Husband Gave A Trans A Blowjob Stories

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My Trans Girlfriend and My Sister

by ArkansASS on Oct 6, 2020
Transgender & Crossdressers

Warning: This story involves sex with a trans woman and my sister. If either transgender stories or incest are not to your liking; unfortunately, this story will not be for you. I have given my trans girlfriend in the story feminine pronouns (eg. "She" and "her") For the sake of creative convenience. I started dating Michelle about 3 months ago. She is my t...

A New Adventure...

by johnjinglez1 on May 16, 2018
Transsexuals & Crossdressers

I saw someone begin a "diary" of their experiences as a sissy on here recently and it inspired me to give it a shot myself. The following will be true stories from my past starting from the first time I ever hooked up with a Tranny / Cross dresser / Sissy. First things first, I consider myself to be a straight male; despite having had sex with all of the a...

Mom's in Town Ch. 22

by 1sfshermale on Apr 11, 2018
First Time

With only Rachael and Christine at the bar, the scene got very quiet. "Love the shoes. Isn't Christophe a dear?" "Thank you so much for everything. The shoes are fabulous and Christophe is something special." They continue their conversation talking about nothing in particular until Rachael sees Max come into the bar. The loose slacks due nothing to hide...

Diva Las Vegas Pt. 02

by tgirl_Mary on Sep 12, 2017
Transsexuals & Crossdressers

This is the second of a three part series. Please read Part One first for the character's backgrounds. ***** The story so far: Hal and Rona are a married couple from Kansas who lead fairly mild, vanilla lives. Rona has an obsession with watching Ru Paul's Drag Race on TV. Hal enjoys it too. He really loves how excited Rona gets when she watches it. For th...

Sissy Wants Her Wife's Boyfriend Ch. 02

by SissyArlene on Aug 21, 2018
Transsexuals & Crossdressers

I recently discovered that, just because I am a transitioning sissy husband, I don't have to be docile in the sex department. I am a transgender woman, and I've learned that trans-women have a lot more power over men than most people think. Most people think that trans-women are all submissive, and have no control over their sex life. I have learned diffe...

Anal Sex with Stranger on a Train 05

by SusanJillParker on Sep 19, 2017
Transsexuals & Crossdressers

Chapter 5 Peter finally meets Roberta again, the love of his life. In just a few minutes, Robert returned to the room dressed as Roberta. Giving him a sexy cross dressing show, by her feminine antics and charms, she obviously enjoyed being watched by Peter. With a shake of her head and with a flourish, as if releasing her sword in Zorro, the gay blade, sh...

The Sophistry Generator

by BlueGreenes on Apr 22, 2025

The Sophistry Generator is a smartphone app that strengthens your logic in argumentation. It essentially allows you to turn make others believe your sophisms to be an indisputable reality, so long as you can find a line of argumentation that sounds logical. It will make it much harder for the people around you to find flaws in your arguments, will make every...

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First Time Fucking A Trans Man

by silver_midi on Sep 19, 2017
Transsexuals & Crossdressers

I wanted to satiate my curiosity. I am a gay man who has always been with men, but one day I stumbled upon some porn with gay trans men being fucked by gay men (I guess they are called cis guys) and I was surprised to find myself incredibly hard and turned on by this. After an evening foray into this genre I was very interested in meeting such a man. After l...

Trans Desire

by blozo on May 22, 2018
Transsexuals & Crossdressers

This story is meant to be somewhat funny, while also being stimulating to a small group of people who enjoy the unusual fetish of autofellatio, and the larger group of people who think transgender women are hot. It is complete fiction, and in real life, although the author's junk is slightly larger than average, there is no way on earth his short, stocky t...

My Trans Sex Life

by EzraLewd on Oct 21, 2019
Transgender & Crossdressers

Okay. Here goes. You can call me Ezra. I'm 25 years old and I live in a medium-sized city, in a Western country. (That's all the detail you're getting - I don't want any creeps showing up on my doorstep 'cause I decided to put the details of my sex life on the internet.) I'm a trans guy. I've been on testosterone for two and a half years, and I just got top...