rectum sex stories – Page 8

My Granny Aunt Mary and I

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When I was about ten, my parents fighting became too much and I went to stay with my grandmother for a while. She lived with her unmarried daughter, my Aunt Mary who was my dad's sister. I loved my grandmother, and still called her 'Gaga', a pet name we'd had since we were children. She was old, a bit strict, in her seventies but still had a twinkle in her eye. She was full of enthusiasm and had many friends. My aunt Mary was a little odd, very uptight, and always concerned about her status in the community. They were...

My Hot Aunt – my first time

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my first story. true to the word One day when I was about 16 years old my family and I had a dinner over by my aunt and uncles house. My aunt, Marilyn, who had just turned 40 had 2 kids one of which who is only 12 and has a very developed body with the nicest ass I’ve seen on somebody under the age of 14. She took after her mom. Even though Marilyn was 40 , she had an ass that was so firm and round you would think she is 20. Her tits were just the right...

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Tags: anal, anus, rectal, rectum

My House Cleaner

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The phone rang and I picked it up. "Hello Mr. M. This is Tina," I heard come across the line. "Oh, hi Tina. How are you?" I asked. "I'm fine, but I just got a new client. Would it be OK if I switched to Friday mornings instead?" she asked. Tina was my house cleaner. She came in once a week for 4 or 5 hours and straightened the place up. I used to be in charge of cleaning the house, or rather, I took on the job when I was disgusted with my wife and kids making huge messes...

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Tags: anal, anus, punishment, rectal, rectum

My Early Years

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Some journeys seem so long, almost without end. But there is always a beginning at least, and this beginning sometimes seems like only yesterday... Looking back over the years, I have vague memories as a young lad, of discovering the fascination of browsing through the Sears catalogue, and homing in on the lingerie and corsetry pages. The illustrations were mostly line drawings, and the females depicted appeared alien to any real person I knew at that tender age. It was beyond my undeveloped but rapidly evolving mind to imagine why the opposite sex actually wore such armor plating —...

My Aunt Nancy (part 2)

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I awoke the next morning naked in my bed, thinking of what had happened yesterday. As I got out of bed and walked to the bathroom, I looked into my aunt's room and noticed her naked on her bed. I continued to the bath room and noticed her bikini bottoms on the floor. I started to take a piss in the toilet. After I was done I washed my hands and went downstairs to get some breakfast. I popped in some toast and looked at the fridge and saw a note. It read "If you get up before me...

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Tags: anal, anus, rectal, rectum

My Aunt Sandy

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Part1 My first visit at my aunt's. (age 9) I grew up in a very loving yet strict home. I have an older sister (5 years older) while growing up she was not only my friend but also my protector against bullies and at times my parents. On many occasions she would either cover up for me or talked my parents out of punishing me. She was very wild especially for a girl-- for this reason my parents spend most of the time disciplining her and were more lenient with me. I guess she trained them...

Mrs. Sylvia Fellani

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Before applying to college in 1963, I spent several weekends visiting prospective schools in Ohio and Pennsylvania. I had already heard a lot about Smithson College from my first cousin, Fred who was then in his senior year and full of stories about wild parties, road trips, and other mayhem. As a scholarship kid, he lived inexpensively off campus by renting a room from a widow who worked as a children's librarian in the public library. In exchange for a modest rent and help around the house and yard, Fred enjoyed the benefits of a normal home. Mrs. Fellani did...

Mrs. Tillman’s Closet

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When I was 14 years old my neighbor Mrs. Tillman asked me to come over and help her move some boxes in her closet. I had always had the hots for Mrs. Tillman because she was a very attractive woman. She was and around forty-eight years old, about 5'10 with auburn hair. She had a big fat ass with wide hips, and a nice set of plump tits that I would have loved to stick my face in forever. When I got to her house that day she was wearing a short blue skirt and a sweatshirt. "Thanks for coming...

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

My Aunt

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The summer was half over and I was a typical thirteen year old with raging hormones. I was visiting with my twelve year old cousin Danny and his mom in N.J. The visit was going very well and Danny and I were really enjoying the two weeks that I was staying. I had never masturbated before but I had experienced a number of "events" when I felt the wonderful and hugely tingling feeling that comes from sliding down a swing pole in a neighborhood park. I had also started to masturbate a number of times but I stopped out of...

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

My Aunt & Her Bedroom

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Growing up in the Midwest, I always loved visits with my Aunt Bonnie. She was so different from my step-mother and my father. So open, so loving, even to a nephew who wasn't related to her by blood. She also lived on the west side of town, so I got to see things and places with her that I didn't see as a north sider. Things that may have reminded me of my first five years, living on the west side. More than anything else, Bonnie was beautiful. As a boy, I really didn't notice that as much as how...

