masturbation sex stories – Page 21

Aunt Emily’s Boarding House

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One summer early in Peter's teen years, his mother sent him to stay with his Aunt Emily, who ran a boarding house for young men in the north of England. Peter was quite excited, both at the novelty of the trip and at the prospect of being more "on his own" for the summer. He had onlyrecently discovered the boyish pleasures of masturbation, and he waslooking forward to having opportunity to explore them out of thesupervision of his parents. Little did he know that his mother'ssuspicion of his secret activities was the prime motivation for sending him to the care...

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Tags: masturbation, medical, nurse, older-woman, punishment, udders

Aunt Eva

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I was raised in a fairly typical big city neighborhood. In those days, families lived pretty close to one another if not in the same immediate neighborhood. My aunt Eva (my mother's sister) lived a few blocks away from us in a 2-flat building she owned. She lived on the 2nd floor and did n't rent the other apartment because she thought it was too much trouble and besides she didn't need the money. My aunt lived alone and never married. Because of that she had to do all the maintenance work herself. Yard-work, paining and whatever else was needed....

Aunt Anna’s Lingerie

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One summer, I paid a visit to my aunt in Illinois. Now she was in her early 40's and pretty with short close cropped blond hair. I usually got to spend a week with her, usually doing chores and generally helping out. She was very encouraging of my personal interests, and seemed enthusiastic about many of my teenaged hobbies.(I soon found out that she was enthusiastic about other things as well!)One afternoon I was helping out in the yard when it started raining, and as I was running towards the house, I slipped and fell, landing in a gigantic mud...

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Tags: anal, anus, masturbation, nightgown, nightie, nylon, rectal, rectum

Aunt Betty and Me

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It all started in the aftermath of one of Florida's many hurricanes. I don't remember the name of the storm; I was only fourteen at the time, and didn't pay much attention to current events. My Aunt Betty lost her home because of flooding, and came to live with Mom and me. Neither Aunt Betty or Mom had husbands anymore; it was just the three of us. I was not happy about the prospect of her living with us at first. I had recently discovered masturbation, and was instantly addicted to the immense pleasure my body could experience during a...

Aunt Betty Takes Me In

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I was 20 years old and had just split up with my long time sweet-heart ofmy teenage years as something told us to move on to better and bigger thingsin life. Not a big deal and I was relieved as personality- wise she wasn't theone for me and we had enough sex to last a life time, or so I thought. It wasthe summer of 82 and you may remember it was a scorcher. Very little rain andexceptionally humid. A strange combination but it lent itself to the story I am about to tell you. I had enrolled in college...

Aunt Betty the Nudist

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I was 20 years old and had just split up with my long time sweet-heart of my teenage years as something told us to move on to better and bigger things in life. Not a big deal and I was relieved as personality- wise she wasn't the one for me and we had enough sex to last a life time, or so I thought. It was the summer of 82 and you may remember it was a scorcher. Very little rain and exceptionally humid. A strange combination but it lent itself to the story I am about to tell you....

Another Mother’s Panties

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My panty love began when I was a young boy, delving through my mother's collection of silky delights. I can't remember the details of the first encounter with panties, that first caress and scent, but I do recall sneaking up to her bedroom when she was out or pre-occupied, and sifting through the pairs in her drawer. It was a feast to the eyes and to the hands. However, easily the most memorable and sensual time in my panty experience was with another mother's panties - my best friend's mother's, Margaret… She was an attractive mature woman, early forties, slim...

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Tags: masturbate, masturbation, nylon, older-woman

Anything To Help Him

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I silently thanked whatever god looked out for teenage boys - thanking that higher power from taking my son in that accident that stole half a dozen other parents children. A school skiing trip - four days of fun away from parents, with friends and only two teachers as chaperons - it had turned into a nightmare. Dozens had been hurt, half of the teens that had went on the trip had been of the fourteen found dead at the scene. Their car having taken the brunt of the train crash. Over a month ago and it still stunned me...

