Shy Undressing Story Stories

171,989 results
Orientation
Length
Source
Infinite Scroll

Woman in White and Daddy Glenn Ch. 03

by SusanJillParker on Sep 26, 2017
Mature

Older man with a younger woman, Alone and lonely, 67-year-old Glenn and 30-year-old Susan have sex for the first time. "Wait, I said making eye contact with her and being lost in her stare," said Glenn to his five friends. "An opportunity of a lifetime and perhaps my last opportunity in my lifetime, I didn't want her to rush removing her clothes. Somethin...

CFNM Waiter 101

by KNIGHT_STREAKER on Sep 17, 2017
Fetish

Hello everyone for taking the time to read my little story about a recent experience I had. My name is David, and I am a college student in New York City. In between my studies I am a waiter in a small French bistro. I work there on the weekends and either one or two nights a week. Anyway, here starts my adventure. I was working one night and these two wome...

A View to a Climax

by randombeauty on Sep 18, 2017
Exhibitionist & Voyeur

I'll be the first to admit that I am a bit of a voyeur and enjoy watching. But nothing could prepare me for what happened this past Saturday. My wife has historically been a pretty shy woman when it comes to showing her body and speaking openly about masturbation and sex in general -- but keep in mind that we have a very happy sex life and make love several...

Green Light for a Hot Wife

by ottowalters on Oct 9, 2017
Loving Wives

Author's note: This story is about a wife willingly having sex with a group of men, including a well endowed black man, with her husband's encouragement and participation. If this theme bothers you, move along, nothing to see here. If you enjoy the story, feel free to let me know what you think works. Part 1 introduces the couple and establishes the context...

Losing Everything

by ScottyBoi3 on Jul 11, 2020
Exhibitionist & Voyeur

Hello, everybody! This is a little side project I thought I'd try out to flex my creative muscle. I've always been somewhat fascinated with ENF and ENM stories, but I've never written any of my own! That's going to change, through. The concept is simple. You create a character that finds themself in a situation where all of their worldly possessions are lost...

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Her First Time

by beccaexposed on Sep 12, 2017
First Time

I met Brianne in a local chat room on AIM. Honestly, I've met a lot of girls that way. It's funny how easy it is for girls to pick up other girls online. The week that I met Brianne I was also meeting another girl... but that's a whole other story! Brianne had never been with another girl before but had thought about it a lot. She was 18 years old, had shou...

Confessions of a Slut Ch. 01

by RebeccaR51 on Sep 14, 2017
Novels and Novellas

It may seem odd to start this story at age thirty-two, but that's when my sex life became interesting. I was an ugly ducking as a girl: too tall, big-boned, clumsy, overweight, nearsighted, and shy to attract male attention. Contact lenses corrected my vision, tennis got my body in shape, and big tits made up for other faults. At eighteen I had my first bo...

A Deaf Cat Kills a Blind Bat

by SuperHeroRalph on Sep 14, 2017
Erotic Couplings

This is a Nude Day contest story. Please vote. Oops. A naked woman unintentionally and accidentally celebrates Nude Day. * Having never celebrated National Nude Day before, I had no intention of celebrating National Nude Day today. It was all just an unfortunate accident that turned out for the better. To be honest, I didn't even know it was National Nud...

First Meeting

by K8e_Mountain on Jun 5, 2019
Erotic Couplings

I have so many thoughts running through my head I can't sleep. I can't begin to tell you how much I crave you. I think about what it will be like when you open your hotel door and I get to see you for the first time. I imagine saying, "Good morning, handsome." Bravery brought me there but the butterflies in my stomach are fluttering around - crashing against...

The Leaning Cock of Pisa

by Pastrylover55 on Sep 17, 2017
Loving Wives

This is a short story from a couple of years ago about real events which took place in Pisa an historic town Italy. I had visited Pisa in mid October with my wife Jan to see the leaning tower of Pisa and to sample delicious local food and wine. We had a hire car so it was easy for us to travel around the local area and visit the local tourist sights. It was...