Trans Blowjob Story Stories

155,331 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

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...

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...

The Transition Ch. 01

by Quantarx on Jun 8, 2020
Transgender & Crossdressers

Greetings and thank you so much for choosing to read my story. This is intended to be a multi part series so bare with me as I try to develop the characters and lay down the backstories. As always, Your feedback is always essential in the development of the story going forward. Please leave a comment down below * I Had been Married for about eight years w...

A World of Dual Free Use

by sexy_pants on Feb 13, 2016
Amateur

In this world, public sex and nudity are not just completely legal, they are commonplace and are an important part of life. People are always horny and in need of release, and there are virtually no sexual taboos. Contraceptives are provided in the water supply, so there are no worries about unwanted pregnancies. Women don't have to worry about menstruation...

Open in Reader

ESTIM Experiences Ch. 02

by jy55 on Sep 12, 2017
Toys & Masturbation

Since my first story, I have developed into a real estim freak. My daily pleasures are such that my body almost 'knows' that it is time. I generally masturbate every morning anyway, but estim is almost always the usual method. I have taken to looking at online porn the whole time as I stimulate myself for at least an hour daily. The sensations are so exqui...

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...

Open in Reader

Writing Healthy Relationships

by yumeko on Sep 16, 2017
Reviews & Essays

I love written pornography. From the time I first discovered the written pornography in magazines when I was young, the written word has always been my favourite way to get off. And perhaps that should have been a clue to me, because I found out later that supposedly boys and men prefer visual material, but at the time I didn't much care. I only cared that r...

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?...

Best Blowjobs in the World

by Hypoxia on Sep 14, 2017
Erotic Couplings

Author's note: This snarky fictional piece, a gender-flipped rendition of the concept in MAKE ME SCREAM! is an entry in the National Nude Day 2016 Contest. There's not a lot of explicit sex here; look elsewhere for a stroker. All sexual players are aged 18+. Views expressed are not necessarily the author's. Enjoy! *** THE BEST BLOWJOBS IN THE WORLD ***(Who...