masturbation sex stories – Page 19

Getting Caught in Mom’s Underwear

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Anonymous I often wondered what would happen if mom walked in on me while I was dressed in her underwear ever since the close call I had when I was 8. I was wearing her white nylon slip bra and panties. She came home while I was in her room. I closed and locked the door, changed and came out, claiming to have 'taken a nap'. I'm sure Mom saw right thru me and knew something was up. I was was so tense it took me an hour to calm down from the adrenaline rush....

Caught Peeking

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Kent quietly stepped up to the teacher’s desk and handed Miss Taylor his paper. She nodded quickly as she took it, mouthing a quick thank you. As she turned in her seat she quietly said, “If you’ll wait I’ll go ahead and grade this.” “Yes ma’am,” the young man said. He shifted slightly as she laid her answer sheet next to his paper and began to check his answers. Kent wasn’t that eager to see what he would score on the test but he was glad Miss Taylor had decided to grade it while he stood there. He had a...

Caught Red-handed and Punished

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When I was a teenager, I spent a lot of time alone. I was an only child and my parents were rich and in show business and travelled a lot, frequently being gone for weeks and sometimes months at a time. They never seemed to want to take me with them in their travels, explaining that it would interfere with my schooling, so they left me home with a succession of housekeepers who lived in the house and hired other help to cook and clean. I was kind of a strange, geeky kid and didn't have many friends, so...

Charlie’s Grandma

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Every summer I used to go swimming at a friends home. We've known each other all our lives and walked in and out of their home without any worries. Since they had a pool we used to hang in the basement, change and run outside. One summer afternoon I walked into the basement and started to change, I did not notice that there were some suitcases and proceeded to get naked. My friends were outside swimming and I noticed that Cindy was there. I walked to the window and peeked out staring at her hot body. With one hand on...

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Tags: masturbate, masturbation, older-woman

Cleo (part 1)

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Cleo, my next door neighbour, got herself into some kind of minor trouble the year before. Not a police matter. Apparently she stayed out 'way late with a couple of girlfriends and come home smelling of cigarette smoke. So her parents grounded her and then transferred her to an exclusive private school where they were pretty strictly watched and had to wear uniforms. It was the uniform I liked. She wore one of those short plaid skirts and white knee socks, which left a lot of nice tanned leg showing. On top, she wore a white blouse, short snug tunic...

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Tags: exhibitionism, masturbation, mf-teens, voyeurism, youths

Cleo (part 2)

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When I went upstairs to go to bed, I discovered Cleo had left behind evidence of her presence. The bra she took off before dinner still lay where she dropped it on my bed. I hastily snatched it up and shoved it deep into a drawer, out of sight. Then I noticed my underpants lying on the floor where I'd left them. I sure hoped neither of my parents had glanced into my room during the evening. Luckily, we'd turned out the lights before we went down stairs. That was on a Thursday. I didn't see Cleo again until Saturday...

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Tags: exhibitionism, masturbation, mf-teens, youths

Cleo (part 3)

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I didn't see Cleo again for several days. I wished she'd come over, or at least I'd see her, but there was never any sign. In fact, the house next door looked deserted. I thought a lot about Cleo, about what we'd done, about what she looked like. And used my hand a lot too. A couple of times, I started to go up on the porch and ring the doorbell, but chickened out. The week wound down and Saturday arrived again. Mom sent me out on an errand, when I heard Cleo call me. She'd just started down the...

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Tags: masturbation, mf, oral-sex, romance

Confessions of a Panty Slave

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There are several kinds of boys in this world: those who have masturbated to their sister's panties, those who say they haven't but are lying about it, those without sisters, and those who are sexually dead. I am a member of the rather large first kind. I grew up in the 1950's we didn't have internet then. As a young pre-teen, the best I could do was the girl's section of mom's Sears Catalogue and at least they showed pictures of women and girls in their undergarments. I didn't have a lot of time alone in the house (mom was...

Cumming in Front of Older Ladies

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A few things before I begin. Noelana (I call her Noe) is a lady I've known for about 7 years. She's 46 but usually acts 26, and rents a house from my uncle. She's about average for her age, if not a bit plump(she's had 2 kids). Over the years I've gotten to know her and her best friend, Lana(I think she's a few years younger than Noe, slightly plumper with a waaay bigger ass), pretty well over the years. We've got an open relationship in that we talk about everything, and can ask each other almost anything. Noe's been...

Black Slips

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I have been sexually turned on by women in slips, and woman's underwear, since I was very young. And yes I agree with most of you out there that it is a great pity that young women these days do not consider slips to be part of every day dress as once it was considered to be. My earliest memory of this fetish for myself was when I used to go through my mother's drawers to see what she would wear under her clothes, at this time my mother was thirty five, and I suppose quite attractive. I remember that...

