Transgender Stories

4,333 results
Orientation
Length
Source
Infinite Scroll

Roger, Over and Out

by MisterWildCard on Oct 5, 2020
Transgender & Crossdressers

Before you start reading this, you should know that this story is not your typical First Time tale. If frank discussion of LBGTQ concepts, blurred lines regarding gender and sexuality, and sex that isn't 100% heterosexual makes you uncomfortable, then this story may not be for you. There's also brief references to a horrible abusive parent (physically and em...

From the Ashes

by panther1282 on Sep 14, 2017
Sci-Fi & Fantasy

1 The night was beautiful. A combination of warm and cool. Many people were out on the street partying, living it up as if it was their last. One particular woman was walking the street with her hair as dark as the night flowing down her back. Her dark brown eyes were like the color of almonds. And her skin was nicely tanned with a tag of red blush on he...

It All Started... Ch. 01

by trixie38cd on Sep 18, 2017
Transsexuals & Crossdressers

It all started when my sister in-law, Kim, came over after work one day to tell me my wife was just called out of town for her job. I had planned on her being gone, anyway, and so I'd left work early to get my other wardrobe out of the attic, thinking I'd have the place to myself for a few days. I just happened to be wearing a pointy cup black 36D bra, bla...

Girl with Something Extra Ch. 05

by JonThomas_ on Sep 16, 2017
Non-Erotic

Hello readers, this is your humble omniscient narrator with another episode in the life of Daisy; The girl with something extra. When Daisy Elaine Maye was a fourteen year old boy named David, her hairless body began to develop curves and breasts. Over the next four years she developed into a woman, mentally, physically, and emotionally. When she turned eig...

Obey Thy Neighbor Ch. 08

by jealouscuck on Nov 27, 2018
Transgender & Crossdressers

Now that I had sucked a cock there was no need in me acting like an alpha male at any time. Once I had become submissive to Li, I was well on my way to this point. After I came out to Chelsea there was relief on the part of everyone. That is when the real concentrated feminization had started. Going from a closeted panty wearer to a full blown femme woman ha...

College Knights Ch. 03

by DeepMoss on Nov 19, 2018
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. **** This is my first attempt at submitting some writing to Literotica. Please be kind! This is a stroke story series that contains futanari, transformation, and incest. It also includes somewhat exaggerated (though not absurdly unrealistic or hyper) descriptions of human anatomy. Most...

Dinner Date with Mommy Pt. 02

by SissyStoryTime on Nov 20, 2018
Transgender & Crossdressers

Part 2 picks up right where Part 1 left off as Sophie prepares for the arrival of Victor. This story includes the following: Femdom, strap-on, implied forced-bi and cucking, enemas, butt plugs and anal play, feminization/sissification, spanking, CBT, humiliation, chastity, and domestic servitude. Enjoy! _____________________________ Part 2 Sophie was sl...

The Deal Ch. 03

by KaseyLegs on Jan 14, 2019
Transgender & Crossdressers

Mike said almost nothing after I got him off, with a lot of help from him jerking his cock straight into my mouth. After he came, he told me, "You are going to have to get better at that before you start dating." Then he started the truck and drove back to my apartment, unceremoniously pulling up in front of my apartment and putting the truck into park. "Wh...

The Deal Ch. 02

by KaseyLegs on Jan 7, 2019
Transgender & Crossdressers

The next morning I was in a state of panic. All I could think about was what I'd done and how much I'd enjoyed it, but at the same time I was terrified that people would find out. It was hard enough as it was, not having any friends, being known as the pushover at work because I was so easily intimidated by men, without them knowing I'd sucked cock. The who...

Becoming Wifey Ch. 01

by hfernandez1983 on Jan 1, 2019
Transgender & Crossdressers

So it has been a while since I have written anything. IRL has been really busy with so much personal and professional stuff going on that I just never found the time to write anything. And even with ideas floating in my head, I felt quite uninspired to actually sit down and write. But that dry spell has now ended and here I am, back with a new story. I hope...