Transsexuals & Crossdressers Stories

15,868 results
Orientation
Length
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Infinite Scroll

Create an Off-line Library

by normist on Sep 18, 2017
How To

I often re-read stories that I like. My bookshelves groan with the weight of books collected over the last sixty odd years. To re-read the stories from the Literotica web site needs, at the very least, a note of the titles and authors. I lost track of three stories before I started making notes! Furthermore, on holiday at our caravan there is no way of conne...

My Second Me

by Manndee on Apr 10, 2018
Transsexuals & Crossdressers

We all have fantasies, we all have dreams - few of us ever share them for fear of upsetting a loved one or shocking a friend. We are all individual, and that is probably what makes us so complex! So what would we do if we achieved our fantasy? Imagine the one thing that excites us and gets us high! How would we deal with it? Think of it another way......

The Vacation

by waking_dream on Sep 25, 2017
Romance

Thanks for checking out this story! It's a slow-build type romance, so if you're anxious for the sex, skip to about halfway through. This is my first longer story and I welcome all constructive feedback to help me improve my writing skills for the next one. Thank you to Ed and the others who have reviewed it and contributed to making it better. ** Samuel...

Her Eyes Did The Talking

by GoneGray on Oct 8, 2019
Erotic Couplings

This is a story of a very special 25-year old woman, the man she falls for, and her special relationship with her virtual-sister/BFF/roommate. That is all the hints I am giving, except I would say the story has primary elements of Erotic Couplings and Romance, with bits of parallels to Group Sex & Loving Wives themes. The story came out longer than I e...

How I Met my Master

by empress_of_blandings on Sep 13, 2017
BDSM

"Noooooooooooooooooooo!" That was the sound of me heading for trouble. Little did I know how sweet, how thrilling and how so sinfully satisfying this new trouble would be. Looking back now, I don't really remember what it was that I had been yelling about. Not that it matters. All that matters is that my penchant for wagering had landed me in soup once agai...

Karen's Secret

by goddamusername on Dec 19, 2017
Romance

Please click on the "Start Game" button on the sidebar while reading this story. Every choice in the story will count towards the way the relationship between you and Karen is affected. Some choices will also determine whether or not certain content will be available/visible in the story. Not initializing the game might lead to some inconsistencies...

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My best friend's sister, the babysitter

by darkwindofchaos on Aug 7, 2008
Erotic Couplings

Hi. My name's Aaron Silversten, and when I say I have a story to tell, I’m not kidding. You see, when I was in high school, my friend Jarod had this younger sister. Well, she's still his younger sister, only she's not so young anymore. Allow me to explain. When first I knew Allison, she was fourteen when I was eighteen, but boy, even then, she had a killer b...

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Lusty Magical Academy

by Zingiber on Jan 10, 2016
Fantasy

Open for contributions. See the Chyoa Forums Discussion Thread for details and Q&A: http://forum.chyoa.com/threads/lusty-magic-academy-rpg.452/ There comes a time when young people of special gifts come together under the guidance of dedicated teachers to advance their skills, learning, and character so they can use their powers for maximum benefit. Thi...

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Tales of Aeriella The Elven Sorceress

by mattpantyhose on Apr 7, 2019
Fantasy

All of my stories have already been published on Literotica. You can find the link in the description of my profile or just search for MattPantyhose there. I'm currently re-editing them and will gradually be posting them on this site. "Gradually" in this case might be something between "next week" and "next year". ;-) I'd be hap...

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Birthday Spankings

by wildtime2000 on Sep 14, 2017
Erotic Couplings

As Eric pulled in to the garage, the rain came down hard enough that he could barely see past the end of the hood. "Made it just in time," he said, pushing the button to close the door. Once inside, he found every light off except for a lamp in the living room where Kasey sat reading a book in the recliner, her strawberry-blonde hair tied up in a ponytail....