Chastity Tranny Stories

8,131 results
Orientation
Length
Source
Infinite Scroll

Life Raft

by Michael_Butterfield on Sep 26, 2017
Erotic Couplings

Author's note: This story was a prizewinner in the Nude Day contest in 2014. I came upon it a couple of years later in my Old Stories folder and began to reread it. Being a compulsive editor, I couldn't stop myself from improving the story in certain minor ways, but I was much happier with the result. I've passed those changes along with this second edition....

More Than Friendship Material Pt. 01

by Story_Spinner on Sep 25, 2017
Romance

Chapter 1 Liz buried her head under a pillow and groaned. The slamming of the front door had startled her from a sweet dream and a quick glance at her alarm told her that Todd was the culprit. The red glaring numbers read 1 a.m., which meant he had gone out to celebrate the end of mid terms and from the sounds of it, he had company. The thin walls of their...

Heather Jenkins-Sagemueller

by mindwiper on May 15, 2019
Transgender & Crossdressers

Notes from the Author: No, this is not the area where I warn you about ages and fakeness. That is inferred. --This story is a direct follow-up to "Heather Jenkins." You should read that first or you'll be lost. I have no idea how that story ended up in Sci-Fi & Fantasy. I blame the wheel mouse. --This story is long! (So is "Heather Jenkins.") --This...

Dan's Story Pt. 03 - Everything Goes Awry

by davebccanada on Jun 8, 2020
Novels and Novellas

THURSDAY, AUGUST 31: 1650 Dan comes in from work to find Marie elated. She has Danny in her arms all dressed and says, "Turn around and go back out to the car. I'll be right with you." She's smiling and bubbly, so he doesn't question her, he does as she asks. "Where to?" he says, as she piles in with the baby. "Just drive downtown. I have a great surprise!...

Heather's Exquisite Map of Tassie

by Thefireflies on Nov 20, 2018
Romance

Dear reader, I've written this story for the inaugural 'In a Sunburned Country Event', for both my enjoyment and yours. I self-edited, and although I've proof-read several times, the time came when I needed to stop playing with it and put it out there. Anyhow, I've found the best way to discover an error is to publish, so apologies for any mistakes. The ev...

What Are The Odds?

by Rollinbones on Jan 23, 2019
Romance

Hello dear reader. This story grew. If you want a quick flogger, please try a shorter entry. It is set in Australia, and has 'arses' and Australian colloquialisms. There is some mild fetishism and some fairly vanilla sex. All of the characters are fictional, any resemblance to real persons is incidental. I reserve all the usual rights. Please enjoy and I'm h...

The School Tramp

by tawnysuede on Sep 19, 2017
Transsexuals & Crossdressers

(From "Boy" to " Boy oh Boy!!") Chapter 1 - The School Tramp I was a virgin. I did not want to be a virgin. I asked my sister for help, and that was a mistake. Well, at the time I thought it was a mistake, but it turned out to be the best mistake that I ever made. I was nineteen years old at the time and entering my junior year of high school. Yes, my ju...

The Memoirs Of A Young Victorian Lady

by rlfj on Sep 13, 2017
Novels and Novellas

Chapter 1 - An Introduction to my Situation I was just a few days past my sixteenth birthday when first I arrived in Saratoga. My journey had been sped by the marvel of a rapid and smooth rail coach, and I often wondered at the miracle of such a speedy and modern appliance. My entire trip had been by such new means, first a steamship to the Americas and the...

Crime and Punishment

by zeta515 on Sep 12, 2017
Novels and Novellas

Copyright 2009 by Zeta All rights reserved This story may be freely distributed in electronic form but must include this copyright. Crime and Punishment is a work for pure fiction and all locales, names, characters, places, and incidents are the products of the author's imagination. Any resemblance to actual events, locales, or living persons is entirely...

Starlight Gleaming Ch. 16

by TJSkywind on Sep 18, 2017
Sci-Fi & Fantasy

Notes: Based on comments from Chapter 15, I want to make clear that the Kandikan family speak Vedan, a language ancestral to Hindi; they do not speak Hindi itself. Speaking the words or phrases used in the last chapter aloud, however, is not a good idea, as you will likely offend someone, as the words themselves are impolite in the extreme! I was nearly do...