rectal sex stories – Page 13

Beginning to Love the Feeling

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It began when i was about 13, I was with a friend whose job it was to watch his next door neighbors house and feed their dog. He asked if I wanted to go over with him, and i said sure. He showed me where the owners had left the backdoor key for him and we went in. After awhile he said you know who's house this is? No, well its Alice Hawthorne's house. You mean the Alice that's in school with us? Yep, that's the one! She is one bitch that i would love to get together with. Yah...

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Tags: anal, anus, jerking-off-with-panties, rectal, rectum

Best Friends Mom

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From the age of 6 to 18, I lived a couple of doors from my best friend. His dad was a doctor and worked long hours, and when he wasn't working, he was on the golf course. My friend was an only child. His mom was about 28 when he was born, and she took great care of herself. I've posted stuff about her before. This thread reminds me of several times where she'd do housework in the sheerest of nightgowns. Of course, only around me, my friend and one other boy. Never around us when her husband or our...

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Tags: anal, anus, doctor, medical, nightgown, nightie, older-woman, rectal, rectum

Bev’s Massage

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My cell phone wouldn't stop ringing, but I had no time to take any calls as we made our way up to her doctor's clinic. Bev had called me at work, and when she told me she had fallen, I dropped everything and rushed to her home. Normally Bev would call my wife for something like this, but Kate had been out of town for 3 days and was not due back for at least another two. Bev wondered if it was Kate trying to ring after I had left the message at her hotel that her mother had fallen...

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

Bible Mom

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I'm going to talk about my mother and her religion in a way that may appear a little dark, depressing and uncomfortable. I think she was a lousy parent but I know I wouldn't be me if it wasn't for her and her mistakes. My mom came from a military family. She was the second youngest and terribly jealous of her younger sister. I think that's why she got married at 18 to Vietnam vet and had me by the time she was 19. Sadly, the marriage was over by the time I was four. I have almost no memories...

Big Evil Auntie

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David had just finished his paper round and was feeling a little tired being small for his 16 years. As he entered the house he saw his Aunt Sheila in the living room sitting on the settee crossed legs showing her ample curves, a woman of 40, strongly built about 5'10" 180 pounds, brown hair tied in a bun. David stared at his Auntie as he entered, she looked up at him her huge breasts jiggled, David's Aunties breasts were at least 49DD, in fact her figure measured a whopping 49DD-33-48, she had a broad but tight waist, broad back...

Birthday Present From Mom

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It was my 15the birthday, and I had just come home late. I had a couple beers at a party, but was otherwise all right. I went home and my mom and her friend, Mrs. White, were over with a cake. They both giggled when they realized how drunk I was. I didn't' care, it was funny. But anyways, I ate some cake and humored them for a while. Then my mom went to the bathroom. I was sitting there, and all of a sudden, Mrs. White shows me her ass, asking, "Do you think I have a nice ass,...

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Tags: anal, anus, rectal, rectum

Barbecue at my Aunt’s

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I have had literally hundreds of fantasies in my lifetime and I am only in my twenties. Some of my fantasies are simple and to the point. Some are very detailed and would take hours of preparatory writing just so the reader would remotely understand the point. Most of my fantasies deal with the same topics. These topics are usually incestuous and always include in some relation, panties. This story starts being true. I am sure you will be able to tell when the story shifts from the what really went on to fantasy. Enjoy. When I was about 18...

Bathing with Grandma

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I had just graduated from college three months ago. I moved in with my grandmother because she had an extra room and lived in the city. So I thought it would be convenient for job interviews. I got all my stuff moved in and was straightening up my room when she came in and asked me if I wanted to go swimming. I was shocked at how good she looked in her bikini. At 55, she was still attractive. She had short curly brown hair and her face didn't have any mark of wrinkles. Her breasts were large and pert,...

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Tags: anal, anus, grandma, grandmother, grandson, granny, rectal, rectum

Bath Time With My Aunt

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Bath Time With My Aunt Sex is a strange thing surreal almost at times. First sex is seldom a cataclysmic opening, rather a buildup of various tendrils which will one day flower into full blush. As a teenager I had scarlet fever. Well perhaps more a virgin than a teenager 18 or thereabouts. I had to stay home from school, missing important exams in the process. I stayed at my aunt's, my great-aunt really; she was deemed to be the only person able to care for me as the scarlet fever ran its course. It was awful too. Not just...

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Tags: anal, anus, humiliation, masturbate, masturbation, medical, nurse, rectal, rectum

BBW Mum

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It was 2 in the morning when my phone rang, I was not in bed but was due to go any minute. Through the noise I made out a woman's voice over the street noise around her. After two minutes I finally understood that it was Mary the mother of a friend of mine. I had dinner with her son recently and he had given her my number in case she needed help next time she was in my town. She was now in town and was too drunk to drive so she was wondering if I could come get...

