Transsexuals & Crossdressers Stories

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Weekend with Elaine Ch. 10

by clarepanties on Sep 26, 2017
Transsexuals & Crossdressers

The first reaction to all the available equipment in the suite came from Fi. "Oh my goodness, Bryony, I know we signed today but you haven't half laid it on for us tonight. I don't believe my eyes." She held Isabelle's hand and walked around the equipment, looking in the drawers. "God, I am so hot and I want to have this young lady into giving her full su...

My Life Pt. 06

by ShyTammy on Sep 26, 2017
Transsexuals & Crossdressers

So I think I have mentioned before that I am a licensed massage therapist. I got my license because it was a good way to have flexible hours and decent pay while going to school. I also used it as an avenue for the more profitable and often times more pleasurable sex work that I do. The sex work has been mostly men. The legitimate massage business has been...

Jenny Plays with the Big Girls Ch. 09

by Johnboy9 on Sep 12, 2017
Transsexuals & Crossdressers

Below is part 9 of my story "Jenny Plays with the Big Girls". Sorry it took so long for this to come out, but the ideas are starting to take longer to come to me and the stories are taking longer to finish. Again, thanks for all the support and feedback offered during the writing process. * "Well anyway, here goes," she started. "Up until a couple years ag...

A Lost Bet Ch. 07

by amarasfantasy on Sep 14, 2017
Transsexuals & Crossdressers

As I sat there and tried to keep my breathing out of the panic range, I continued reflecting on my options. After the first couple of minutes of alternating between swallowing with my throat and swallowing with my ass, I found a rhythm and pace that worked. But I didn't know how long I was going to be able to hold out because I was really starting to feel fu...

A Lost Bet Ch. 04

by amarasfantasy on Sep 12, 2017
Transsexuals & Crossdressers

As I slept that night, I dreamt vivid dreams...sexual dreams. The next morning, I was able to remember one of the dreams that I had but I didn't tell Frank or Tom. I kept it to myself because I wanted to understand what it meant. I'd dreamt that I was walking down the street when I got close to the entrance of a park. It was me in my male clothes. As I got c...

A Lost Bet Ch. 03

by amarasfantasy on Sep 12, 2017
Transsexuals & Crossdressers

I woke up the next morning feeling a little tired, a little stiff, and definitely sore. But it wasn't the kind of soreness that came from exercise. It was just my rear. The beads and the pounding from Tom had done their job. As I rolled out of bed, I felt the tampon in my rear and immediately wanted to get rid of it. I started to walk but even that felt diff...

Big, Black and Built Ch. 02

by fuzzie_writer on Sep 12, 2017
Transsexuals & Crossdressers

I woke in an unfamiliar bed with the sun streaming through the curtains, and it took a second for me to remember the night before; as the memories of my encounter with Audrey slowly filtered to the front of my thoughts, I rolled over, hoping to find her lying beside me. As I moved, I realised I already had an aching erection, which made it even more disappoi...

SheMale Sirens Ch. 02

by WhiskeyIsGood on Sep 18, 2017
Transsexuals & Crossdressers

Chapter 1 has received good reviews, so here is part 2. Part 3 is still being written, but it is going to have more back round info on the Siren's, and a few more characters as well. Should be up soon after this one. Whiskey ***** The day I first decided I had to leave my home in New York was the day I turned eighteen years old. I was tired of everything,...

Jacki's Journey into Sissyhood Pt. 04

by jacki697 on Sep 18, 2017
Transsexuals & Crossdressers

The next couple of months with Steve and Laura were incredible, and the happiest of my life. I felt like I had found my place with people who genuinely loved me. I spent my days sharing their life and nights sharing their bed. Under Laura's tutelage, my metamorphosis continued. I was on a strict diet and exercise routine that helped me drop my weight and s...

A Clean Shirt

by Allyourbase on Sep 19, 2017
Transsexuals & Crossdressers

--------------------------- Dear readers. Guess what? I have kept my promise. Here is my very first attempt at a happier than usual story. Please, don't hesitate to let me know whether I succeeded or failed. Thanks to my proofreader and friend Kurokami and his girls/bois. Initially, I was not going to publish this. Writing it was an experiment for myself, t...