Crossdressing Interactive Stories

1,783 results
Orientation
Length
Source
Infinite Scroll

Feminine Fate Fulfilled

by mattpantyhose on Jun 15, 2020
Transsexual

Like all of my other stories this one had been already published on Literotica. You can find it here: https://www.literotica.com/s/feminine-fate-fulfilled__ For whatever reason Chyoa doesn't include Crossdressing in the category of Transsexual and doesn't have a separate category for that theme. This story does not include any transsexuals, but I considered...

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Sarah Had to Give a Blowjob

by SarahCD on Dec 18, 2018
Transgender & Crossdressers

I first published this story a few years ago. Since then, my writing skills have improved a little. While, I cannot change what actually happened to me, I have added some more details and corrected some grammatical mistakes. ---------------------------- After collage, my girlfriend's best friend, Alison, and I found ourselves working in the same city and...

Freedom to Fuck

by SexistAliien on Nov 15, 2015
Exhibitionist & Voyeur

This is an interactive version of my existing series of Freedom to Fuck stories, which can be found online pretty easily. In this Utopian vision of the future, women have no rights whatsoever and cannot say no to anything a man wants them to do. Advanced technology allows quick and simple body and mental modification, used by men to improve the women in thei...

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Remote X

by andrewknows on Jan 30, 2021
Science Fiction

This Science fiction interactive story is about the Remote with ultimate powers that brings wonderful adventure with it on earth. CAUTION FOR READERS: Please don't be mean to anyone regarding their English skills. Just enjoy good stories without boundaries. There is a great alien planet called Golden Heaven of Proxima (GHP) located in the nearby solar system...

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Futa Island

by Kazza on Nov 18, 2019
Transsexual

This story is designed to be played as an interactive erotic adventure. For the best reading experience, please select the 'start game' button over on the right of the screen --> Futa Island was considered a myth for decades, a tall tale whispered amongst tipsy sailors in the dark corners of port taverns. The rumors spoke of a hidden island filled with...

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Sandra's Stories

by porneia on May 9, 2015
Miscellaneous

"Not bad." Sandra Hamilton whispers to herself as the new and improved Chyoa format appears on her laptop as the buxom coed leans back against the pillow covered backboard of her bed. It has been a few weeks since she has logged onto her most shameful secret; that she loves interactive pornography. With finals now over, and nothing to do, the chest...

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Sarah has a Crossdressing Friend

by SarahCD on Sep 16, 2017
Transsexuals & Crossdressers

I love to dress-up as a girl and get naughty with someone who understands the love of dressing as a girl. So I advertised on Craig's List for a crossdressing buddy; someone to play with and get naughty. A guy emailed me and we started exchanging emails and then a couple of phone calls. We discussed what we each liked to do. I love to kiss and cuddle before e...

Bitch

by Dennis_St_John on Sep 19, 2017
Transsexuals & Crossdressers

'I am ready, Sir.' I texted on my cell phone. 'Room 28.' A few moments later, the cell phone pinged and a return message appeared. 'You know what to do -- I'll be there very soon.' I took a shuddering breath and looked at myself in the bathroom mirror. An angry frown marred the soft made up sissy face looking back at me, framed as it was by dark straight h...

The Bio of a Masturbator

by Chatomana on Sep 18, 2017
Toys & Masturbation

Disclaimer: Although this is a work of fiction, some parts contain actual facts and events. The author can not and will not be held responsible for any injuries that may occur if the reader tries to reproduce of these events. The author holds all copyrights to this story, printed and/or digital. Prologue This story is not about love, nor about romance, or...

Marianne's Solution

by fridayam on Sep 14, 2017
Loving Wives

(Thank you to Firebrain for her judicious comments: the scars will heal in time.x) Marianne had a problem: in fact, several inter-related problems. She was still getting used to the idea of being married to Pierre. He had swept her off her feet, and being essentially a down-to-earth, well-organised sort of person, she felt uncomfortable about this, though...