Chastity Cross Dressing Stories

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Mistress Training Guide

by Kerrysslave on Jan 1, 2019
How To

Slave Training basics Let me start by saying that I love my husband. Some people have a desire to submit, some have a desire to dominate. This is the way I trained Allen. People very quiet a bit. I will explain why I have these basic rules and steps. The most important thing is to be consistent. 1. Never let him know what your ultimate goal is. Never e...

Mistress Aminata Kanu's Dungeon

by Samuelx on Feb 7, 2018
Transsexuals & Crossdressers

As Salaam Alaikum, to any kinky fellow Muslim reading this. Salutations and greetings, ladies and gentlemen. I am Aminata Kanu, also known as Mistress Ka, an expert on BDSM and Black sexuality. I'm a young Black Muslim woman living in the City of Santa Barbara, California. Before we go any further, I must warn you that I'm into some truly extreme shit, and I...

The Perfect Pair Pt. 01

by ChangeYourPassword on Jun 9, 2020
Fetish

The Perfect Pair Part 1 (fetish, chastity, consensual, cross dressing, lesbian) 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 s...

Cucked!

by bawdybloke on Sep 16, 2017
Loving Wives

I knew what I was getting into when I entered this lifestyle. I knew every implication and consequence of the decisions I was making. And of the decisions I made with my wife. I understood my life would never be the same again and that it was the biggest change my marriage had ever seen. I knew this and understood this. Or at least, I thought I did. The sh...

(Cross) Dressing for a Latex Party Pt. 01

by latexlegs on Sep 25, 2017
Transsexuals & Crossdressers

We had been planning the outfit for months, and finally the day was upon us. The outfit was for me, not my wife. I have been a latex fetishist for years and I have slowly been able to bring my wife round to my way of thinking, although she is not as out there as me. We live in South Africa, where latex is scarce and expensive and really hard core fetish...

Crossdresser's First Anal Orgasm

by ksha on Sep 16, 2017
Anal

A young man still experimenting with his body, found a new fetish he enjoyed quite a lot. He found the joys of anal masturbation. He had heard rumours of an orgasm so wonderful it would leave you shaking afterwards. He was in search of his very first prostate orgasm. This is the story of the first time this young man would discover the joys of prostate pleas...

Fetish Club

by domme24 on Sep 12, 2017
BDSM

It had been six months since John had finally admitted to his girlfriend Rachel that he liked Femdom play. It had taken him a lot of courage, and for the first 3 and a half years of their relationship, Rachel had had no idea. After initially being hesitant, Rachel had taken to it like a duck to water getting more and more confident each time they had an oppo...

Black Femdom for Black Gentlemen

by Samuelx on Sep 11, 2017
Transsexuals & Crossdressers

A lot of Black men in the world of BDSM fervently want to explore their submissive desires with a dominant Black woman. The problem is that a lot of dominant Black ladies in that realm only cater to the needs of submissive White dudes, and that's a damn shame. Yet those same sisters get mad when they see a brother with a White woman. Well, if Black women are...

Cross-Dressing Vacation with Wife Ch. 01

by Wifesbicagedsissy on Sep 16, 2017
Transsexuals & Crossdressers

This is my first attempt at a story. Hope you all like it. Comments are very welcome. ***** It all started when my wife (Staci) and I had a conversation about how comfortable women's clothes looked and we both laughed and I boldly said, "I would wear women's panties and satin pajamas because they look really comfortable." Now keep in mind that I have alway...

Made to Obey Ch. 03

by madetoobey on Jun 24, 2019
Transgender & Crossdressers

Reprise. I'd been caught wearing my Sister-in-law's underwear and jerking off to shemale porn by wife (Ruth), Sister-in-law (Esther) and their mother (Donna). Ruth, as a part of my punishment, was setting me tasks until Esther (who'd taken my laptop and mobile phone) could verify I'd never visited such sites before. Could I pass the tests? We reached the li...