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

A Visit With Sue

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It all started a couple days ago with Sue. Sue was a friend of mine a fifty year old woman who I had hung around with for some time. A larger woman with big slightly saggy tits and a pretty face. She still looked pretty good for her age. Her and her husband had been divorced for about 15 years and she hadn't been with a man since then. Anyway she used to spend the night a lot and always would wear a nightgown. One night we were sitting around watching a boring movie on the couch and she nodded...

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

The Avon Lady

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A spin-off from Rick and CarolineBy Bob A friend of a friend whom Kathy knew had dropped by and given Kathy a written estimate of $595.00 to fix her porch. On the drive back to her place from Caroline's, Kathy drunkenly slurred she couldn't afford that much money on her meager income. When we got to Kathy's house, I read the estimate. Immediately, I realized that the person was going to rebuild the veranda. With my bright lights shining from my Corvette, I roughly assessed the damage. It was very obvious that the porch could be fixed for a cheaper...

Aunt’s Panties

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The story from the guy about masturbating with his mother-in-law's panties brought to mind an experience I had when I was 14. My family was visiting my aunt & uncle that summer and we were staying at their house for two weeks. They had a very nice home with a large pool and backyard, and it was a great place to spend part of my summer vacation. I had no brothers or sisters but did have two cousins: Tom, who was 13, and his sister, Sue, 10. The very first day we arrived we were greeted out in the driveway...

Aunt Virgina

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It was, I believe, within a week after my eighth birthday that my Aunt Virginia looked in on me one night to see if I was sleeping and ended up giving me my first lesson in the joys of sex. She was babysitting me and my sister (who is a year and a half younger than me), and was probably getting ready to settle in with her book. As it happened, I was awake, and said something to her when she began to close the door. I was, at the time, a little bit afraid of the dark. When I...

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Tags: anal, anus, jerking-off-with-panties, rectal, rectum

Aunt Paula’s Odd Proportions

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It was a 400 mile drive from my home to the Penn State campus, where for whatever reason they chose to accept me back in 1977, and while I could have made it in one day my mother convinced me to stop en route to spend a night at my Aunt Paula's place. Convincing might not be the proper choice of words because I sort of planted that seed of thought when I asked Mom about the best route to take and she said that Aunt Paula's house was about halfway to the college. "Tommy, I would feel so much...

Aunt Polly’s Toy Boy

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*** It really is hard being a 13-year-old boy and being horny all the time. The thoughts of seeing my Aunt Polly naked was driving me crazy so I decided to find out what she really looked like. She likes to take a shower and get freshened up before supper each evening and I decided to hide in her closet in the hope of getting a view her treasures. I never dreamed that I would see more than I could ever imagine and become Aunt Polly's Toy-boy. *** It has been three months since my parents died in a car...

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

Aunts’ Lingerie Party

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One Friday night during my senior year of high school, shortly after my eighteenth birthday, I drove to a nearby university, to attend a concert with a friend who was a freshman there. After the concert I was starting the long drive home, when I got the urge to drive past my Aunt Valerie's house. I was half-considering stopping in, but it was pretty late, and Aunt Valerie had two young kids. But when I approached her house, there were a number of cars in the driveway and in the street. I recognized several of the cars as belonging to...

Aunt Karen

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Chapter 1 A Bird in the Hand I was always fond of my Aunt Karen; she was a grown-up for sure, but really not that much older than my sister and I. She occasionally baby sat us and we always had a fun time with her. As I got older and started to have "manly urges," I also noticed that she was a very attractive woman. I thought the world of her. That is, until that summer she spent at my house when she brought that world crashing down around me. I was twelve, and my sister, Carol, was eight...

Aunt Karen part 8

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At dinner, Aunt Karen had her hair up in curlers. She was wearing a white terry cloth bathrobe that was tied loosely in front. The robe was tied in such a way that it kept gaping open on top, giving me great peeks at her big soft breasts. As she moved this way and that, the robe would pull to the side, revealing one or the other of her dark, puffy, semi-erect nipples. A couple of times she made feeble attempts to cover them, but then a minute later as she reached to pour herself some milk, one of her...

Aunt Karen part 9

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Aunt Karen left for her date around 8:30 in the evening. I found myself jealous that she had a date, especially dressed the way that she was! She had left by herself, apparently having made arrangements to meet her date at the bar. I was now alone in her house and made a b-line for her bedroom as soon as she left. The agreement we had was that it was okay if I played with her panties and lingerie as long as I asked her first. But I felt slighted at her having a date and decided to flout the...

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Tags: anal, anus, areola, aunt, aunt-nephew, incest, nephew, nylon, older-woman-boy, rectal, rectum, spank, spanking