nightgown sex stories – Page 8

Hotel Paradise

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'So there we have it,' said the manager of the Hotel Paradise. 'Your son has admitted the theft and Mrs Crenlee told us all when she caught the boy in her room she wants justice. I have no choice but to call the police.' To the horror of the three people sat opposite him the man reached for the phone on his desk and started to dial. 'No, wait,' said Jon Owens, getting to his feet. 'Surely we can work something out. We can talk to Mrs Crenlee about compensation.' The manager stopped dialing and looked at the worried man...

Hot Neighbor

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This is an account of my earliest, and most vivid, sexual experience. Although intercourse never occurred, it was, for a just-13 year old boy, very sexually exciting. I can remember it as if it happened yesterday, because of how it affected me. As I mentioned before, this happened twenty years ago when I was thirteen. I was an only child and I had been to a few `make-out' parties, but the only sexual contact I had had with girls was the usual kissing and maybe a feel of little budding breasts through a t-shirt. Of course, I'd learned to...

How Aunt Kathy Got Me Started With Panties

5/5 - (2 votes)

My love for panties started when I stayed with my mother's friend Kathy, when I was a young boy. When my parents would go away on vacation, they would usually leave me with Aunt Kathy (that's what I was told to call her). Aunt Kathy lived by herself, so it was just the two of us there. I don't know if it was her plan to get me interested in her panties and lingerie, but she always had me help with the laundry, folding her panties (she wore the big nylon brief type of panties) and putting them in her...

How It Started (step-mom)

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I remember when it started. I was 13, and my step-Mom, my Dad and I were on vacation. My own Mom had been killed by a hit-and-run driver when I was a year and a half old, so my step-Mom was the only Mom I ever knew. I liked her. She was great. We were still three days from home when Dad and Mom had an ugly fight, and split up. After a lot of screaming and crying, they decided he'd fly and I'd ride home with Mom. We dropped Dad at an airport and Mom started driving. It was...

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Tags: anal, anus, mom, mommy, mother, nightgown, rectal, rectum

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...

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

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

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

First Time in Girly Clothes

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I had to spend two weeks with my aunt while my mom was away on business, and I flew into the airport. My aunt picked me up, but my luggage was lost. The Airline said it could be a couple days before it turns up. So I had no clothes. We got to my aunts house about 2pm, my aunt had to be at work at three, and would not be home till 11. She told me that her ex boyfriend and his teen daughter lived with her a year ago, and the daughters clothes were upstairs in the spare...