masturbation sex stories – Page 5

Tommy Has an Owie

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Tommy has an owie Part 1- 4 Little Tommy Jenkins was, as they say, not the brightest bulb in the box. Although this was due more to his strict, religious upbringing, and overly protective mother, than any mental deficiency. Never the less, he very often gave people the impression that he was much younger than his real age, which was twelve. Lately he'd been having a problem. His body, which was not hampered by any outside influences, was starting to respond in a manner quite common to adolescent boys. To put it in his words, his pee-pee was growing and...

Tom Part 3

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Tom awoke the next morning to the sound and smells of someone cooking. He saw Kathy standing at the stove and she said, "about time you woke up sleepy head, would like some breakfast?" "Yes, please," replied Tom. He noticed looking at the clock that it was already 9:30 A.M.. He couldn't believe he slept that late. He had to go to the bathroom but realized he was under the sheet with a very hard woody. "Let's go," said Kathy, "it's ready." Tom decided to run to the potty before sitting down for breakfast. His erection pointed the way as...

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Tags: bath, bathing, doctor, enema, female-doctor, masturbation, medical, nurse, spank, spanking

The Wicked Landlady

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***Need House to Share:*** ***Woman and teenage son.*** ***Please call 555-1234*** Tommy and his mother Pat had moved in with Mrs. Carol three months ago. Mrs. Carol quickly called Pat after seeing her ad in the paper. When they came over she told Pat the rent was half what she had originally intended to ask. The reason was Tommy. The teenage boy was simply adorable and she wanted him under her roof. Pat jumped at the chance to rent space in her lovely Victorian home, and Mrs. Molly Carol seemed like such a nice, benign older woman. After they moved...

The Woman in Apartment 3B

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I lived in an apartment building in New Jersey when I was 12 years old. My bedroom window looked across an alley to the bedroom window of apartment 3B which was occupied by an older heavy set woman of about 58. She wasn't anything special but she was the first woman I saw naked, she was also the first woman I saw masturbate and the first woman who ever let me touch and lick her. It all started one night when I woke up in the middle of the night and saw the light on in 3B. I went to...

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Tags: bath, bathing, masturbating, masturbation, older-woman

The Tests 8

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Eddie's 25th birthday was coming up soon and Yvette talked to Sally to see what they could come up with to please him the most. They decided that a party staying in and cooking would be something he would like because he certainly gets enough restaurant food and he doesn't cook much for himself. "Why don't we ask Gladys if we can have it at her place?" said Sally. "That sounds like the best idea, said Yvette. I hear she has a fabulous condo." "Yes, she does. I'll do the asking," said Sally. "I know her better than you. However,...

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Tags: bath, bathing, masturbation, satin, stockings

The Tests 11

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Felicia liked to sleep in late and she awakened at her usual hour with plenty of time to get to work. She was still a little drowsy and was thinking about Eddie's cock. She reached over to the bedside table and found the dildo that Sally had given her. She began to kiss it and then looked at it admiringly. She began to get turned on so she sucked on it and practiced her deep throat. "This cock is so beautiful," she thought. She put it inside her pussy and brought herself to an orgasm fantasizing about Eddie. She finally...

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Tags: masturbation, satin, stockings

The Truth, The Whole Truth & Nothing But The Truth

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This is a true story, although it happened many years ago, I remember it as though it was yesterday. Only minor details have been changed to protect identities. It happened to me when I was 21. I was still living at home with my parents at the time. My sister (Kelly) who is 3 years older than me, left home and got married (to Eddie) at the age of 17. Kelly had a gorgeous little girl called Amy who was 4 years old. I often visited my sister on a Saturday afternoon to see my niece and play with her,...

The Unexpected Physical

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By the time Jason climbed off his bike and walked it over to the rack, he was sweating like crazy and could barely feel his legs. It had taken him nearly an hour to pedal up the hill to the high school -- in August heat, no less. But with both his parents at work and no friends who drove, it was the only way to get to his sports physical. He couldn't wait until next year, when he'd be 16 ... old enough to get a permit and start driving himself places. Jason leaned his bike against the rack,...

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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Tags: bath, bathing, masturbation

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 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 wouldn't...

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 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 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...