Crossdressing Stories

1,097 results
Orientation
Length
Source
Infinite Scroll

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...

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Submission

by Domestic on Sep 24, 2019
BDSM

Your name is John Doe. Where this story takes you is up for your decision. You can choose your gender, you can choose your significant other. But after that, you will lose the ability to choose. You will become obedient, like you know deep down you should be. Ready? Pick one, and begin. NOTE: {[email protected]}It is highly recommended that you play thi...

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A strange night

by latexdoll on Oct 19, 2006
Science Fiction

Sitting home for another boring night of surfing the internet, you are about to give up on finding anything new when an odd link pops up at the bottom right of your screen. "Click here for the night of your life." Assuming it has to be some sort of virus or spyware you go to delete it. But something makes you pause, be it boredom, or simply the kno...

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The Marriage of Martin Hastings Ch. 17

by rik581 on Sep 14, 2017
Transsexuals & Crossdressers

Martin sat alone in a small interrogation room. The large wood table with the two empty chairs on the opposite side of the table were all the furnishings in the room. The humiliation Martin had suffered as he was brought through the police station, the giggles, sneers and staring were still fresh in his mind. Though he was told he was not under arrest, he fe...

Ash's Metamorphosis

by Katnaace on Aug 6, 2019
Fan Fiction

Ash took a deep breath. For as good as life had been for the trainer, things were starting to become... stale. It felt as if he was stuck in a loop of sorts, unable to break free no matter what he did. "I just want a change." he thought, laying down in his bed. Sleep came quickly, with him unaware of what would await him come tomorrow.What's next?...

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Sissy Constructs for the Manly Man

by _Rinaldo on Nov 16, 2019
Fetish

Alpha males all have an image to uphold. They spend decades, perhaps even their entire lives honing their bodies and personalities to achieve a higher standing in society: to be viewed as the perfect example of what the ideal male should be. Handsome, strong, muscular, confident, etc. The perfect breeding candidate, in essence: desired by all women, and envi...

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Costume Store

by Zekar on Nov 23, 2016
Fantasy

The Costume Store is an indiscreet shop in the mall. Few people paid it any mind and many walked passed it without giving it a second glance. If they knew what wonders were inside they might have given more thought to going inside. Inside the shop walls were racks and racks of costumes. But not just any costumes. There were costumes that turned the wearer in...

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Big Booty Goth BF

by Furry-god69 on Dec 7, 2020
Transsexual

You are Damien Smith a 18 year old high school senior who's really into goth culture, your parents say it's just a phase, but you don't think so. you look like a regular teen save for you're dark hair, and very feminine figure. For as long as you could remember you always a very girly frame, which many people made fun of, except for, Avery, the love of your...

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Sweet Treat

by SaucyMasquerade on Sep 14, 2017
Transsexuals & Crossdressers

I As the water streamed across the window pane, I watched Jayne pull her coat tight, dashing from the car, through the torrential rain into the house, cursing the British summer in all its soaking glory. "Steve," she called, as she hung up the coat to dry, "I've an invite here, to a fancy dress party, Helen is holding on Friday" "I'm in here," I called...

All I Want for Christmas, Is You! Ch. 01

by grgy56 on Dec 17, 2017
Transsexuals & Crossdressers

"Open mine first!" Cheryl gleefully shouted as she handed me a beautifully wrapped Christmas present. It was a cold, crisp, white Christmas morning. But much later in the morning than I would usually get up for Christmas. For some reason, I slept in regardless of my excitement to open the presents under the tree. As a kid, we would open our gifts on Chris...