A Pleasurable Awakening

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When I was 15 years old, I was not experienced with the opposite sex and my only sexual experience was solitary masturbation. On a given Saturday morning, "Diane," a long-time childhood friend, awakened me early in the morning. (We had been friends since first grade-she and her younger brother often played kick ball and rode bikes together.) On this particular morning, she knocked on my window outside my bedroom-the window was open-and I was laying on my twin bed dressed only in my boxers with the sheet barely covering my privates. I had a raging hard-on, as I often did...

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Tags: masturbate, masturbation

At Aunt’s House

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I have always been attracted to my aunt. She is rather attractive and is always open with me about nudity (probably because in my family I am the one everyone thinks of as innocent). She would often take her bra off in front of me showing her gorgeous breasts. She would undress completely in front of me and put her night clothes on. She didn't wear anything underneath her night clothes so I often saw her vagina when she laid just right on the bed. She used to bathe me and of course had to wash and handle my penis....

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Tags: masturbate, masturbation

A Love of Lingerie

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Part 1 When I was young, I was playing at a friends house for the afternoon. It was the Summer in the late 1970's. My friend was playing outside. I was inside reading a comic on the sofa, when my friends Mum had a group of two or three others Mums come to the front door. They had been out shopping for lingerie. I think it was M+S as I remember the green and gold carrier bags. They drew the curtains and two of them began undressing. I watched them unbutton their blouses and unzip and slip off their skirts....

Amazing Grace

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Appearances can be deceptive. When I reread this story, I realised that the opening sentence could give completely the wrong impression. You know how it is with a story, you want to grab the reader’s attention straight away, so you say something a little off-track to try and make him or her carry on reading. However, I must make this clear - although this story contains sex, in fact it’s mainly about sex, there is no incest and no under age sex involved. Sorry if that’s a disappointment to some readers, but that’s the way it is. So let’s get...

Amy’s Yummy Panties

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When I was sixteen I was on a trip and just so happened to have a room in a condo right across the hall from Amy's. Amy was sixteen as well and I had a huge crush on her at the time but was too scared to act on it, as she was extremely pretty. She had brown hair and brown eyes, a cute smile, olive colored skin, and an amazing body. She was very athletic with long and shapely legs, had one of the tightest asses I have ever seen, and her breasts were fairly small and perky which...

A Holiday at Cousin Clare’s

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As a teenager I always used to spend about ten days each year with Cousin Clare and her parents. Clare wasn't actually my cousin, but her mother and my mother were at school together, and it was a convenient way to refer to her. Clare was an only child. At the time of the following exciting adventure we were sixteen, but I was a few months older than she was. Clare's parents had plenty of money. They lived in a large house in rural Berkshire and Clare went to a private school, girls only, a few miles away. She had...

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Tags: anal, anus, masturbate, masturbation, rectal, rectum

Adventures with Sister’s Babydoll Nylon Panties

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Adventures with Sister's Babydoll Nylon Panties I was about 14 or 15 years of age and regularly jacking off nearly every other night, into various cotton handkerchiefs and old discarded undies (mostly my old cotton full jocks). Nothing spectacular, but better than beating into a boring fist (at least I’d evolved from wanking in my PJ bottoms by humping my pillow in bed at night). Certainly my masturbation-life could do with a lift. Then one day, my sister Kim, who still shared my room (partitioned off, but the same room nonetheless), had her shower early in the evening, and emerged...

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Tags: masturbation, nightgown, nightie, nylon

A 50’s Experience

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My birth parents were killed in a tragic accident when I was only one. My father's sister Irene and her husband Jimmie took me in (they didn't bother with the adoption thing) as their own. Just over a year later, Uncle Jimmie died at Omaha Beach. It made him some sort of local hero and aunt Irene never remarried. We lived in a small town outside a larger Midwest "city" where aunt Irene worked in an accounting firm. During the days when I was small, I spent my time at my grandparents house and when aunt Irene came home from...