older woman sex stories – Page 18

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 6

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We were on our way to the mall when Aunt Karen started talking to me about the “rules.” I don’t remember exactly how she put it, but she talked about how she knew we had both been having fun for the last few days and that she wanted us both to feel comfortable and continue having fun. But she was concerned about my being only 14 years old and that certain things were illegal for her to do with someone my age. She said she would feel more comfortable if we set out some rules that would protect us both....

Aunt Karen part 10

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The next morning I awoke before Aunt Karen. I decided it would be best to go to my own bedroom. I wasn't sure what she would remember from the night before, and didn't want to push my luck. I still had Aunt Karen's big white nylon panties on when I got out of bed. So I slid them off and threw them in her closet before going to my room. A couple of hours later, I woke to find Aunt Karen standing over my bed. She was wearing white stockings, a white garter belt, white panties, a big white bra...

Aunt Karen part 11

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conclusion ~This episode concludes this story. If you haven't read the other episodes, I recommend that you read them in the order that they were written, since the story builds to the point it reaches in this final episode.~ As Aunt Karen and her older friend June walked down the hallway toward Aunt Karen's bedroom, I sat on the chair in the middle of the living room, in a state of shock from all that had happened. I began hearing giggling and the clinking of glasses coming from the bedroom. I stood up and walked toward the bedroom door. As...

Aunt Mable’s Visit (chapter 4)

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Chapter - 4 Art took one look at his parents and wished he could sink through the floor. What if they found out his aunt had sucked his cock and he had lapped her cunt. He wondered if they could look at him and tell something important had happened to him. He sure didn't feel the same as he had before he'd lapped cunt and had his cock sucked. It must show somehow and he knew his parents would be able to see it. Art's guilty conscience was getting the best of him. How could they not know what he...

Aunt Mable’s Visit (chapter 5)

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Chapter - 5 Art spent another interminable day in school and ran home without waiting for Sally again. He hadn't jerked off all day and his prick was sticking out like an iron rod. Art couldn't see his aunt and guessed she was up in her bedroom. Just like yesterday his aunt was waiting in her room. Art shed his clothes on the way up the stairs. His aunt got up and met him at the bedroom door, hugged him, kissed him, and rubbed his tongue with hers. His prick was throbbing and he almost came again when his aunt...

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Tags: aunt-nephew, older-woman

Aunt Mildred’s Secret

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* * * * * “Alvin! Aunt Mildred fell and hurt her back. She’s in the hospital.” Those words started a sexual adventure that is still going on today. About two years ago, my mother’s sister took a bad fall. Aunt Mildred had always been an extension of our mom. Sharon and I were kids to a single mom. Our dad took off soon after Sharon was born. I was three at the time so I don’t remember him. Like I said, Aunt Mildred helped mom in raising us. In fact, she was there more than mom was most of...

Auntie Val

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Like a lot of English lads, my introduction to what lay below a woman's clothes came through the good photography of Mayfair magazine, a very popular British men's magazine and, in my view, a British rival to Playboy. Mayfair sourced photographs from some of the best British photographers of the day and had some of the prettiest British girls at their (naked) best. Some of the biggest names in British modeling appeared on its pages: Jane Warner, Kirsten Imrie, Sam Johnson, and others. The magazine - which was in a similar format to Playboy and contained a number of well-written...

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Tags: aunt-nephew, boy, lingerie, older-woman, panties, stockings, voyeur, woman

Auntie Alice 3

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We got Alice home sometime late Sunday, she was now moved into Gladys's house using the bedroom where I used to sleep. Everything went well, except moving her in a car was a real hassle. Her broken leg was in a full cast from her upper thigh to her ankle. Her badly broken right arm, was encased in plaster from her arm pit to her wrist. Her other arm, the cast went from below her elbow to her hand, her thumb was immobilized. She was in a lot of pain and on some pretty strong medication, she slept through the...

Auntie and I

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My dick sprang up, hard as rock. My Aunt stood by the mirror in her nightgown, pouting her lips and cupping her breasts, so full and firm, they stood out large, barely keeping inside her lacy bra. Peeking through the door crack, I was trying to keep still, but finding it more and more difficult to do. My Aunt finally moved away from the mirror and to the bed, where she laid down and spread her legs. Every morning it was the same, needing to feel the hot clit against her fingers. As Aunt played with herself, I was getting...

