Trans Chastity Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll

A Trans Woman's Submission

by ahbedeah on Aug 20, 2018
BDSM

Mistress can't blame you. She knows that you need someone to do your thinking for you. She knows that you need someone to control you. But she wasn't there. Sara was there. You couldn't remember why you were in the bar or what you had ordered. All you knew was that your glass was half-empty when you first noticed her. Her hair was black, streaked with th...

Butch's Bar Slut

by sissymissyct on Jan 7, 2020
BDSM

(A bit darker than most of my tales. It would fit in gay or nonconsent as well. Gay sex, sissy sex, chastity and punishment.) *** I love this bar, Butch thought to himself as he finished another beer. And why shouldn't he. It had everything a Leather Bear could want. Plenty of hot men in leather, and some women as well. A bunch of trans girls and some siss...

The Abdominal Snowman

by Cashmere_Snow on Jun 1, 2020
Sci-Fi & Fantasy

This is the second story in The Erotic Adventures of Chastity Summers. It follows Romancing the Raptor. ** Chauncey Adams started the day with a light breakfast of coffee and toast, explicitly avoiding any added sugar or cream or condiment that might irritate his bowels on such an important day, but, with each exhausted, stumbling step through the darkness...

The Perfect Pair Pt. 02

by ChangeYourPassword on Jun 9, 2020
Fetish

The Perfect Pair Part 2 (fetish, chastity, consensual & non-consensual, cross dressing) By ChangeYourPassword Author's Note: This is a work of fiction. It is a story of sexual fantasies and fetishes. These sexual practices are not for everyone, but those of us who delve into them understand the allure. The characters in the story certainly do. If you...

Romancing the Raptor

by Cashmere_Snow on Sep 15, 2017
NonHuman

Tiffany. Maria. Sandy. Destiny. Chastity repeated the names to herself as she directed a coy smile at the man she had brought back to her apartment. Tiffany. Maria. Sandy. Destiny. They were the names of the women he had raped and then sent to the grave in one case and into the ICU with the others. They were women like her—women who shared an... affliction...

Ordeal in Elsewhere

by Wifetheif on Sep 16, 2017
Sci-Fi & Fantasy

William and I were on a more or less routine reconnaissance mission when it the incident occurred. If you are at all familiar with trans-dimensional travel most of the excursions are undertaken by people like William and myself, historians AND theoretical physicists. Truth be told I'm better at both of those skills than William but we make a great team, both...

Casey's Rise Ch. 03

by velcrofist on Sep 28, 2020
Exhibitionist & Voyeur

Casey had the house to herself for a change. Greg had a new supercharger that he wanted to fit to the Trans Am and decided a complete tear down of the engine was in order. He had a few days off before his next shift so he'd decided to go back to his parents' house to use his father's workshop. Jolene and Cassandra were out shopping and weren't expected back...

The Perfect Pair Pt. 12

by ChangeYourPassword on Oct 6, 2020
Fetish

The Perfect Pair, Part 12 (fetish, chastity, consensual, cross dressing) By ChangeYourPassword Author's Note: This is a work of fiction. It is a story of sexual fantasies and fetishes. These sexual practices are not for everyone, but those of us who delve into them understand the allure. The characters in the story certainly do. If you enjoy this story an...

Fiona's Flight Of Fantasy

by elfin_odalisque on Sep 1, 2017
Erotic Couplings

With her job, Fiona Williams travelled a lot. She found short flights just as tiring and frustrating as the bus or the subway. Hot, sweaty passengers herded and corralled like cattle, in fact, worse than cattle. Long haul, with more time and more space, was quite another story. She was determined to enjoy her seven hour flight to New York. She knew the cost...

Femdom Scenarios

by unknown156 on Apr 29, 2025

Live through your wildest femdom fantasies as these sexy girls dominate and humiliate you to orgasm. Anyone can feel free to add their own storylines but they must abide by the following simple rules: Every character involved with the JOI or any other sexual activity MUST BE 18+. You can have characters who are under 18 but they can not be in any way involv...