Crossdresser Stories Stories

58,858 results
Orientation
Length
Source
Infinite Scroll

Miss Khandie Ch. 03

by SweetNightingale on Sep 16, 2017
Transsexuals & Crossdressers

(Dear readers, sorry it's taken so long to post this next part, I'm busy with RL shit. Feed back welcome, please please please tell me what you think!) Xoxo Nightingale [1] Alright, so we all know that whatever happened between Frank and I...Will never happen again....right? I love Tanya, not Frank. I hope you all know that. We also know that we were ma...

From Dom To Sub

by ScarlettCD on Sep 14, 2017
Transsexuals & Crossdressers

Twenty minutes to go. A few days ago I had posted an ad online looking for someone to come to my place so that I could, to quote my ad, "get treated like a tranny slut by a true Dom of a man." I kept the ad low-key and photo-less to ensure none of my colleagues from work saw it of course, but more importantly, I was a Domme in my own spare time and did not w...

Gender Bent Society

by turtlerocker on Sep 26, 2017
Fetish

Welcome to GenericVill! A small town in a world that has the opposite gender norms of our society. Some changes from our society is that it is a matriarchy, Girls are considered more athletic, Boys are considered nicer and more emotional, Boys wear what our world's girls would wear, and vice versa, and most importantly, Boys are submissive while Girls are do...

Open in Reader

How I Learned to Date as a Girl

by TammyPanty on Jan 7, 2018
Transsexuals & Crossdressers

Learning how to date as a girl By the time I was 25 years old I had really perfected my female look and practiced acting and thinking like a girl. I was very confident in my look and actions. I had been out in public many, many times dressed as a girl and I blended in perfectly. With this type of confidence I decided to take the next step and see if I could...

A Taste Of Lace

by AdamZasse on Sep 13, 2017
Transsexuals & Crossdressers

By Adam and Evie Zasse The authors would like to extend our thanks to volunteer editor 'Larry in Seattle' for his help in proof reading this story and for his insights and suggestions I've never been into crossdressing. Oh sure I swiped a few pairs of panties from my mom over the years. But they were only something to wrap around my dick when I jerked o...

Best Camping Trip Ever Ch. 02

by Lovinhose on Sep 16, 2017
Transsexuals & Crossdressers

*This is a work of fiction. Most of my stories are true, but I also have fantasies...enjoy.* ***** I had just had the best sex of my life, and was walking back to my campsite, dried cum, my own, still on my face...I didn't do a great job of cleaning myself off which was actually making me horny again...and dried cum on my shirt. But the best part? I had wa...

Real Life: The RPG

by Katnaace on Nov 25, 2019
Fetish

Having logged in, you get to the biggest question of all - who are you going to play? It's not like this is a big deal. You can just create your character and be on your way.What's next? Danny Hopkins - Dude with a sister Lydia Onava - Widow waking up in an unknown place Claude Rogers - On his way to visit his Aunt Henry Wells - Protesting H20 What's next...

Open in Reader

Gender Change: Woman for a Day

by Zekar on May 1, 2020
Transsexual

Sometimes a man wants to experience what it’s like to be a woman. In this story you will experience a makeover, go on an adventure, and at the end of the day you can go back to your old life. Maybe it’s not for you. Maybe it’s for a friend who you will take on a date. All of this is consensual and in a variety of scenarios. Starting off there are real world,...

Open in Reader

Vacation with Aunt

by Alice Dragonslayer on Mar 19, 2018
Transsexual

Hello, you are 18, semi long black hair, feminine build, shy and submissive. You visit your Aunt Katy (looks like Katy Perry) for the summer. She may or may not have a daughter. She has a very feminine house and has a pink car. She dresses pretty hot. Her breasts are perfect and she's in her 30's. She doesn't have a husband and stays in an apartment with one...

Open in Reader

sissy's life

by cdbaby on Apr 20, 2018
Fetish

INTRODUCTION: (sorry the way it was originally seemed unclear) Sissies, they're all over the world, and beyond. Discover their origins, their fears, their lusts.What's next? halloween vinny Messaging with a dream Trendsetting slumber pary Are you my Mummy? What's next? halloween vinny Messaging with a dream Trendsetting slumber pary Are you my Mummy?...

Open in Reader