rectal sex stories – Page 2

Weekend at My Aunt’s

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I really didn't want to go to Aunt Martha's for the weekend, but I didn't have a choice in the matter. My mother and sister were going to a baby shower for my cousin and -- of course -- boys weren't allowed. I met Aunt Martha at the train station where my mother had dropped me off, and we drove to her house. Aunt Martha had never been my favorite Aunt. She always seemed a little stern to me, and her home didn't have much in the way of entertainment. I always got bored whenever I went there. We sat...

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Tags: anal, anus, nylon, rectal, rectum

What a Season

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When I was 10 it was just Mom & I in that big old farmhouse. We had a dog, cats, chickens, a garden, a pig, a small pond with fish. I’d get home from school, do some homework and chores, and mom would come home from work 2 hours later. Dinner together, care for the animals, schoolwork, often a bath, then a cuddle and off to bed. One evening during dinner Mom said she had some news, maybe bad news. Her boss asked her to change her shift, to work later so she could keep the operation going smoothly...

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Tags: anal, anus, rectal, rectum

Wish of The Paperboy

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As a youngster I had a paper route in order to earn the extra money I needed to buy some of the goodies that I desired. This was a very profitable route, although it was a once a week delivery. I was always trying to drum up new business. One day my mother told me to go and ask a new family that had moved in, if they would like delivery. Learning of this, I headed to there place and rang the bell. A young girl, about 9 years old answered. I asked if her parents were home. Shortly after,...

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

Witches Panties (or How I got my Tits)

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By Ginger I had been married for about a year before my wife, Nichole, discovered my little secret. Initially I thought she suspected that I only loved her panties, but the reality was that I loved all feminine under-things. Yes, I love her panties, especially her used panties, but I also had a pretty extensive collection of my own, and not just panties. My stash included bras, pantyhose, a corset, stockings, high heeled shoes, breast forms, and of course lots of panties. I had kept this hidden from her while we were dating, but it would be harder once we...

Trick or Treat

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Henry felt like an idiot. Here it was, Halloween. All his friends were out egging people's doors, throwing water balloons at cars, and just generally causing trouble -- exactly what every 14 year-old boy SHOULD be doing on this day in a small town ... exactly what he should be doing. Instead, thanks to his mom, who had to work an extra shift tonight, he got stuck walking his little sister Trish around for trick-or-treat. It just wasn't fair. He loved his sister and all, and she wasn't nearly as much of a pain in the ass as some 8...

Trouble for Toby (part 1)

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PART 1 Toby Jones was a 14 year old boy, who recently orphaned, had just moved into his Aunt Margret's huge house in Rottingdean near Brighton. His parents had been killed in a car crash just over a month ago and as Margaret didn't need to work due to a huge inheritance and some excellent investments over the years it was thought it right and proper that she should look after her young nephew. Margaret, a 47 year old spinster had no end of male admirers as she was a very striking woman of 5'10” in her stockinged-feet and a...

Tutor Tits

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My wife, Judy, and I have been engaging lately in exposing her naked body to all sorts of men as foreplay to great times of sex between us that she likes to use as her excuse to do it. She has long been an "innocent" exhibitionist that enjoys being braless and can fluster even good friends or neighbors when we're out working in the yard where she will tease them with close-up views of her nipples poking into the thin tops that she deliberately chooses to wear when she knows she might get caught. Our intentions have always been that...

Under Hypnosis (a true story)

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Although sometimes I can't believe it myself, this story is completely true! I still get excited when i think about this experience. I hope you like it! When I was a freshman at UMASS I took a Psychology class. It was there that I met my friend Julie who was a Psych major. She used to help me with papers and preparing for tests. We became really good friends. One night we were in her dorm room with two of her friends who were also Psych majors. I had only met them once or twice but I liked them. They...

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Tags: anal, anus, forced-nudity, rectal, rectum

Underwear Enjoyment

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I was fascinated by panties, or knickers as we call them in the UK, when I was quite young. I even asked my mother if she would buy me some, but of course she wouldn't! Oh well. I wanted to wear the sort of panties that girls wore at that time (in the 1950s), which were made from soft silky nylon, with firm elastic round the legs, and made in a variety of colors from white, through pink, pale blue, navy blue, red, brown and dark green and others. I had no sisters to 'borrow' from, so my dream was...

