Transgender Stories

4,333 results
Orientation
Length
Source
Infinite Scroll

House Rules

by GavinNuisance on Mar 16, 2020
Transgender & Crossdressers

Los Angeles, California. It's where we used to make movies. Through all the powdered glitz and pretentious glamour lies a smoldering relic of a bygone era. An era of entertainment, sun, palm trees, and success. It now is a shadow of its former self, overrun by high taxes, rampant homelessness, and drug problems from Downtown to Venice Beach. But in this sto...

Going Home

by bumonk on Mar 9, 2020
Transgender & Crossdressers

I was stood looking at myself in the full length mirror, wondering what he would think of me, what would he make of my change. I looked at myself, what a difference a couple of years makes. I was 5"8', had long blond hair, what I thought of as a pretty face, and a slim slender body. My breasts were small but firm, and a nice trim ass on top of a pair of sle...

High School Futa Ch. 07

by ToSexorNotToSex on Oct 7, 2019
Transgender & Crossdressers

Note: Each of the following fictional characters is above the age of 18. *** "Good job Emma!" Her swim coach yelled as Emma got to the end of the pool before any of her teammates did. She was back in her element, she felt. Swimming always had a way of calming her nerves, and after all that stuff with Kyle, comfort was welcome right now. "You're so good!"...

I'm Her Now and I'm Not Normal

by cocobandicootxo on Oct 7, 2019
Transgender & Crossdressers

"Remi!" I said, running over to her in the courtyard. "It's only been a few days since we caught up across the holidays, but I'm still happy to see you again!" I walked over to her, before we greeted each other with a warm hug. "I can't believe Year 12 is almost over! That's my entire school life!" she said to me. Remi and I have been best friends for 6 ye...

Ariel

by mothman34 on Jun 1, 2020
Transgender & Crossdressers

I walked into her apartment, my knees trembling beneath me, unsure of what I was getting myself into, but more than eager to find out. The room was very dimly lit, one small table lamp covered by a thin red scarf, casting a rosy hue over everything, served as the only source of light. I surveyed the scene, building up my courage to continue, as I closed the...

Groomed to Depravity Ch. 04

by ssamlee2000 on Jun 1, 2020
Transgender & Crossdressers

"Wake up you lazy slut." I opened my eyes to find Mohamed's naked figure looking over me. His morning wood, erect in all its glory. Did he want me to suck him off? My tiny cock flinched as I recalled the adrenaline rush from being raped in the throat. "We need to be out at 9 if we want to make your first appointment. Put your make up on and get dressed, I'...

Julia, Ben and Lisa Ch. 12

by chloejacobs83 on Mar 16, 2020
Transgender & Crossdressers

Ch 12: Saturday A few quick notes: 1. this is the twelfth chapter of a longish story, a novel in many chapters 2. everyone is 18+ 3. there is no safe sex here - cause it's a fantasy, not an instruction manual 4. crossdressing and gender bending, not everyone's cuppa tea - be forewarned Julia and I left her house around 10 a.m. to go get ourselves sugar...

The Transition Ch. 02: Jamie

by Quantarx on Jul 6, 2020
Transgender & Crossdressers

Greetings and thanks again for reading my story. Please be patient and allow this story to grow. As always I really appreciate any feedback you leave in the comment section down below. Be sure to follow me if you like the story so you don't miss any future chapters. ************ My voice trembled as I forced out the words " Hey Mark this is Jamie, did you...

Always Read Before You Sign Ch. 11

by Reaver90 on Jul 13, 2020
Transgender & Crossdressers

"Wakey wakey sweetie!" Paula beamed. "What is it?" Samantha mumbled, half asleep. "What do you mean what is it? It's Christmas!" Samantha's eyes lit up and slowly got up only for her to be tackled back down by Paula with the latter's boobs in the former's face. "Merry Christmas Sammy!" Paula cheered. She let go of the young woman. "Your boobs in my face...

Strawberry Milk Pt. 03

by Sissyhalo1 on Jul 6, 2020
Transgender & Crossdressers

Now I was planning on going home for Christmas but given how I was changed and changing I'd need some sort of plan and to spend some thought on this. In the meantime I have a few things I wanted to do and that's well... Milking my titties and blending that milk into some of my body lotion and then going out for a walk, get some groceries and do some clothe...