Cross Dressing Stories

72,522 results
Orientation
Length
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Infinite Scroll

Do You Know A Cross-dresser? Ch. 02

by BOSTONFICTIONWRITER on Sep 13, 2017
Reviews & Essays

Do you know a cross-dresser? I bet you do only you'd never know it. I ran into my friend Stuart over the holidays. I haven't seen him since I saw him in Marshall's clothing store last winter when he was dressed as a woman, albeit a super sized woman. He was a bit cold to me and I don't blame him. We had a polite conversation asking after our wives and kids...

Kiah The Black Goddess

by Samuelx on Sep 17, 2017
BDSM

What's up dear readers? My name is Kiah Halls and I'm a young Black woman living in the City of Atlanta, Georgia. After completing my bachelor's degree at Spelman College, I enrolled at Georgia State University for my MBA. When I'm not in class, or at work, I'm having wicked fun in the realm of BDSM. I've become a dominatrix, kind of, and I'm really enjoying...

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...

Friday the 13th Pt. 01

by Slave_Georgina on Sep 14, 2017
Transsexuals & Crossdressers

This is my first attempt at fiction. Part 1 is to set up the following parts and act as a foundation for the story. Please bear with me and I hope you will find the completed story enjoyable. My thanks go to SlaveGirl70 for her editing skills and to LunarSirius for his review and ideas. ***** Ha! I should have known that if my life was going to take a ba...

Hot Sex Instead of Dancing Ch. 17

by SusanJillParker on Sep 16, 2017
Fetish

Please give me the support of your vote. * Walter shows Tiffany his extensive women's shoe collection. "I'm sorry I mentioned my stripper clothes," she said with sadness. "Maybe some other time. I'll bring out all of my bras and panties for you to see them, touch them, and sniff them another time," she said with a laugh. "Okay?" No doubt she was kidding...

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...

Room 139--01

by TomCarter on Sep 15, 2017
Transsexuals & Crossdressers

Summer was coming to a close as Wendy prepared for her first semester at U of I. We had grown close, and I was feeling torn as her departure date neared. I realized there was a very good chance she would disappear into the milieu of college life and that our relationship would fade. And I didn't want to stand in her way. But my relationship with Wendy wa...

Shopping for High Heels

by HighHeeledHoney on Sep 16, 2017
Transsexuals & Crossdressers

This is a short true story which although has no overt sexual content is one which many cross dressers may relate to. I began cross dressing many many years ago and found that I enjoyed the sluttier side of dressing - which you may be able to tell from my stories! I adore high heels (the higher the better!) and love the look and feel of both PVC and leat...

How to Write Realistic Transsexual Characters

by TGirlNerd on Sep 1, 2017
How To

Table of Contents [1] Introduction: [2] Who are transsexuals? [3] Who are cross-dressers and transvestites? [4] What are cross-dressers and transvestites like? [5] How can I relate to my transsexual characters and get into their heads? [6] What terminology should I use? [7] What terminology should I avoid? [8.1] What do trans women look like naked?...

Dressing Up for New Years

by dirtyjoe69 on Sep 16, 2017
Transsexuals & Crossdressers

My wife and I attended a costume party every year to celebrate New Year's Eve. This year we decided to cross dress with her dressed as a man and me dressed as a woman. I put on her sexiest silkiest garments and she put on one of my nicest suits complete with a fedora. We had a blast at the party, drinking and dancing we were both so passable in our outfits...