out

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I had always been attracted to older women. As an elementary student I had crushes on my teachers. In high school I lusted after my girlfriends' mothers; fantasizing about them while I was screwing their daughters. In college I hounded, but never caught, my older professors. I regularly bought the various "Over 50" magazines and jerked off to episodes of "The Golden Girls." I never had the guts to ask an older woman out. I guess I was hoping that, sooner or later, it would just happen like the stories in the granny porn mags. Luckily for me, it finally...

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Tags: masturbate, older-woman

Loving Mom’s Panties

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This is my memory of actual events as they happened. I was born in the late 1940's not too many years after the end of World War II. When I was younger, I remember seeing mom's panties drying on the towel rack in the bathroom. In those days girls usually wore cotton briefs (bikinis and thongs were many years in the future) while adult women commonly wore nylon briefs. I have another story about a cousin getting her first nylon panties from her mother when she had her first period. But back to this story, mom almost always wore white,...

Lust for RHT Stockings

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This is my true story, of my life long lust for my aunt, and her nylon covered legs. It began as a young boy. I was about 8 at the time, and when my parents went out to dinner, or away for the weekend, my aunt Helene would usually volunteer. She was the youngest of my mother's sisters, and was about 17 years old when she first began to baby-sit for me when the parents went out. From my youngest years I always had an eye for the legs of a woman. I could care a less about their boobs...

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Tags: masturbate, nylon, rht-stockings, stockings

Life with Aunt Fanny

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One of my earliest sexual memories is having a bath with my Auntie when I was about xxxx. We lived in a large, older two-story house in a quiet neighbourhood of the city. Our main bathroom had an old-fashioned claw-footed tub that you could fill up to your chin with hot, soapy water. Aunt Fanny had me sitting between her legs, facing away from her. She had a bar of soap and, while she rubbed it gently over my body with one hand, she gave me a soap-suds massage with the other. I could feel her hard, erect nipples pressing...

Lingerie Fun with Mom’s Friend

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My balls ached...I sighed in ecstasy as I gazed down at my body. I was laying down on a large double bed, clad in lingerie. My cock protruded, almost painfully erect. I was wearing a long white nylon full slip, with a pair of white see-thru nylon crotchless panties on under it. I gazed up and watched as my mom's friend Ann slowly masturbated me with her lingerie. I shuddered and gasped at the intense feeling of the cool silky nylon rubbing across my glans. She knelt between my legs, and grasped the slip at the seam, alongside my cock. ...

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Tags: masturbate, masturbation, nightgown, nightie, nylon, stockings

Lisa’s Panties

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Bob McClintock had got himself into some major trouble. He had had his run-ins with the law before, and even done a couple of thirty-day stints in the county jug, but this time he had really hit the big time. For his part in an arson plan gone wrong he had netted himself four years as a guest of the Feds and, even with remission for good behavior he was going to be doing every day of two and a half years. Things might not have been so bad if his wife, Leona, was still alive, but she had been...

Little Bobby’s Problem (part 3)

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CHAPTER 3 OFF TO THE CLINIC Ellen quickly grabbed up her silk nightgown, and, after wrapping Bobby in it, she hustled the boy outside, and into her Firebird. Having draped him in the passenger seat, she hurriedly locked the house and climbed into the driving seat. Oh boy, was she ever in the driving seat! Her mind was a whirl, an incendiary mixture of so many things: there were the memories of her old employer Ruth Lessmilker, and the disgraceful, sordid procedures which eventually led to the doctor being expelled from legal practice – then there were her own like-minded...

Lady Voyeur Spied on Me

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I have been an avid masturbator since I was 13, and am now a recently divorced 34 year old male. The following experience happened only a few weeks ago. I was home for the day (Friday), off from work to get caught up on things around the house. I recently moved into a small ranch in a quiet neighborhood, and haven't met many of my neighbors yet. After cleaning out the garage and sweeping the deck, I was very sweaty and was about to shower when, on impulse, I decided to sit on the deck nude and have a nice...

Laundry

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I was sorting out the dirty clothes in the laundry basket, and came across a pair of my panties. I usually go for black cotton 'tangas' although sometimes I wear black lace 'bikini' briefs. Just because I'm 45 I don't see why I shouldn't look sexy - although to be honest no man has actually seen me in my underwear for a year or two. My only child, Robert, who's 16, doesn't count - or so I thought. The panties in question were screwed up into a ball. I tried to open them out so they washed better and discovered...

Learning Birds & Bees from Aunt

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When I was 11 my dad died suddenly. An only child, my mom raised me the best she could and worked full time, but times were tough. Fortunately my dad's sister, my Aunt Pam, lived in town and she was very helpful to me and my mom. I spent quite a bit of time with her in my teen years, and many days after school I would go there instead of home, and would often stay the night when my Mom worked late (she had a second job as a waitress). As I turned 13 I was of course perpetually...

Lee’s Mom

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A couple of years ago I had an experience that gave me a whole new perspective on how I look at older women. I went over to my friend's house to hang out, when I got there his mom answered the door in her swimsuit. She told me Lee wasn't there, but she figured he'd be home soon. She asked me if I wanted come in and wait for him. She told me she was going to work on her tan and invited me to come out and take a dip in the pool. I didn't have my swim trunks...

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Tags: masturbate, older-woman

Julie and Stephanie

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By JNE At around age 12, for some reason or other, which continues to elude me to this day, I started sneaking into my stepsister's room and trying on her things in secret. The more I tried on, the more addicted I became to feminine feelings and finery. I never fully dressed up, fearing discovery and shame, but I satisfied myself by wearing a borrowed bra and panties, a nightgown, or an old discarded pair of pantyhose - I used to retrieve them from the trash because I was afraid of running them and being caught. I would quickly masturbate,...

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Tags: hosiery, masturbate, masturbation, nightgown, nightie, nylon

Johnny Gets Spanked part 4

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They walked over to a corner of the locker room and she picked up a large plastic garbage bag that was at least half full. She continued back into the training room and walked up to the table. With little ceremony she up ended the bag onto the table and emptied out a bounty of women's intimate garments. He stared wide eyed at the collection of panties, bras, slips, and other items. There were light pinks, blues, yellows, hot red, evil black and even a tiger striped kind of soft one piece bathing suit garment. The gym teacher turned and...

Karen in the Brown Dress

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(A Continuation of the Julia Series) This is yet another amazing story from the Julia saga (Weekend at Julia's series, Modeling series etc.). If you read Julia Part 4 and Julia's Friend Karen, then you know how I got connected with her. The important details are that she was very tall, dark and full figured. One day, a few weeks after Karen and I had our first encounter alone together, Karen called me over to clean her gutters for her. I anxiously agreed hoping just to get some good looks at her curvy body. I got to Karen's...

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Jerking Off for My Wife’s Friends

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After 16 years together my wife Liz and I separated. As it turns out, the separation was only temporary, but in the time I was gone I lived with one of my former classmates, an extremely-erotic divorced woman. Jean taught me many things in the short time we bedded each other; some were simply stories about her past, while many were actual experiences between us. During my time with Jean I became much more relaxed in my approach to sex, and my wife noticed this shortly after my return. Similarly Liz had returned to having sexual relations with a...

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I Have Been Lucky, I Guess

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In my lifetime, I have been flashed by women quite a bit. I don't mean to sound like I am bragging, but I am not a bad looking man and keep very fit. I don't mind showing off my own body when it is appropriate, but a lot of the women who have flashed me have done it several times over and never have I led them on. An example was a woman named Debbie who lived upstairs and worked at the same place I did. At work, she'd often wear very short skirts. She was somewhat small busted but...

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