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Tags: masturbation, nylon, older-woman

Boobs ‘n’ Boners

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"Morning slugger." Linda said as she passed her son in the hallway. She looked like a 39 year old Katy Perry, but with a shapelier figure and enormous breasts. Linda had just come from the bathroom...a tiny white towel draped around her voluptuous body. Bobby's eyes followed the sway of her meaty buttocks...barley covered as she pranced into her bedroom. Drawn like a magnet he moved to her doorway...just in time to see the towel fall to the floor. Spotting her son in the doorway Linda put her hands on her hips...her big bobbling pear-shaped breasts ballooning outward. She fed...

Boy Magnets

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I am the last teacher in the world I would expect to sleep with one of her students. I am good-looking, I have had plenty of boyfriends, and have never been what I would consider some kind of slut. This is what happened to me last spring. Names changed to protect the guilty. I have been a teacher at Andrew Jackson Middle School for over six years. Bobby Hunter was just an average 13 year old kid in my fourth period class. About 5'6", dark hair, blue eyes, average build. I never looked at him twice, or any of the...

Breast Suggestions 1 – The Indoctrination

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Becky Bump was your typical girl-next-door type; gentle and shy, innocent and pure; absolutely beautiful. She lived a quiet conservative life, always followed the rules, and always dressed in unflattering, conservative clothes; wearing her hair pinned up and constrained. She seemed destined to marry an accountant or maybe an attorney of some kind to be taken home as a ‘trophy bride’ and brought out to the bosses house for the occasional cocktail party; her fingernails perfectly polished; her makeup neatly done. She would’ve been viewed as a nerd of some sort if it weren’t for her strikingly beautiful body. I...

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Tags: masturbation, medical, nurse

Busted for Masturbating

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"Oh, yes. I am about to blow." I thought. I had been laying in bed about thirty minutes jacking off before I began to feel the strong orgasm build inside my body. I was just about to blow a load when all of a sudden my bedroom door opened. I looked up and saw my mom looking at me. Let me stop here and give you some information. My name is Ben and I am 14 year old. I am very well built with good muscle tone. I am about 5'6" tall and right around 120 pounds. I have light...

Candle Lady Visits

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I previously wrote of when I masturbated in front of the "candle lady". She is a casual friend of my wife's and sells candles part time. The last time the candle lady was at our house I was on the couch masturbating. Yes, I'm positive she got a good look at me! For several months I plotted my next masturbation session, and waited for the ideal time and conditions. Finally, I got lucky: I had the house to myself, and found out that the candle lady was going to stop by and leave some order forms for purchasing candles for...

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Tags: masturbate, masturbation

Be Careful What You Wish For

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Chapter I: Kevin's Shameful Secret As Kevin awoke, the large black nylon panties over his head and face instantly reminded him of the previous nights activities. His right hand instinctively reached down to fondle himself through the silky confines of the pink nylon women's panties he was wearing; as his left hand began to rub the shiney satin cup of the white padded bra that was secured around his chest. His excitement increased upon feeling the stiff nylon of his cum stained panties, as he remembered last nights hour long conversation with his strict telephone dominitrix, Mistress Dawn. Kevin began...

Bible Mom

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I'm going to talk about my mother and her religion in a way that may appear a little dark, depressing and uncomfortable. I think she was a lousy parent but I know I wouldn't be me if it wasn't for her and her mistakes. My mom came from a military family. She was the second youngest and terribly jealous of her younger sister. I think that's why she got married at 18 to Vietnam vet and had me by the time she was 19. Sadly, the marriage was over by the time I was four. I have almost no memories...

Big Tits

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Is it a blessing or a curse for a thirteen year-old girl to have huge tits? I was already sporting 34DDs when I entered junior high school. The boys flocked around me, found excuses to rub against my chest, and the bolder ones would even grab at them when they could. It made me uncomfortable as hell. My older sister comforted me and told me I should enjoy the attention, and the power. She said my tits could get me a lot if I wanted, that boys, and even men, would do just about anything I wanted for a chance...

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Tags: big-breasts, huge-tits, masturbation, older-woman

A Voyeur’s Dream 2

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As I indicated before, there were powerful forces at work when I was a boy that shaped my wants and needs as a man. I stayed with a neighbor lady, Jean, after school. I know now that she was an exhibitionist, but at the time I just thought that I was the luckiest kid around. She was constantly treating me to cock-hardening views down her blouse and up her skirt. I was a horny kid and masturbated furiously and frequently thinking of her and others who I had glimpses and fantasies of. One hot sunny afternoon, I went to Jean's...

Bathroom Peeper

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(M/f, masturbation) OK, so I admit it, I peeked on my step-brother in the bathroom. It wasn't really like, my fault though. My step-father had been remodeling one of the upstairs bathrooms, which adjoined my step-brother's room, but not mine. I had to walk all the way down the hall to use the bathroom, and my step-father decided that he could just add a door leading to my room. This incurred some movement of the plumbing, which he stuck in my closet. There, he built a trap that could be opened to service the plumbing if something went wrong. It...