masturbation sex stories – Page 5

The Story of Richard

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Chapter 1 Richard has gone to live with his grandmother (his father's mother), after his mother passed away. His mother had always sheltered him because of his extremely shy nature. Like her mother, she was a strong woman and controlled every aspect of Richard's life. Grandma Edna had always been kind to him, if a little intimidating, and so he soon felt at home there. The only difficulty for Richard was the fact that she was a large buxom woman, with huge breasts and a mammoth ass and thighs. For some reason large women had always caused strong sexual reactions...

The Strict Aunt

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Aunt Cecilia had lived alone until the day her sister died in 1955 she was forced to take in her sixteen year old nephew. She enjoyed living alone and was not offended by the term old maid or spinster, she enjoyed her job as a librarian and thought a good book and a hot coffee an enjoyable evening. At 43 she was still quite attractive but considered plain due to her glasses and the way she wore her hair tightly bunched up in a bun and also for her penchant for tweed skirts and sensible shoes. No freedom was given...

The Surprise Blizzard

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We open the scene in the early morning of a non-descript February weekday, in a house 90 minutes outside of Boston Time was just 6am. James and Wendy were in the kitchen, The Television was on the local new show the hosts were asking the weather guy about today "A picture perfect day ahead folks details at 17 minutes after the hour." Wendy was dressed for the day. So Wendy was organizing the kids things for school, She was so busy that she didn't notice that James Sr. was wearing a long Tee shirt and Jockey shorts as he was...

The Rich Lady

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A few summers ago I worked on a wealthy woman's estate doing odd jobs around the grounds and the pool area. It was fun, paid well and kept me outdoors in the sun and I liked that. Better than being cooped up in class at college like I had been all winter. The rich lady, Joan Lindsay, owned her own business she received as a divorce settlement from he ex-husband. That and a very generous cash payment put Mrs. Lindsay on easy street. Her estate was out in the suburbs and surrounded by tall trees and shrubs. The acreage immediately...

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The Scavenger Hunt

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*** A young man overcomes his lack of confidence by using a scavenger hunt ploy to introduce himself to widowed mature women. (Fm-teen, inc, 1st, anal) *** From the Journal of Damon Wentworth as Augmented by Katrina Ruza Prologue The events of the year 1992 culminated with a birthday party for Damon Wentworth at my home. In addition to celebrating his 19th birthday that evening we were marking the end of a one- year pact we three mature women had with Damon. The pact came about through an ingenious naughty mission this young man through a very clever scavenger hunt....

The Older Woman Next Door

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This story begins when I was a Senior in school. I was your typical 18 year old . I loved to go to parties and like every kid my age, I tried to get laid. I never was successful, so I had to resort to looking at dirty pictures in a magazine and jacking off. Life was unfair, but when our new neighbor's moved in, my life was about to change. The family consisted of Mom and Dad and one little guy of 3. Mom's name was Barbra and as I learned later, she was 41. Her hair was long...

The Panty Teaser

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I think everyone, well, every guy, has a partner in their memory that they just never quite got to have. Not the way they wanted anyway. Mine was Debbie. A beautiful and petite brunette. She had what I would describe as close set eyes which ran in the family. She was so short she seemed to be, like, a little girl to me. Smart as a whip but innocent in a way some girls are. I met her in high school and we got together very quickly. I kissed her on our second date and, on the third, she...

The Party

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When my girlfriend and I first got together, we were rather naive in the way of sex. Of course, experimenting is the best way to go, and as we found out, we loved everything sexual, and I mean everything. Our sex life was an open affair for us. Light touching and caresses in public were not out of the question either. A lot of this was due to the watching of pornographic videos, with us experimenting at the same time that the video was running. Of course, my girlfriend was an exhibitionist. She loved to wear short dresses or tight...

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Tags: anal, anus, masturbation, older-woman, rectal, rectum, satin

The Piano Teacher

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I have been a big fan of this site for a few years now and I just love reading stories about masturbation. This is a true story that happened to me when I was 13 or 14 years old. I took piano lessons from a woman in her 30s named Carol. Carol was a bit full-figured but still turned me on. She would wear tight shirts that showed off her big tits. I was dying to get a glimpse of them. It never happened but I did have many masturbation fantasies thinking about her. One day I used the bathroom...

The Pink Flowered Panties

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I was in an apartment laundry room when I saw them for the first time. And my cock went as hard as a rock. I've seen a lot of hot girls. I've seen a lot of girls that wore some very sexy things and that showed off a lot of skin. However, the girl that I saw on that Friday evening was one that I would never forget. The girl with the pink flowered panties. I was putting my clothes in a washing machine when the girl walked into the room. I didn't know her name or who she was....

