Caught In Chastity Stories

360,282 results
Orientation
Length
Source
Infinite Scroll

An Unexpected Meeting Ch. 01

by highcommandkat on Sep 14, 2017
Novels and Novellas

The first time he saw her, he wasn't that impressed. Her breasts barely made a dent in her slightly oversized T-shirt. Kinky-curly red hair was pulled haphazardly into a bun at the nape of her neck. She was shapely in an athletic way and looked like she knew her way around a basketball court, but she wasn't toned by any means. Her shy smile made her eyes cr...

Panty Sniffer Gets Caught in the Act

by GGGrayson on Sep 13, 2017
Fetish

What follows is a story depicting what happened when I traveled with my girlfriend for an out-of-town interview. Prologue We were staying at the apartment of one of my girlfriend's college sorority sisters. Luckily for us we knew someone in town and didn't have to get a hotel room. Even luckier for me, she was smoking hot. Chapter 1 We had gotten into t...

Taming the Scribe Ch. 4

by Kosovo-6 on Sep 17, 2017
BDSM

Jennifer was right, my work did improve. Whether it was the energy she brought to our group or the subconscious fear of having my ass blistered I don't know, but through the summer I turned out some of my best work and did not come close to missing a deadline. My analysis of the Bosnian situation was consistently on the mark and I knew Jennifer was scoring p...

I'll Show Him

by curious_shape on Sep 13, 2017
Erotic Couplings

For an hour or so the same email was open on her screen. No matter how many times she read it the message hadn't changed. Her best friend had sent her soon to be ex boyfriend an email saying 'I missed you last night. I can't wait until you're inside me again. And again. And again!' The email had been sent to her and not her boyfriend and the more she tho...

A Diary of a Lewd Girlfriend

by thewelshwriter on Oct 8, 2019
Fetish

Author's Note: This story includes two characters, Isabelle and Jacson, both of whom are above the age of 18. The story is written in the format of a diary, Isabelle's diary more specifically. This story also includes a massive penis, fetish-style sized, so if you do not enjoy such stories, I recommend reading another story, or continue reading with caution...

Beebe and Petey Ch. 01

by Valendon on Sep 14, 2017
First Time

BeeBe and I lived out Aristotle's definition of friendship: "A friend is one soul which dwells in two bodies." For a bit over 6 decades we were best friends and best lovers-the kind that knew everything about each other. I'm not exaggerating a bit by using "everything!" We knew each other's best and worst moments, our embarrassments and joys our habits, our...

An Old Friend: The Beginning

by Aruri on Aug 21, 2018
Erotic Couplings

Five weeks ago, I married the man of my dreams. It was a fairytale wedding followed by a four-week honeymoon in paradise. Everything was going great until we got back home and my husband's phone beeped while he was in the bathroom. It was a text from a trashy whore, thanking my husband for a lovely night and encouraging him to hit her up if he was ever back...

Our Public Watersports Dares

by exhibcouple79 on Sep 24, 2018
Fetish

Hi again, everyone! First off, we want to say huge thanks to those who left such great comments on our last story, Lorraine's Risky Outdoor Naked Dare. It means a lot to us that people are enjoying and getting invested in our work! In return, we've tried our hardest to incorporate your advice into our stories. If you've been reading our stories since the beg...

Matty and Shar

by endthedream on Sep 3, 2017
Erotic Couplings

Matty and Shar: A Valentine's Day Story When he became Matty instead of Mattie, she believed he would love her. She thought of him incessantly, dreamed him when she touched herself. He was her world, caught up in university, when she dreamed the boy the girl, and things were never to be the same again. And she the girl become boy. She was smart and brave a...

Nature's Revenge

by icey_hearted on Sep 2, 2017
Erotic Horror

Many years ago, the now flourishing city was doomed to die a slow starving death. No crops would grow, no rain ever fell. The people were too poor to up and move. The distance to the nearest town was much too far away for them to make it to without horses. So none of them tried and kept up the foolish mission of trying to keep their town from dying. Two pow...