Teen Trans Stories

12,229 results
Orientation
Length
Source
Infinite Scroll

The Porn Theater

by pondcat on Oct 15, 2017
Exhibitionist & Voyeur

I was traveling to a new city for work and looking at the sex listings to find if there was any decent gloryhole action. It's getting harder to find a good ABS anymore. But not in this town. This town was full of options. The most curious option of all was what was described as a genuine old-school porno theater. A floor full of seats, sofas, even a few bed...

My Trans Girlfriend and My Sister

by ArkansASS on Oct 6, 2020
Transgender & Crossdressers

Warning: This story involves sex with a trans woman and my sister. If either transgender stories or incest are not to your liking; unfortunately, this story will not be for you. I have given my trans girlfriend in the story feminine pronouns (eg. "She" and "her") For the sake of creative convenience. I started dating Michelle about 3 months ago. She is my t...

Spicy Story

by TexanBelgianCutie on Jul 17, 2019
Transsexual

Family Kyle had wildly mixed feelings when he saw his mom walking towards him. He kept his feelings to himself however and forced a big smile to welcome her back from the SpringWood Adult Mental Hospice. He had not seen her since he was child, yet he was glad to see she looked healthy and happy. “Hey Sara”, he grimaced, “How are you? Sara had spent the last...

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In Praise of Haitian Women Ch. 04

by Samuelx on Aug 27, 2019
Transgender & Crossdressers

Meet Giselle Lucien, a French Canadian Transgender woman living in the City of Ottawa, Ontario. Giselle is fairly active in LGBT circles and believes in fighting for justice and diversity. Born in the environs of Amos, Quebec, and raised in the Capital region of Canada, Giselle studied Women's and Gender Studies at the University of Ottawa, prior to working...

Beyond

by NormaJane on Sep 19, 2017
Erotic Couplings

1 There are times, as you surely know, when you are so charged with pent-up sex that only a helping hand, or other body-part, will meet your need. At such times, solos are no use. You may come, and spray your juices far and wide, but it does not make a full discharge. A sample before I record the most extraordinary instance of this overwhelming necessity fo...

Christmas Ewe

by Karinie on Dec 24, 2019
Transgender & Crossdressers

Please be aware that this story includes animal transformation, furry elements, and two lovely trans ladies. Please enjoy! ~ "Th-th-there!" The last batch of cookies finally came out of the oven. A dozen sugary brown circles sat on the undersized baking sheet, and to Amber's relief, none of them had accidentally expanded into another one and fused togeth...

Mistress Jade

by AudibleRaines on Mar 30, 2020
Transgender & Crossdressers

Part I -- Dread and Desire Aaron stood at the door in the silent, faintly lit corridor of the condominium building where he'd been directed. Having knocked and waited several minutes, he contemplated turning to escape the uncertainty, to escape his racing pulse, but his legs would not respond to his inner message to retreat. It had been several weeks since...

A Long Cool Woman in a Black Skirt

by DreadWriter6969 on Mar 26, 2019
Transgender & Crossdressers

I first saw her in the lobby of the hotel in which I was staying for my conference. I'm the national sales manager for a large manufacturing company. We hold a national sales meeting every year to which all of the regional managers are gathered for education on new products, sales techniques, etc. She was a tall woman, actually taller than I, but I noticed...

A trans threesome Pt. 02

by mrtranstastic310 on Jul 15, 2020
Transgender & Crossdressers

Author's Note: This is a continuation of A Trans Threesome, but can be read separately. Please leave any feedback, critiques, or comments! As a reminder, this story does contain words often thought of as "feminine" to refer to a transmale's genitalia. Enjoy! --- J's single finger probed at me, hesitant, but finding my entrance slick enough to enter without...

A Night at Paris

by MegWrites on Oct 19, 2020
Transgender & Crossdressers

An Afternoon in Paris All morning I have been thinking about making the 45-minute drive to Paris Theater for some desperately needed debauchery. Sure, it is winter and will probably snow but then again maybe it will not, my need for sex wins out (like it ever loses). I leave around 2:00 in the afternoon for the Theater and 30 minutes into my drive it starts...