nightgown sex stories – Page 8

Her Bedroom

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I grew up in a small mid-western town, in the far north snowbelt. My mother, like most of the women in the town, wore jeans, flannel shirts, sweat pants, and athletic shoes most of the time. The only exception was for Church, then I might see a few women in dresses and heels. There were no real "fashion plates" in the town. Except then came Marge. She was a rather plain looking brunette, about 5' 6" tall, but she had a fantastic figure. Marge had grown up in Chicago and moved, as an adult, to our small town because her...

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Tags: nightgown, older-woman

Her Black Slip

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I was spending the night at a friend’s house one summer evening. I was 15 and John invited me to sleep over. I had stashed my new treasure in my sleeping bag for later when everyone was asleep, a silky black nylon mini slip. It barely went to the middle of my thighs and was one of my first purchases for myself. John's mother Joan greeted us when I arrived and we spent the night watching videos and eating snacks before John went to his room to sleep and I settled in on the couch. After the lights were out,...

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Tags: nightgown, nylon

Her Panties Hanging On The Line

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The old lady next door had died and her children had sold the place. I really liked her. We had been very good neighbors for years. She would bake me cookies and I would mow her yard. Her daughters told me that a schoolteacher had bought the place. Great, some old English teacher. A fine neighbor she would make. A week or so later I saw a moving van parked there when I went to work. For some reason I gave that moving van a lot of thought. I worked evenings and school teachers worked days so it was about...

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Tags: nightgown, nightie

Highway Panties

5/5 - (1 vote)

While driving on the highway the other day, I saw some panties on the side of the road. Soon I passed another pair, and some other clothes. I had to stop and pick some of them up for my collection, and to see what vacationer lost their clothes. I walked back to the first pair of panties, and then walked back up the shoulder picking up the rest of the clothes. I threw what I had in the car and started walking again, picking up more panties and sexy tops, and occasionally a pair of shorts or a skirt. I...

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Tags: nightgown, nylon

Home Alone with My Mother-in-Law

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Daughter invites her MILF of a mother to stay with her and her husband. After losing her job as a waitress and unable to afford her rent, sexy things happen when Audrey comes to live with her daughter, Jennifer, and son-in-law, Daniel. Unaware that her husband has been sexually lusting over her mother and her mother has been sexually lusting over her husband, Jennifer invites her mother to stay with her and her husband until she can get a job and get back on her feet. Note: Being that a son-in-law is not blood related to his mother-in-law, normally having...

Having to Wear Her Panties

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Many years ago ... but not far away from where I now live ... I was such a lucky little boy because my mother 'forgot' to pack any of my boys' underwear when we went on a remote wilderness vacation. Instead she asked me if I'd mind 'having' to wear her panties. She knew that I'd done it before because at the age of five or six, she'd caught me heading off to school wearing not one, but two pairs of her silky, full styled briefs (still my favorite kind!)! It was complete heaven to have her hold her pretty...

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Tags: nightgown, nightie, nylon

He Fills Their Needs

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*** An extended family suffers the loss of all its adult menfolk. The 3 generations of women, led by their 57- year-old matriarch, unite and establish a successful life. All that's missing is men partners. Their standards are high and no one qualifies until a little man in their life unexpectedly fills the gap. *** It had been a tragic accident just 3 years ago. At just 10 years of age James had lost his father, grandfather and great grandfather, all in the one car accident as they returned from an agricultural show in the nearby town. Three generations of...

Grandma’s Little Girl

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I remember growing up in the 60's and how my grandmother wore those open bottomed girdles. She was a German woman who came alone to American as a young girl. She loved fine clothing and wore the best dresses, skirts and blouses; and of course, lingerie was always part of that. She was very open and a bit of a nudist too. I stayed with her many weekends after my grandfather passed away. She wore those girdles, like I said. I loved them, although she didn't wear the full ones that had the bra, only the shorter ones. Many times,...

Grandma’s Silk

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My balls ached... I watched as my grandmother draped her silky black nylon half slip over my throbbing erection. She then gently caressed my cock by brushing the slip up my body,my cock twitched as the nylon barely brushed across it. I arched into her rubbing,remembering how this started. I was 20 and was sent to my grandmothers to do some yardwork and spend the weekend. I had forgotten to bring any extra clothes though. I had spent the day pulling weeds and digging a flower garden.I came in filthy and dirty.Grandma was in her middle 60's,but she looked no...

Granma’s Feather Bed

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During the school holidays I would stay at my Grandma's place and had done for a number of years. This year would be very very different. My parents dropped me off (I am an only child) at Gran's and took off on their 'business trip' as usual. As a 14 year old boy the thought of being with Gran (despite the fact I adored my Gran)in a fairly isolated farm wasnt much fun. Gran greeted me as usual with a hug and kiss, only this time something was different. Her perfume smelt so good and the softness of her dress...

