Shemale+transformation Stories

10,038 results
Orientation
Length
Source
Infinite Scroll

The Transformation of Ms. K

by parkerkwon on Feb 25, 2019
Transgender & Crossdressers

By day I'm an average Korean guy, a bit on the fat side, my whole life I haven't been very attractive to women. I'm very timid and shy as a boy, very much a beta. I never even had sex until after college and my dating life has always been pathetic. I've always had a bit of a tight rubber and latex fetish, as I became older I began buying some pieces of lat...

Made Up

by ChewToySub on Sep 15, 2017
Transsexuals & Crossdressers

My first story on Literotica! Hope you like x ***** For the longest time, I've crossdressed alone. I taught myself how to climb into girly clothes, how to roll on tights without tearing them, how to put on my wig without it looking like roadkill. It took time, but I slowly learned how to get myself ready to enter girl mode. But there's a few things I've ne...

My Transformation into a Shemale Ch. 01

by jamtby on May 29, 2018
Transsexuals & Crossdressers

Kyle asked me to meet him at a bar in Ybor for a drink. We had met during a meeting and found we had many business interests and sailing common. Kyle is married and like to make friends. During our conversation he shared with me that his wife, Maxine, has a strong personality and likes to take control of conversations and gatherings. I arrive early and sat...

Lab Rat

by agbsyamaha on Dec 28, 2017
Transsexual

("All of my writing is on hiatus until further notice, however, the story is still here and fully available. Any interaction, be it a like or a comment is immensely appreciated! If you have an idea for a chapter, be sure to let me know and I'll see what I can do! That being said, enjoy "Lab Rat"!) "Dear Jason, Congratulations from our com...

Open in Reader

With great power come great boobies

by zbloutch on Jun 22, 2020
Fantasy

-My Lord, are you sure mankind is ready for this gift? Millions of lightyears from our planet, the etheric bodies ruling the universe were having one of those endless debates on how life on distant planets needed to evolve. -Now is the time, said one of them. The people of this planet have evolved enough to receive it. Through the centuries, they slowly prog...

Open in Reader

Tits Have Benefits Ch. 09

by hottchic on Sep 18, 2017
Transsexuals & Crossdressers

Following her honeymoon life starts to assume more of a normal routine for Andrea, well as normal as you can get when you are a shemale t-girl in a family with 4 lesbians. Kate finds a shy new boyfriend and asks Andrea for help with him. But can Andrea's idyllic lifestyle continue indefinitely, in this story things events take a nasty turn... * After tra...

Wishes for my Wife

by Sinburn on May 17, 2019
Erotic Couplings

Tom sat on the park bench and watched his wife queuing at the ice cream stall. They were both hitting 40 this year and he couldn't help ruminate on the nature of his relationship as they planted their feet firmly in middle age. He loved her, no doubt about that but did he desire her? Yes and no. They still had sex and whilst infrequent it was always good and...

Open in Reader

Tits Have Benefits

by hottchic on Sep 25, 2017
Transsexuals & Crossdressers

I thought that I would try to write an erotic story with a transgender theme as I have been a cross dresser for a long time. This is my first attempt at an erotic story with a transgender theme although it is not the first erotic literature I have written. I hope you like it, and let me know if you want to see more of the same. So here goes... * So there I...

Making Francesca Ch. 02

by Spango on Sep 12, 2017
Transsexuals & Crossdressers

While slowly beginning to come to, Frank heard low voices somewhere off in the distance, but was unable to make out what was being said. As the grogginess began to wear off, a flood of memories came rushing into his mind; getting drunk at the bar and being caught wearing panties, being Tazed on his front porch, waking up chained to a wall in an S&M dungeon w...

The Slave Traders Pt. 03

by jamtby on Jan 23, 2019
Transgender & Crossdressers

Exhausted both physically and mentally I got into bed. It was then that I noticed my breasts were tingling. A strange sensation. I felt totally humiliated especially having the woman I love forced to watch me being masturbated by a man. She must have lost all respect for me. I also wondered what hell Carla was going through. The constant threat of having her...