Mom’s Yellow Panties

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The fact of the matter is that all women's underwear is sexy. But, normally, it seems as though black or red panties are talked about the most often as being erotic. When I think of sexy panties there is another color that can be equally stimulating. One might think of sun bathing under the hot yellow sun or picking pretty yellow daisies. You might even think of the sour taste of lemons. But, yellow is also the color of warning. Don't cross the yellow line on the street or run a yellow light or you could be asking for more...

Mother-in-Law Caught Me

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This happened over a just over a month ago. My mother-in-law needed to have some household items fixed up for a party she was going to have a couple of weeks later. She lives a few hours away and my wife being eight months pregnant, I went alone. I arrived on a Friday morning and starting working on the back yard. My mother-in-law was working that day as a substitute teacher. So I was able to get quite a bit done. After I finished with that, it was early afternoon and I was hot, tired and extremely sweaty. I decided...

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Tags: anal, anus, rectal, rectum

Mrs. Alison Jenkins

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Mrs Alison Jenkins part 1 It had only been two weeks since Steve, my husband had gone to work in Australia for a whole year. Already I missed him and hated living on my own. We had only been married for a few months and moved several hundred miles away from my parents because of his stupid job and now I was stuck here alone. To be fair the small village in North Yorkshire was lovely and unlike London where I grew up everyone was very friendly even if they did consider us both to be “posh southerners”. We had...

Mrs. Applewhite

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To give you my grown-up opinion, I don't think I was the first. My mother was always guarded around Mrs. Applewhite and I remember a time when I was younger that my parents would stop discussing our neighbor any time I walked into the room. Those were not friendly discussions. Maybe they should have kept going so I would have known. My boyish impression of Mrs. Applwhite was of a movie star. She wore seriously tight leopard print pants and favored the kind of high- heeled sandals that let you see what bright color she had painted her toenails....

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

Mrs. Carmen Sheldrake

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"Do you remember me talking about the difference between a sissy and a real man?" "Not really." "Real men have dicks, Precious. Big manly, masculine pricks. You have a baby dickie, a clittie. Even if I did let you into my pussy I'd never feel you, Sissy. Your dick is too small. So that's never gonna happen. This little guy is such a teeny weeny that you're never going to be able to fuck Mommy. Mommy needs Men, Real Men with Real Big Dicks. Understand?' "Oh you're blushing again, Hon. I love it. I know it seems cruel, Sweetness, but...

Mrs. Cassaway

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We lived in a neighborhood just like you see in the movies with trees overhanging the streets, kids playing in their yards and people mowing their lawns. We lived right in the middle of the block with a nice 2 story house that my mother just adored. I was around 15 I think when this all took place .....its an amazing story which I cannot keep to myself any longer. It was the day after school had let out for summer and we had only been in the neighborhood for about 6 months or so. Our next door...

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Tags: anal, anus, hosiery, masturbate, nylon, older-woman, rectal, rectum

Mrs. Janson

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I was raised in your standard white bread family, my parents are still married after 42 years, still happy together, my brothers and sisters, ( I have 2 of each ) are happily married, raising families of their own. I am the only one still single at the young age of 23, and not looking for a permanent relationship as of yet. I was laying in bed a few nights ago reminiscing on how I learned about sex, and it sure brought back some fond memories of my first real woman. I had been cutting yards for years for the...

Mrs. K’s Cure

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I have that feeling again. That heavy clogged feeling in my stomach that always follows a large meal or an excess of less than nutritional food. And I know that with this feeling always comes my memory of many, many years ago and my neighbor Mrs. Kingsley. I must have been about 12 years old and my parents both worked during the day. They'd arranged that if anything went wrong or if I needed anything, I could go to Mrs. K or another close neighbor. This particular day, I came home from school with a terrible stomachache probably from the...

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

Mrs Pierce’s Panty Drawer

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Yes, you can recall things in vivid detail even after decades if it made a deep enough impression. That's what I will attempt to recall here for you. I was 6 months past my 16th birthday. I was good with my hands and my folks were only too happy for me to earn myself some cash and be out from underneath their feet. On my street, five houses west, was a 2-story, 4-family apartment building I called work. The owner had the ground floor on the right side and his daughter and lazy son-in-law were above in 2a. Over on...

Mrs. Powers

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I would like to tell you a story about how I hooked up with the finest lady in the world. Her name was Lisa Powers. Lisa was the most gorgeous woman you could imagine. She would have made any model jealous. Her long slender body had enough curves to drive most men crazy with lust. You can only imagine what she did to my eighteen-year-old body. Mrs. Powers, as I should call her, is one of my best friend's mom. She was in her mid forties, and for a housewife she kept herself in great shape. Mr. Powers worked with...