Crossdressing Stories

1,097 results
Orientation
Length
Source
Infinite Scroll

Brat Boys Punished

by humiliationstation on Feb 29, 2020
Miscellaneous

In this story you play as a series of boys.What's next? Martin, a 22 year old goth Albert, a 19 year old library assistant What's next? Martin, a 22 year old goth Albert, a 19 year old library assistant...

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Rachel's Crossdressing Daddy

by randydaughterreborn on Mar 28, 2018
Transsexuals & Crossdressers

Editor's note: this story contains scenes of incest or incest content. *** Hey, my name's Rachel and my story is a bit of an unusual one. Let's just say that one spring day, my whole world was turned upside down, but I loved every second of it. Just a little about my family: to this day, my parents are happily married. Mum is a loving woman, generally sup...

Futa,furry and fetishes

by itthatlurks on Nov 18, 2018
Fetish

Welcome to the story, please choose a character. The world building will soon comence tomorrow as I am more interested in where the story goes first. So please be patient with me as this is my first story. For now if you want some of the concept then look to the synopsis. I have returned to the story after several months break and shall be, hopefully, postin...

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A Humiliated Tomboy

by humiliationstation on Feb 19, 2020
Exhibitionist & Voyeur

Alex sat on her bed, playing video games. She was a cute high school senior in a baggy hoodie and basketball shorts, her orange hair cropped at her shoulders. She was sucking at her braces in concentration when she was interrupted by a knock on her bedroom door.What's next? Claire, her bully Her best friends Nate and Jane What's next? Claire, her bully H...

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This to Keep Me Quiet Ch. 01

by MicheleNylons on Oct 5, 2020
Transgender & Crossdressers

Chapter One - It's Not Right Uncle John, For All Sorts of Reasons Author's Note: This is a little two-part tale similar to my early stories. It has all the trappings of a Michelle Nylons story: a little incest, a little blackmail, a lot of sex and a surprising ending. I hope you like it. Crystal Palace sat at the bar watching Melanie Starr singing The Cryi...

Gender Change: Magic Closet

by Zekar on Jan 26, 2017
Fantasy

There is magic in the world. Narnia was just the tip of the iceberg when it comes to the magic that a wardrobe or closet can do. You find yourself directly in the crosshairs of such a magical encounter. Whether malicious or benevolent, that is up to you... This is merely the introduction to a much more interesting tale. (Dear reader, if you like this story a...

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Anime ENT

by akikuka on May 16, 2019
Exhibitionist & Voyeur

They always confused people around them of their true genders as their appearance and figure contrast their true physical self regardless of their claim. It doesn't help that most of them wear female clothing to further add our confusion(and our sexuality). They are called Traps, or Tomgirls if you will. Having the beauty that brings girls to shame, these tr...

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The Slut Couple

by kin1041 on Sep 30, 2019
Swinging

The Slut Couple is inspired by the cover art (made by Chromosomefarm from Hentai Foundry). The idea of a slut couple was interesting and I liked the idea of couples getting into sexy situations but coming out of it still together if not a little twisted at the end. Something like borderline netorare and such. So before we begin; who's the couple?What's next?...

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My Neighbor's Submissive Ch. 01

by marissacd on Nov 27, 2018
Transgender & Crossdressers

Chapter 1 - Exposure They moved in next door shortly after we bought our house about five years ago, a nice couple who were a few years older than my wife and me. My name is Michael. I'm twenty-eight years old, white, five-seven, brown hair, blue eyes and a lean build, suitable for cycling, which I do a lot. My wife, is five-four, slim, athletic and blonde....

Lipgloss Dreams Ch. 01

by lipglossdreams on Sep 12, 2017
Transsexuals & Crossdressers

I suppose that my story starts in the same way as a lot of other crossdressing boys with busy real lives: year after year of bottling things up, slowly buying clothes, dressing furtively, shamefully, until things would get too serious with a girl, then - a fearful, hurried purge, a headlong plunge into the cold waters or normalcy. What a deceitful plunge it...