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

Auntie Clem and the Clystere

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Mom and I were having breakfast on the patio on a warm July morning. "Oh, by the way," she said as she buttered her toast. "Auntie Clem is arriving on Thursday." I nearly choked on my orange juice. "She...she is?" "Yes. That's two days from now. I thought I'd tell you well in advance, so you'd be sure to be free for her. She'll only be here through the week-end, and of course she'll want to see you." She smiled, and I blushed and looked down at my food"Oh," I said. Auntie Clementine, my mother's older sister, was my favorite...

Auntie Eileen

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Tommy hung suspended from his wrists in the punishment room set up by his Aunt Eileen to correct her own daughter's naughty behavior but now used for his benefit. He had been caught voyeuristically spying on his older sister while she undressed to bathe and his mother couldn't tolerate any more of this ongoing behavior so she packed him off to her sister's stern care. Eileen looked at the boy and licked her lips. The 11 year old boy looked innocent, almost girlish with milk white alabaster skin and light brown hair. His shorts hung low on his hips...

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Tags: anal, anus, humiliation, older-woman, punishment, rectal, rectum, spank, spanking

Auntie’s Hot Panties

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I have always loved older women, lingerie, stockings, girdles, panties, and yes pantyhose. For me it started when my family made regular trips to LA to visit my Uncle, who loved baseball, & my Aunt Sue who hated it as much as my uncle loved it. He always had season tickets to the Dodger games. Sometimes a friend of my Grandpa's or my Uncles would show up uninvited and I always had to give up my seat at the game. On this weekend they were having several games from Friday thru Sunday, and a relative from up north came to...

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Tags: big-breasts, huge-tits, nylon, older-woman

Auntie’s Panties

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Sam was a bright, 20 year old, radiant young man. He far surpassed his classmates in their studies. Spending long hours in his room completing assignments working many hours into the night. Sam had a somewhat clumsily hidden secret. Sam had a great deal of interest in the underwear of his mother and aunts. He was obsessed. Swiping clothes from the house's only dryer, walking quietly and containing his excitement. Sam would even go as far as to reach into the drawers on his mother's bedroom furniture. But Sam was putting that behind him now. He was behind in his...

Aunt Helping

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Right before the ice storms hit the US midwest this winter, the factory my wife and I work at started a retooling. The company flew her out to California for training for a month while I stayed behind. I worked out on the manufacturing floor so I needed to occasionally inspect the progress. One week after she left, the ice storms hit the area. Our house was at the end of a very rural road and the lines were completely down for miles. Since not many lived on this stretch of road, the prospects of anything getting fixed were weeks...

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

Aunt Carol

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by Christopher **This story is affectionately dedicated to Miss Juliette Anderson and director Henry Paris, two pioneers, never to be forgotten. ****** 'Understanding women' is an oxymoron. You never really understand them. If you're lucky you survive them. Take exhibitionism for example. Why do some women, maybe even a co-worker or the wife of a neighbor, get pleasure from flashing hapless shoe salesmen or "surprising" pizza delivery boys wrapped in just a towel? Power? Danger? What possesses some women to perform sex in front of others or even before a camera? What is the drive that causes them to...

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Tags: masturbate, nightgown, nylon, older-woman

Aunt Delores’ Panties

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I come from a rather close, extended family in the Northeast part of the U.S. Both my mom's sisters lived within twenty miles of us when I was growing up, and we would see each other frequently. My Aunt Delores was about five years older than my mom. She was divorced when I was fairly young and never remarried. Despite being older, she was the "cool" Aunt in the family, and I looked forward to her babysitting me or spending nights at her house when my parents went out. She was pretty loose with the rules. She let me stay...

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 Emmaline

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My Aunt Emmaline practiced petticoat discipline on me from the time I was eleven years old, which meant at age 13 I was quite used to being dropped off at her house by my mother on a Saturday morning to spend what we called a punishment weekend. That meant I had to take off my boy’s clothes the moment I arrived, stand completely naked before my aunt, and let her dress me as a girl. My dress for the entire weekend was nothing more than a light cotton little girl’s frock, pink or white lace panties, and some shiny...

Aunt Estelle

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*** True story of a young boy coming of age in 1950's small Georgia town. *** I was born in a small town in Georgia in 1940. My Mom and Dad owned the only grocery store in town and worked 6 days a week from 7 in the morning until 6 at night. I was an only child and was cared for by my Aunt Estelle. Aunt Estelle was not really my aunt. She was a black lady who took care of me before and after school, cleaned the house, washed clothes and cooked supper every day. She lived on...

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Tags: older-woman