Becoming His Bitch Transgender Literotica Stories

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From Family Man to Bottom Bitch Ch. 03

by esclaro on May 18, 2020
Transgender & Crossdressers

After a couple of years chatting and jerking off with webcam girls, I was ready to meet someone in real life or IRL as it was known in the chat rooms. I had asked the model from Singapore if she would ever be willing to meet me and she said yes, but she disappeared before I was ever able to make arrangements to do so. It gave me some ideas that it was possi...

Life of a Bi Guy

by Samuelx on Dec 17, 2018
Transgender & Crossdressers

What's good, Fam? I'm Kelvin "K-Man" Wattford and I'm a man with a big problem. Alright, let's get certain things out of the way. I'm a Bisexual man, deal with it. I make it with females and with dudes, well, certain dudes. I don't like effeminate males, I find them annoying as fuck. Sorry, but I've got to have some standards. That's not the issue in today's...

In Praise of Haitian Women Ch. 04

by Samuelx on Aug 27, 2019
Transgender & Crossdressers

Meet Giselle Lucien, a French Canadian Transgender woman living in the City of Ottawa, Ontario. Giselle is fairly active in LGBT circles and believes in fighting for justice and diversity. Born in the environs of Amos, Quebec, and raised in the Capital region of Canada, Giselle studied Women's and Gender Studies at the University of Ottawa, prior to working...

Michele Nylons' True Stories Ch. 05

by MicheleNylons on Jul 14, 2020
Transgender & Crossdressers

This is the continuation of my True Stories series, where I tell my readers about my real life adventures as a part time transvestite. In this instalment I will tell you about Buster, an admirer with whom I have I met up with a number of occasions. I warn you now that the story contains graphic sex, use of alcohol, mild bondage, use of recreational drugs and...

Hypnotized

by Satanicsissybitch on Sep 23, 2019
Transgender & Crossdressers

Warning: there's a lot going on here, diapers, sissies, interracial sex so if any of those things are an issue you may not like this story. *** Where do I even begin with this story? I don't know why but I feel absolutely compelled to share my recent experiences online and I can only assume it has to do with that horrible hypno-therapist one of my supposed...

Becoming Her Sister Ch. 02

by theenchantress21 on Dec 24, 2019
Transgender & Crossdressers

It has been a long time since I last submitted the Ch. 01. Thanks for all your feedback - negative and positive. Yes, the negative did bother me but the positive did encourage me too. Those who wished I don't continue any further, sorry to disappoint. Those who wished and ask for the next chapter, this one is for you. Those who aren't into transformatio...

My Husband a Pornstar Ch. 04

by gtanya on Mar 21, 2018
Transsexuals & Crossdressers

Chapter 4: Conclusion Here is a small brief of what has happened till now: My fairy husband had been seduced by a strong man at home and then had agreed to be a sissy pornstar. Fairy new master had trained him as a sissy to perform in a gay movie without his knowledge that he was making a sissy trainer porn movie the whole time. I found out and threatened...

Becoming Sammi: Watching 'Daddy' Go

by SammiXDresser on Oct 6, 2020
Transgender & Crossdressers

After being face-fucked by Phil, I couldn't get it out of my mind. My mom's boyfriend had shot a hot load down my throat and told me he owned me. I was quickly becoming his sissy. But was I going to do what he wanted? He had told me to spy on him and my mom later that night when I was dressed up. Could I do it? After a few hours of helping around the house,...

First Time Being a Woman

by regina_allen55 on Dec 24, 2019
Transgender & Crossdressers

My heels clicked on the concrete path as I made my way toward the secluded toilet block in the southern parklands. Tonight would be my first experience being with a man whilst I would be dressed as a woman. I had been dressing now for some time and had fantasised about what it would be like. I didn't know anyone in my own personnel life and had read in the p...

From Family Man to Bottom Bitch Ch. 02

by esclaro on May 18, 2020
Transgender & Crossdressers

In the years following my virtual encounters with Isabel, I felt driven to explore my attraction to transgender women. After seeing her and talking to her over the years, I knew that I would never be fulfilled sexually until I could realize my deepest desires. Desires which I never even knew that I had but which were now obvious and undeniable. What were t...