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

Unexpected Exam

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Wednesday 2:00 PM. I was 16 at the time. Sitting in my 7th. period Civics class. My girlfriend Misty Jones was in the desk beside me. I sat there undressing her with my eyes. Just one more hour and the two of us would be on our way to her house. And I’d be undressing her for real. Her mom is single and usually works late. And gives us hours of quality time to do as we please. Of course she doesn’t know, but does have her suspicions. Motherly instinct I suppose. Or that’s what I thought. Unfortunately things went...

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Tags: anal, anus, doctor, humiliation, masturbation, medical, nurse, older-woman, rectal, rectum

Unleashing Mary

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Prologue: As Mary got on in years she found it increasingly difficult to start a new relationship after the death of her husband. To make matters worse, her son Matt who had grown into his late teens and began assuming the role of the man of the house which Mary feared would cause tension if a new man were to enter the scene. Having established an equilibrium in her home, Mary decided to leave things as they were as she felt no need to upset the balance in her home, that is until an unforeseen situation took this balance...

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Tags: anal, anus, doctor, enema, incest, medical, mom, mommy, mother, mother-son, rectal, rectum, satin, son, voyeur

Travels with Aunt Leigh

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Part 1 Troy was at that age when a growing boy walks around with a, more or less, perpetual erection. And there’s only one thing on his mind:sex….sex, sex, sex, and more sex! It was driving the kid crazy! And it didn’t help that he lived alone with an attractive “older woman” -- his 40s-something aunt, who also happened to be a good-looking blonde. He remembered when his roommate, Patterson, first met Aunt Leigh, at one of those parents’ days at Hillcrest Academy. Standing at the window of their room, Patterson took a moment to eye up the slender blonde...

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...

Tommy’s Wicked Stepmother

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"And I want you to be in punishment position when Miss Caulder arrives Tommy". The boy was mortified upon hearing this over the dinner table. His stepsister Julia looked at him and snickered. What his stepmother was saying was that he would have to be totally nude for the visit from his 7th grade teacher tonight. These punishments began shortly after the death of his father. Whenever his stepmother, Sondra, felt he had misbehaved she would strip off all his clothes and humiliate him somehow. After dinner Sondra said "Julia, be a dear and help Tommy...

Tom Part 1

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Tom was a happy teenager who lived in a city apartment with his mom and dad. He attended Washington Junior High School where he would be graduating in three months. He was captain of the school baseball and basketball teams as well as the debating team. Tom was handsome, athletic, a very good student and was very mature for his age. Although he was very popular with both the boys and the girls in school, he had no steady girl friend but did date frequently. One Friday night when Tom was eating supper with his mom and dad...

Tracy Visits the Dentist

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by Slippy Tracy Hunter had an appointment with her dentist, Dr. Martin, this morning at 10:00. She hadn't realized it was barely 8:30 as John, her husband, had gotten up late and was in such a rush to get to work on time. Tracy was caught up in the rush and forgot that she actually had plenty of time before her appointment. She and John lived only minutes from the medical center so she had no reason to get in a hurry. Tracy had planned to go out shopping and have lunch with her friend Marge after her appointment. They...

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

The Tests

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By Stocking Smitten It was one of those spectacular late Spring days in New England. Crystal clear skies, 70 degrees with promise of warmer temperature as the day wore on. I was in great spirits. I had pulled into the parking lot a few minutes early for my appointment and was looking over some papers spread out on the passenger seat for a meeting scheduled for later that morning when I noticed a late model Range Rover pull into the spot to the right of where I was parked. I glanced up and noticed that the driver was an attractive...

The Tests (parts 1 and 2)

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Dear Sonia, I have attached some of my fantasies, but first I must tell you about how they began. You ran a story called "The Tests" some time ago and I thought it was not only the most erotic but also some of the most creative and best writing that you have had in your stories section. Even when I first read it I knew that it had to have a sequel so I started writing. Before long it was like the eveready bunny, just going and going, until I had 14 episodes. They are all attached in one file...

The Week That Changed My Life

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Prologue- This is the story of a young boy, his neighbor and his sister. The memories of that young boy's experiences live in me still, but I cannot tell this story from his perspective, I can only tell this story from the perspective of the man, forty years his senior, that I am today. The time of this story is 1962, the place is Southern California, the 'Greater Los Angeles Area', as it was known. For the sake of those involved I won't specify the location any more closely than that. This was a time before the Internet and...

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...