Shy Stories

51,408 results
Orientation
Length
Source
Infinite Scroll

Road Head

by KarennaC on Sep 13, 2017
Exhibitionist & Voyeur

"Don't be shy." She put her hand on his thigh. "I am shy." "You weren't shy the night we met," he said. "Don't go all Virgin Mary on me now. You can touch anything you like." "We're in a car. People will see." "People saw us at the bar, and that didn't bother you." "You didn't have your cock out at the bar." "Only because you didn't take it out. I had...

Accidentally Tied and Denied

by adayoung on May 12, 2020
Exhibitionist & Voyeur

This story is a from a role playing game where a girl was tasked with presenting herself before the medieval crew of her ship, dressed in nothing but a slave girl's tunic. The objective was to record the crew's reaction at seeing their Captain like that, but she climbs on the wrong ship.. which just happened to be waiting for a visitor like her. -[ Ada ]---...

Rare Fetish of Truck Horns

by ponnnponnn on Feb 12, 2019
Fetish

I am PonPon. In this world of strange people having strange or weird fetishes, I am out of this world with one of the strangest and weirdest fetish's you've probably ever heard. First, let's have a brief description of my strange fetish. I am a slim sexy woman, love wearing high cut swimsuits, leotards, body stockings, etc. I have a special love for nylon s...

Li-Wen's Email Ch. 01

by redtoad on Sep 12, 2017
Letters & Transcripts

Li-Wen's Email Ch. 01: Lost Virginity Four years ago I had some business dealings with a factory in the Chinese city of Puning City, Guangdong Province. I was booked, by my Chinese counterpart, for a week into the three-star JingYe Hotel. It was the best hotel in the city and the only one to have western style hotel facilities. I had the good fortune then o...

Heather's Virgin

by DerekM on Feb 25, 2019
First Time

"Gerald, I'm going to say goodbye to you here." She put her arms around me and gave me a hug. She whispered softly into my ear, "You'll always hold a special place in my heart." Then she gave me a brief but sensual kiss on the lips. And I watched her walk away. Gerald When I moved to Manhattan a couple of years ago, I had hoped I would date more. I was alw...

TSTC01: Cum Shy to Cum Slut

by IndigoCrow on Sep 19, 2017
Fetish

The Slut Training ClinicCh. 01 Lucy ran a delicate hand over one of her gigantic tits, stroking the soft, smooth flesh with her fingertips. She sighed audibly as her fingers traced a circle gently around one nipple, then reached in and tweaked it hard. She bit her bright red bottom lip as she felt a familiar throbbing between her thighs. The basement was fi...

He Was So Shy

by Kelly Louise on Sep 14, 2017
Erotic Couplings

I wrote this some years ago, yet again another find from my old files, he was one of the most gentle men i have ever dated and just the thought of him makes me smile, this is our 1st meeting. He was so shy!! One day a couple of summers ago, one of my girl friends asked me if I would like to go a party that a friend of hers was having. You know, the usual t...

Turkey Club Sandwiches

by Just Plain Bob on Sep 3, 2017
Erotic Couplings

As told to Just Plain Bob by Mrs. Hottbutt I began noticing him weeks ago. He came into the sandwich shop every day at 1:25 after most of the lunch crowd had dispersed. I would watch from the window as he came from the high-rise across the street. He always had a copy of some financial newspaper tucked under his arm. He wore an expensive suit and I surmised...

Poornima's Sexual Journey

by svh7219 on Oct 6, 2020
Erotic Couplings

Disclaimer: The name of the characters are changed for privacy purpose and any resemblance to any person alive or dead is purely co-incidental. I will be narrating the story in two or three parts, depending on the feedback I receive. I am narrating it as it was narrated to me by my friend. It was raining incessantly for the last 3 days, and Poornima had r...

Summer School Teachers

by Libertine on Sep 12, 2017
Loving Wives

This is the third story in a trilogy. The first story, Summer School: The Introduction is published under "mature". The second, Summer School: Breaking-up Party under "Group sex". - - - - I used to visit my grandfather Anders regularly when he was an old man and bound to a wheel chair. His brain was still sharp and he entertained me with stories from his...