Transsexuals+&+crossdressers Stories

15,868 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2024 SmutMD.com

There's Something about Sarah Ch. 05

by MicheleNylons on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Five - Redemption Tina and I, rightly in my opinion anyway, decided that we wouldn't move in together. Sure, we would save on rent if we did, but the temptation to constantly give into our urges would undoubtedly distract me from my studies and Tina from her work. Also our relationship was volatile, there were periods of serenity when I thought I mi...

There's Something about Sarah Ch. 04

by MicheleNylons on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Four -- Bruno's Bar and Grill The phallus was long, thick and veiny. The glans was an angry purple color and clear droplets of pre-seminal fluid oozed from the eye. The red nailpolish I was wearing contrasted nicely with the smooth, almost silky pink flesh of the turgid member as I slowly stroked the throbbing shaft. He sighed and then gasped as I...

Guys Trip, Lace Causes a Stir

by trybiman on Sep 19, 2017
Transsexuals & Crossdressers

I've been pushing hard at work, trying to get through this project in order to get my horrible boss off my back so I can take a breath and relax for a change. I love the work but dealing with my manager has drained all the fun out of it. The only thing keeping me going right now is knowing that I'm going to be getting away for with the guys so we can all unw...

Tropic of Cum

by RafaelaValdez on Sep 19, 2017
Transsexuals & Crossdressers

The sun peeked through the canopy of the jungle, lighting the thick, tangled paths below. Flowers and vines grew off of everything, making the road a hard one to traverse, causing the lone traveler on it to keep her sword out, hacking a way through it. Siofra had long since lost her map and had just been guessing where to go next, walking along what appeared...

Transvixen Tranny Rock Band Ch. 04

by MicheleNylons on Sep 13, 2017
Transsexuals & Crossdressers

Chapter Four: Substitute Cherri woke up on the couch at Wendy's place and her head hurt. Panti had obviously wondered off to bed sometime during the early morning after their prolonged fellatio session and left her alone to sleep. Cherri remembered that after they had made oral love they had argued about Panti sucking off Tony Carlotta. Panti claimed she h...

Changes Ch. 05

by sublocked on Sep 25, 2017
Transsexuals & Crossdressers

Author's Notes: (1) This chapter is fiction, in contrast to parts of the previous chapters; (2) This is a story that has a beginning, and eventually an end. Starting a story at Chapter 5 does not permit story development. Please start there; (3) There are parts of this that are erotic to many, and parts of it are erotic only to those that understand the c...

How I Became a Cheerleader Ch. 06

by DMaster_14 on Sep 25, 2017
Transsexuals & Crossdressers

Sorry for the delay in continuing this story, but the chaos that two sets of twins can create has to be seen to be believed. I can't believe that it has been ten years since my last update, but now that the girls are in full time school I can continue. The next several weeks until the Halloween party were very busy. I drove Trent to and from school each day...

How I Became a Cheerleader Ch. 03

by DMaster_14 on Sep 25, 2017
Transsexuals & Crossdressers

The rest of the week was a blur as I thought about nothing than the upcoming date with Trent. Saturday morning rolled around and I was up early. I had made an appointment with Dr. Kelly about some things that had been on my mind for the last week. I didn't tell Mom or Susan about it, I just left them a note and said that I would be back in time for shopping....

How I Became a Cheerleader Ch. 02

by DMaster_14 on Sep 25, 2017
Transsexuals & Crossdressers

Classes that day went without trouble. Unfortunately, Candy had a meeting with Coach Jacobs about the new routines over lunch and was unable to join me and the rest of the girls. Trent worked his way in very quickly when he saw that Candy was not there. He sat beside me and looked as though he was staking his claim. After the previous day with Coach Withers,...

Dressed To Please Kate

by jealouscuck on Sep 25, 2017
Transsexuals & Crossdressers

My name is William Michael. I go by Bill. I know, stupid way to start a story. My wife is Caitlyn and goes by Kate most of the time. You will see why I started with names. Kate is thirty and I am thirty-one. We had been married three years when all this started. Kate is a very perky brunette, five-four, about 130 lbs. She has very little body fat and is athl...