Transgender Stories

4,333 results
Orientation
Length
Source
Infinite Scroll

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by Dar_Jisbo on Mar 16, 2020
Transgender & Crossdressers

I looked at the e-mail. Another request for my tutoring services. I'd developed quite a reputation in the city. I sent a reply asking for the usual details. Tracy, age 22, wanted help with advanced mathematics. She was living in a small apartment nearby, lived alone, and was a first-year graduate student, having completed her undergraduate work the year be...

Jacqui/Jack

by wife2hotblk on Sep 16, 2017
Transsexuals & Crossdressers

My name is Jack. It used to be Jacqueline, but that was a lifetime ago. My forty-ninth birthday is next Friday, but I have actually only been living for the past five years. I am what they call a transman or female-to-male transsexual. As a child, my life was pretty perfect. No divorced parents, a nice middle class neighbourhood. No one seemed to notice or...

My Transgender Love: Week 1

by esclaro on Mar 31, 2020
Transgender & Crossdressers

After I returned from my trip to Hong Kong to visit a Filipina transgender woman, I never heard from her again. So I spent the better part of the next year online looking for someone with whom I could connect mentally. If she was an attractive transgender top, well that would be great too. After many online chats and web cam conversations with numerous peop...

Biology of the Sha Mi Zen

by ShaMiZenAparody on Mar 12, 2019
Non-Erotic

As much as Joriah made them to be warriors to protect the weak, he wanted them to be hedonistic to baffle the minds of the Purists, who wanted to achieve what they have naturally. So when making the Sha Mi Zen, Joriah not only heightened their drive, but also created in them certain hormones and erogenous spots to make sex the most enjoyable experience for...

The Club of Fools Ch. 09

by sublocked on Sep 19, 2017
Transsexuals & Crossdressers

Author's Notes: (1) This is fiction, just a story; (2) One should never start a book at chapter 9. This story as a whole is way longer than I anticipated when I started, too long for those who hate it, not long enough for those who like it...apologies to the latter group; (3) Jason is not being exploited by anyone except himself, and shouldn't we all expl...

Space Colony: Freedom

by Ghobgob on Oct 8, 2019
Science Fiction

It has been ten years since the S.S. Freedom landed on the new planet that humanity would call home, this planet is called Sigma 60, a planet perfect for humans to live on. The only known "issue" about the planet is that there are trases of relaxative in the air, which is probably why the people of this colony enjoy having sex out in the open. Sex...

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Crossroads

by Dar_Jisbo on Feb 4, 2020
Transgender & Crossdressers

It began - of all places - with a random video on a porn site. I stumbled across the video - a solo performance by a sexy blonde transgender woman - and posted a comment on it. My comment: "Your boyfriend must be a very lucky man. You're gorgeous." Her reply: "I don't have a boyfriend. :( Thank you for saying I'm gorgeous." She had a personal website. I c...

A Date with Destiny

by StarrOftheNite on Aug 20, 2018
Transsexuals & Crossdressers

Most people like to have a mind's eye picture of what the narrator of a first person story looks like, and since this is a true autobiographical story about my personal quest for gender identification, sexual orientation and self-realization, it's probably important to the narrative, too. Physically, then and now, I'm almost six feet tall, broad shoulders, n...

Reality Issue

by darklyte31 on Aug 7, 2020
Exhibitionist & Voyeur

The universe has recently gained consciousness and has viewed Itself and the many races that inhabit It, both past and present. After examining all of Its data It has determine that in the future It will die and nothing can prevent it. After thinking about the problem It determined the only way forward is what all races do to become immortal, procreate. It t...

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Letter from East Hesburgh

by justincbenedict on Sep 24, 2019
Transgender & Crossdressers

Dear Shoeblossom Flash loves to tease my butt-hole, she runs her long nails in and out, and then, of course makes me lick off the crud. She will use her other hand to twist my cock head about, what do they call it, the glans? like she's trying to open a bottle of baby aspirin. I'm standing in front of Flash, who is resplendent in her little leather miniski...