rectum sex stories – Page 7

Nighty-Ware

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Prologue It all started when mom had hosted a Nighty-Ware party for some friends and neighbors in my house. Instead of plastic storage containers, lingerie of all kinds was sampled and purchased. My first sexual experiences came as a result of delivering these purchases to our neighbors. Since then, I've had more experiences, heightening and strengthening my attention and desire for sex. Part 1 ______________________________ I guess I was just destined to grow up horny. At least, that's what it feels like in retrospect. I thought about sex all the time. My dad had a...

Neighbor Lady Caught Me in Her Bed

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A couple of years ago, I was asked by my very sexy divorced neighbor, Lisa, if I would watch her house and feed her dogs while she went out of town for a week or so? I said sure, I would love to! I had this obsession with her anyway, and just looking at her gave me a stiff dick. She was a couple of years younger than me, and had a nice body. Her tits especially excited me. They were a small D size, and hung low and sort of torpedo shaped. I had caught a glimpse at them...

My Problem 2

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by Stockingtops After that first experience of masturbating in front of my Aunt Sarah, she seemed to change. I would often see her walking around the house in just a bra and panties. Most often she would be wearing big white nylon brief panties and a large white bra with lace covered cups that held her big breasts high, jutting out from her chest. Occasionally she would wear a half-slip pulled up over her breasts, sometimes with panties, and sometimes completely naked underneath. One time I remember her cleaning the kitchen in just a white half-slip pulled up over her...

My Sister’s Undies

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My journey to wearing women's underwear began innocently enough. It was in the late fifties. I was fourteen years old and my sister was seventeen. We each had our own bedroom on the second floor of our house with a bathroom we shared between them. I had certainly heard talk among my friends about girls and sex and stuff but I had never actually seen a naked woman except for the black and white photos in one of my friends' dad's girlie magazines. About a year earlier I had discovered the joy of jacking off and those grainy photos were...

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

My Sleepy Mom

4/5 - (1 vote)

My name is Jon Robert. I'm 18 year old now and my mom Suzy is 38. My mom is so pretty and sexy many a woman aged 25 years old would love to have her body. She keeps her body pretty. She has light skin , big breasts and brown hard nipples, also long sexy legs. I don't know why I have been thinking of her this way but I'm sure any man who saw her body would like to have her. My dad has his own business, so he has to travel around the world to follow his business....

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Tags: anal, anus, rectal, rectum

My Step Sisters (part 2)

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From that day on the girls became even more confident about the way they treated me. On the last day of the school term, a Thursday, Liz told me to go to her friend's house on my way home from school. When I got there I was told that they knew about the magazine I had been reading and that as I had been using girls for my entertainment I would be used to entertain girls during the summer holidays. They told me that I would have to learn how to strip...

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Tags: anal, anus, humiliation, punishment, rectal, rectum, spank, spanking

My Strict Aunt

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I was raised in a very catholic neighborhood in a very ethnic part of Chicago. I came from a large family and my mother was very close to her sister, my aunt Paula. In the course of raising a large family of 5 boys and 3 girls, my Aunt Paula helped my mother a great deal. She never married and looking back, I think that she might have been gay. But that was something that was not talked about the way it is now. It was not out of the ordinary to find my aunt at our house one to...

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Tags: anal, anus, medical, nurse, rectal, rectum, spank, spanking

Naked with Aunty

4/5 - (1 vote)

CHAPTER ONE I'm sitting at the keyboard and the white screen disappears and I'm looking back a good twelve years, to the time when I still lived at home while making my way through college. I'm an educator now, but at the time, I used to work late nights at a convenience store. My story is based on actual events, so there is no explosive sex to be found here. On the other hand, I think that those of you who are turned on by the sensuous nature of nudity and nudism will find this story stimulating. The same goes...

Neighbor

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One summer day as I finished mowing the lawn I noticed my next door neighbor laying out in her yard on a beach chair. She was about 40 years old and I was only 16 but the thought of actually fucking an older woman turned me on. She had a nice big ass and nicely shaped breasts. As I walked by she called my name "Joe can you come her for a second." "Sure Mrs. Walsh I'll be right over" She was wearing a one-piece bathing suit that was very tight around her big, but not large ass. I couldn't...

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

My Mother-in-Law (7)

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Friday morning came, I was dead tired, I could hardly wake up to take Paula to work. I'd tossed and turned all night dreaming about my ordeal with Alice at the hospital. I threw on a pair of shorts and a clean T-shirt and staggered out to my car to drive Paula to the hospital. I wanted to get an early start, so I could finish painting Alice's kitchen and bathroom, before it got too hot. I didn't have the energy, I needed more sleep. So I drove back to the house and took off my shorts and slipped under...