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Tags: nightgown, nightie, nylon

Grand Affair

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My grandmother came to me that first night. I had been caught twice earlier in the day, once looking up her skirt at church of all places and then down her blouse to the abundant cleavage. That second time I saw a private smile where I had only seen surprise the time before. When I awoke, I saw the shadow pass through my door way, closing my door silently behind it. Then it came closer and I smelt grandmothers distinctive perfume before I saw the short curly gray mass of hair and the glint from her over-sized eye glasses to...

Getting Into Aunt Janie

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I was 13 years old when my Aunt Janie came to live with us temporarily. Janie was in her early thirties, single, and nice looking. I liked her, and we talked a lot, not anything erotic or even suggestive, mostly about sports and what was happening in the news. She was assigned the bedroom down the hall from me, a bathroom between our rooms. I would hang around my door when I knew she was going into the bathroom, especially when I knew that she would be taking a bath, going down the hall in her bathrobe, in my mind...

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Tags: nightgown

Giving Something Back

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The sexual tension in the Simms household had been running on high for a couple of months. If you look at the situation its surprising things didn't come to a head sooner. First you've got Phyllis Simms a thirty-four year old single mother of a twelve year old son. Her husband had run off leaving them high and dry four years ago forcing Phyllis who had never had a job and very little education to provide for both her son and herself. This meant working two minimum wage jobs and having no social life at all. Sure she could probably...

Friday Night With Aunt Kay

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As a 13 yr old boy, I frequently spent days at my "aunt's" house since both my mom and dad worked full time. "Aunt Kay" was really no more than a very close family friend (someone my mom grew up with) who lived only a few miles away. She was divorced and her only son was already graduated from college, so she lived alone in a very nice home on 2 acres with a great pool in the backyard. Many afternoons Kay and I spent hanging out, swimming, sipping drinks, and listening to music. She had a basketball hoop in...

Friend’s Mom

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I was a typical teen with raging hormones I guess. I can remember frantically scouring through my mother’s magazines for a Maidenform or Warner’s ad, inspiring me to go pleasure myself to the image of an almost naked woman. Or of course who could forget the all important Sears catalog. Surprisingly, it would be the underwear that would be more inspiring for me. My life changed when I was 17. I let curiosity get the best of me and the effects of that moment are still with me today 23 years later. Of course I’m referring to my first experience...

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Tags: nightgown, nylon, older-woman

George part 1

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by BOB Follow up to "The Hay Loft" a continuation of "My Mother-In-Law" It had rained heavily for five days after the hay loft experience, the weather was very warm; Gladys gave it two full days for the ground to dry up and hit the panic button wanting me to cut the grass. I was working only part shifts because of a big layoff usually about three days a week so getting to the farm was no problem. I told Gladys I'd be there Friday and I wanted her to wear something real sexy or I wouldn't cut her grass....

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

Forced to Serve at my Aunt’s Tea Party

5/5 - (1 vote)

When I was 12 years old, my parents went on a two week vacation and sent me to my Aunt's house to stay with her while they were gone. My Aunt Shirley was my mother's older sister. She was about 50 years old at the time. And she was a very imposing woman. She had large breasts, large hips and thighs, and a small waist that was often wrapped with a belt. She was a very strict woman and she informed me upon my arrival that if she was to be responsible for me, then I would not be allowed...

Foster Sister Panty Tease & Forced Wearing

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She was two years older than me, and she loved to tease and show off. I was in foster care, and living at her house. She always had music on in her room and had the door open or at least cracked. I could watch her from the living room. She talked on the phone a lot. She was often on her bed and I spent a good deal of my time infatuated with her panties. Sometimes they would be peeking from the top of her jeans, or they would be pulled way up above them so they were unmistakable....

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Tags: nightgown, nightie, nylon, punishment, spank

Finish What You Started

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"Son, always Finish What You Started," my father once taught me. "It may seem awkward at first, maybe even boring and you may not see where it's leading. But with some stick-to-it've-ness, you'll get your prize at the end with a big payoff." *** When did I realize that I was in love with the most beautiful woman I've ever seen? I've always 'loved' my mother, yet I don't remember when I fell in love with my mom. I do remember that the first time I came from masturbating happened while I was fantasizing about her. That may be when...

First Collection

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It appealed to me. It always had. Even when I was a small boy ladies underwear fascinated me. It was so soft and sexy and I never missed an opportunity to look, feel, and wear (when possible) any stray pair of nylon panties, slip, or nightie that might come my way. Bathroom clothes hampers, laundry rooms, and clothes lines were some of my best reconnaissance missions. When I got older I became more daring and would sometimes stray into bedrooms and rifle lingerie dresser drawers. This bolder stance added to the excitement and thrill level of my passion for panties....

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Tags: hosiery, medical, nightgown, nightie, nurse, nylon