nightgown sex stories – Page 11

Auntie Mae

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Billy Spencer had mixed feelings when he was accepted at Lutheran Baptist College. His favorite aunt no longer lived in Roanoke and the only person he knew there from past summers was Aunt Dalia's neighbor, Mrs Mae Osgood. The propect of moving into a dormitory far from the security of home weighed heavily on the shy high school senior. Except for summer visits with Aunt Dalia, Billy had never been away from home. Small for his age, the unatheletic boy was painfully introverted and teased at school as a "mama's boy". He was also frightened of girls. While he had...

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Tags: anal, anus, masturbate, medical, nightgown, nurse, nylon, punishment, rectal, rectum, spank, spanking

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 and Me

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School was just out and it was the beginning of another one of those long hot summers. A rather shy 16-year old at the time, very much aware of girls, but too scared to do much about it, I just sat back and watched, and wondered. Kind of quiet myself and not to prone to doing things with the guys, not really interested, I liked to stay home. More than anything, I just really liked being with Auntie as much as I could. This was especially so lately. She and My uncle had separated after some pretty terrible fights. He'd...

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Tags: nightgown, nylon

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 Alice

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I had just graduated from college with an engineering degree and had taken a job in the same town as my aunt Alice. We had been very close when I was a kid as her family lived in the same very small town as I had. Her oldest boy was my age and I spent a lot of time at their place because we lived in the country and they lived in town. Her youngest had graduated from high school last spring and she divorced her husband during my freshman year in college and had moved to Rochester, Minnesota where...

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

Aunt Anna’s Lingerie

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One summer, I paid a visit to my aunt in Illinois. Now she was in her early 40's and pretty with short close cropped blond hair. I usually got to spend a week with her, usually doing chores and generally helping out. She was very encouraging of my personal interests, and seemed enthusiastic about many of my teenaged hobbies.(I soon found out that she was enthusiastic about other things as well!)One afternoon I was helping out in the yard when it started raining, and as I was running towards the house, I slipped and fell, landing in a gigantic mud...

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

Aunt Betty’s Things

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I just found this site, and I think it's great! I knew there were a lot of other men out there who, like me, learned to enjoy the intense pleasure of silk and nylon from "borrowing" their mother's or sister's clothes. I began to enjoy that pleasure when I was about 8or 9 years old... taking my mom's silky things out of the hamper and rubbing them on my body when I went in to take a bath... progressing to trying them on before my bath... then, as I got older, to trying them on when I was home alone....

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 cast...

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Tags: masturbate, nightgown, nylon, older-woman

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 Mary...

Aunt Helen

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Helen Strangers was a fine-looking woman in her mid-thirties. A woman of independent means, she lived in some style in a large Edwardian country house set in its own grounds. Inside the house was exquisitely furnished, and she was served by a cook-cum-housekeeper, the taciturn Miss Pring, and the handyman-cum-gardener Allan. When Darren's father got the Consul's job, Helen offered to look after her nephew. It seemed the ideal arrangement since Helen lived not far from Darren's exclusive private school and already saw the boy on a regular basis. Above all the two seemed really fond of each other. So...

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Tags: nightgown, nightie, punishment, spank, spanking

An Older Woman

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Way back when I was a lad and living in California I shared an apartment with a friend. Across the way was an older woman who kind of adopted us and looked after us. We were in the service and at the time it was hard for servicemen to be accepted in San Diego and she was very nice to us. By older, I mean she was older than us at the time. We were almost 20 and she was late 30's. My friend had duty one night and I was home alone. Our neighbor had stopped by in the...

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Tags: nightgown, older-woman

Anything To Help Him

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I silently thanked whatever god looked out for teenage boys - thanking that higher power from taking my son in that accident that stole half a dozen other parents children. A school skiing trip - four days of fun away from parents, with friends and only two teachers as chaperons - it had turned into a nightmare. Dozens had been hurt, half of the teens that had went on the trip had been of the fourteen found dead at the scene. Their car having taken the brunt of the train crash. Over a month ago and it still stunned me...

A Perfect Sales Call (part 5)

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As you may remember from the last four parts, I had a sales call with a woman client that ended up not only giving me the best lingerie massage I ever had, but introduced me to one of her associates, Gerry, with beautiful long legs and an offer that excited me to the greatest depths. I was supposed to call Gerry to show her the new prototypes from my company and also to meet her for lunch. I called Gerry to setup a date for lunch but my call was forwarded to Alena. Maybe she asked Beverly, the receptionist, to...

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Tags: nightgown, nylon

A Room at Mrs. D’s

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When I moved to the city for a job, there was no way I could afford my own apartment. I finally found something I could afford but it was only a room at Mrs. D's house. The woman is crazy and yet I don't want to move out and do like her. I was only there less than a week the first time she walked into the bathroom while I was in the shower. I know I locked the door but she came in anyway supposedly to put clean towels in the linen closet. The shower has a clear glass...

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

A New Learning Experience

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My relationship with my two aunties had always been filled with sexual overtones for as long as I can remember, with references made to how I would always be trying to sneak a look at my aunties' stocking tops and lacy panties whenever I could. However, things began to take a more serious turn when I heard my mother telling them how she had caught me wanking into a pair of her panties and my aunties from then on seemed to provide me with many more opportunities to get a good look at them whenever they came over or whenever...

Angelique’s Panties

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Angelique and her family went away on a two week holiday during this festive season and she asked me to keep a check on her house and remove all mail and distribution pamphlets from her mail box whilst she is away. The key to her house was provided. When Angelique asked me to look after her house my mind very quickly wandered and I immediately had thoughts about her panty collection. I was very excited by the prospect and the opportunity availed me to look through her lingerie draw once again. Angelique had been gone about two days and the...

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Tags: hosiery, masturbate, nightgown, nylon

Almost Caught

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By Bob I hadn't seen my mother-in-law lately; with a very pregnant wife I was incredibly horny. Gladys had a cocktail party scheduled for tonight, so I felt the coast was clear to ransack her dirty clothes hamper. I made a lame excuse to get out of the house; although my wife didn't mind she wanted to lay down. So I slipped over to my mother-in-law's farm. After a quick drive-by I parked on a side road and cut through the back of her property sticking to the fence line and up to the house. Using my key I unlocked...

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Tags: nightgown, nightie, nylon

A Love of Lingerie

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Part 1 When I was young, I was playing at a friends house for the afternoon. It was the Summer in the late 1970's. My friend was playing outside. I was inside reading a comic on the sofa, when my friends Mum had a group of two or three others Mums come to the front door. They had been out shopping for lingerie. I think it was M+S as I remember the green and gold carrier bags. They drew the curtains and two of them began undressing. I watched them unbutton their blouses and unzip and slip off their skirts....

A Loving Grandmother

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I was 18 when my Grandfather on my Mothers side passed away. They were not well off by any means, neither was my family. My dad went to help out after the funeral making arrangements to sell her trailer and car, Gramma wouldn't need them since she was now going to move in with us. We lived in a 3-bedroom house, Mom and Dad's room on the far side from my bedroom and my 2 sisters' in the middle. Well, I was concerned about the sleeping arrangements now, knowing math I did the numbers and I was odd man out...