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Tags: anal, anus, big-breasts, huge-tits, nylon, rectal, rectum, stockings

My Mother-in-Law (9)

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Sunday afternoon, Paula and I came back to her house so we could change, we were going out to eat at a nice restaurant in Niagara Falls. While Paula was taking a bath, Gladys pulled me aside taking me out onto her patio. Where neither Paula or Alice could hear. "Bob, I got it!" She exclaimed. At first I thought she had some kind of an idea to get us out of the mess we were in. Looking blank, ready to hear her idea, I said. "Okay, let's hear it!?" "NO SILLY!... MY PERIOD! I'M NOT PREGNANT!" She beamed smiling...

My Mother-in-Law (10)

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Gladys and Pete were doing some interesting talking lately on their dates. They were talking about living together in marriage. Questions like 'What if we got married where would we live?' With Gladys living in Canada and Pete the United States, they had some serious considerations. Gladys had been phoning around trying to get some answers to their questions but found she was being put on hold and forgotten. It was becoming obvious that she had to go in person and talk to the right people. The government offices in Toronto were giving her the run around and her phone...

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Tags: anal, anus, nylon, rectal, rectum, seamed-stockings, stockings

My Mother-In-Law’s New Nightie

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I was married young. I was a month short of 21 years old and my wife was 19. We had been engaged for some months but both our parents asked us to wait to finish college and get a secure job before getting married. However, our doctor changed all that because he made a very bad diagnosis and said that Margaret, my fiancé, was pregnant. That came as one heck of a shock as her periods had been regular, but he told us that it was still possible to be pregnant and we, being young and innocent, believed him and...

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Tags: anal, anus, doctor, medical, nightgown, nightie, rectal, rectum, stockings

My Mother, Susan

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I remember the day exquisitely well. The days - no the months and years before it - are wrapped in some soft-focus, cotton-candy memory, but that day snaps into sharp focus with a clarity that is the result of moments of great impact long remembered. For all those years, my mother was my Mom. Then one day she became a woman. More importantly, she suddenly became a sexy woman. An extremely desirable woman. I didn't - that day at any rate - suddenly become a profligate. It was to take a certain determinism and some considerable time before I might...

My Neighbor’s Son

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My Neighbor's Son My name is Shelly. I am 39 years old, married and I have an 18-year-old daughter named Connie. Three weeks ago my next-door neighbor and her husband were going out of town for a week and ask me if I would keep an eye on their house while they were away. Timmy their 18-year-old son would be staying home and they wanted to know if he could call me if he had any problems. I told them no problem. I had watched Timmy and Connie grow up together since they were 2 years old. They stayed friends...

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Tags: anal, anus, doctor, masturbation, medical, nurse, rectal, rectum

My Perverted Aunty

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When I was 13, I moved in with my Aunt. Some of the things that happened when I lived with her were unbelievable. So I'm writing them down now so I can refer to them in the future, masturbating to my memories. My aunt had no shame. And now looking back, I know she was an exhibitionist. She would walk around the house in just her bra and panties. Her panties were always big shiny nylon briefs, which came up over her belly button. And her bras were big utilitarian things, designed to manage her huge breasts. Sometimes she would...

My Problem 1

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by Stockingtops When I was 12 years old, my parents died in an auto accident. The only relative left to care for me was my mother's sister, Aunt Sarah. I had been living with her for several months, when she finally brought my problem to my attention. I had recently begun having wet dreams, but had not learned how to masturbate yet. And when I had wet dreams, I would put my sheets in the wash immediately so that Aunt Sarah wouldn't know what had happened. However, one day I woke up late after having had a wet dream. Aunt...

My Mother-In-Law (2)

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Things between Paula and Bob weren't going too well over the next few weeks. Bob was looking around and was seeing a girl in Kitchener. Paula and her friend Mary came looking for Bob one Sunday afternoon, after stopping at his house and his mother telling Paula to find someone else, that Bob was unreliable, they tried the roller rink, and found Bob and myself. Bob started talking to Mary, and soon they took off out to the parking lot to her car. Feeling sorry for Paula, I filling her in on Bob and offered her a ride home. We...

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Tags: anal, anus, nylon, panties, panty-fetish, rectal, rectum

My Friend’s Son

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*** Her friend Ronda needed a place for her son Ron to stay while finishing his senior year in high school and on into college as her husband was being transferred to another city. Having a nice young son around the house would be nice especially considering that her husband traveled quite often and she was alone. *** Rhonda and I were friends before her son was born. We have not had children of our own, as I could not get pregnant. We consider Ron one of our own and his Mom and Dad were grateful as they both worked...

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

My Grandma Loves It

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Mom had insisted that I went along with her and my older sister Ann. Dad was away on one of his trips and would be away for at least six months. I was looking forward to the freedom that I would be able to get while he was away but that was now crushed. I phoned my mate to tell him that we would not be able to go out girl hunting as we planned and there was nothing that I could do about it. He seemed to accept this but said his sister would be disappointed as she was...