The Pink Nightie

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One summer as I was visiting my aunt Sue, I had confessed of my fetish for silky lingerie and we had a sexually charged encounter with her nighties and slips. Not long after that, she had encouraged me to play with her lingerie on one condition; that I ask first and let her know what I'm wanting to play in. She also didn't want me to lie or keep secrets from her. Well I got "punished" for keeping one desire from her. I was helping around the house when I saw it-a long dark pink nightgown. I was helping her...

The Neighbor’s Lingerie Drawer

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When I was young and my hormones were out of control, I had a crush on a woman who lived across the street from my parent's house. Her name was Sally, she was above average in the looks department but was a real bitch when it came to personality. Everything she did was very neat and tidy, and she was very strict with her children on keeping the house clean and neat. But what I found attractive about her was her long brown hair and feminine way of dress. She always wore a dress or skirt that showed off her...

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The Office Slut Ch. 01

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The Start of things. The whole thing started with a discussion among a group of us in the rest room at Hinkerman's, the company where I worked in the typing pool. It was all about how far you would be willing to go for money. It had started with a reality TV program that had been shown the previous evening, where girls had been offered money to flash their boobs in public. The shows presenter could have offered the girls up to £100, but it was surprising just how little he got away with. There was one especially attractive young...

The Neighbor Knows All

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I am a 16 year old male from Maryland. The story I'm about to share happened two weeks ago after school let out. I live in a small development and their aren't many good looking women living in my neighborhood except for the woman 3 doors down from me. She is only 22 years old and lives by herself with the only other occupant of the house being her dog. Well the day school let out I was walking home and passed by her house. I noticed that she was sitting on the porch in a bikini top that barely...

The Job

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Several years ago I worked for a company in a major city. I started out as a temporary worker because the firm was waiting for some positions to open up before hiring any more permanent employees. I really enjoyed the place because it was interesting high-tech work and the people were friendly. The pay as a temp wasn't really great but the prospect of being hired in permanently was an incentive enough to stick with it. After six months, the day I'd been waiting for came. I was asked by my immediate supervisor to report to our division vice president...

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The Gypsy’s Curse

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Virginia Fearnley was the sweetest, kindest young woman you could imagine. She worked as a sales assistant at a shoe store, but in her spare time she volunteered at a local charity that fed and clothed homeless people. So when she saw the shabby little homeless man, while walking from the shoe store to the car park at the end of a long day, she immediately dug for her purse. She had hoped to offer the man a five-pound note, but her face fell when she found that she did not have nearly that much loose change. "Here," she said,...

The Ice Storm

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This story is absolutely true which you will no doubt believe when you read it. Nothing really happens, there is no plot, just an attempt to describe the wonderful experience I had one night as a youth. Our winters are somewhat mild here in Kentucky but we do occasionally have a small blizzard or ice storm. One of the later fell one January day when I was twelve. The roads were impassible for three wonderful days and school had already been cancelled. In anticipation of the storm my mother had bundled me and my brother up and taken...

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Tags: bath, bathing, masturbation, nightgown, older-woman, satin

The Confessions of Jenny – 11 – The French Holiday 6

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The boat was now moored conveniently in the little harbour below the hotel. We made several fairly long trips along the coast, visiting and dining in various places between Toulon in the west and Cavalaire to the east, but most days we would go across to Porquerolles and anchor in one of the many secluded bays (called Calanques) on the far side of the island. Our sexual activity seemed to increase as the days slipped by, stimulated by the warm sun, the relaxed atmosphere, and perhaps by the excellent local wines! We made passionate love whenever we felt randy, which...

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The Elderly Neighbor

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This is my first time sharing an experience, hopefully with more to come. I have had a love for exposing myself for many years now and this particular incident led to many more experiences so I thought it might be a good place to start. It involved an elderly neighbor lady and a beautiful, sunny, hot summer afternoon. I had the entire day to myself. This is rather rare around my place so I always take full advantage of it. I put on an old pair of boxer type swim trunks with the lining cut out which I loved for...

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The Ex – chapter 1

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Bob recently retired from the military after 20 years of service. He was fortunate to land a job in the civilian sector with a local company that valued his military experience. The transition was relatively seamless. Work was work whether it is in a khaki uniform or coat and tie. The biggest adjustment Bob has to make was working around females. Quite frankly he wasn't used to the constant bombardment of skirts, heels, and the sweet aromas of the latest fragrances the ladies all wore. As a professional military man Bob didn't like the distraction, the duty of the job...