Trans Woman Stories

221,455 results
Orientation
Length
Source
Infinite Scroll

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...

Recruiting of a Sissy Maid Ch. 14

by Sissy_Chantel on Dec 10, 2017
Transsexuals & Crossdressers

Chapter Fourteen: A Wonderful Night in Hollywood. Carl and Chantel share a warm and loving shower together, his firm manly hands reaffirm his love and care for her. Her wanting eyes, sultry lips as she kisses him reaffirms to Carl her love and devotion to him. It's all copacetic. Out from the shower Carl dries himself in his towel and robes up as he then w...

From a Husband to a Dutiful Sissy Ch. 14

by Sissy_Chantel on Sep 25, 2017
Transsexuals & Crossdressers

Chapter Fourteen: Going to a Rock Concert and Something Very Special. Mikel and I had a wonderful Christmas and New Years. Helen and Alan both like him a lot, find he is a solid citizen and man. Helen sees how Mikel lights my life up, fills my heart with love and joy. She hopes for a better future together but warns me to be careful so as not to get too far...

You Too?!

by dreadknots on Oct 12, 2020
Transgender & Crossdressers

Janice didn't know WHY her roommate had to work out every day, but it aggravated her to no end. The pandemic had shut down all the gyms, meaning the 6'2 goliath had to use their shared living room as a personal workout space. He was usually thoughtful enough to clean up afterward. Usually. But the scent of sweat lingered in the air for hours afterward. "48....

My First Trans Woman

by Indianaboy6555 on Sep 23, 2019
First Time

One of my favorite fantasies has always been shemales. I kept it a secret for a long time, but finally I had to explore it. I loved the videos I saw. Long hair, big tits, feminine features and a hard cock. I used to joke that they were the best of both worlds. I never pursued any though. They remained a secret fantasy until eventually I basically forgot ab...

The Dream Slut Chronicles

by Robopoop on Feb 20, 2017
Science Fiction

After a long day at work, you manage to complete your night time routines to crawl onto to bed. Tired from the day's events, you fall into a deep slumber the moment you rest your head on your pillow, drifting off to slowly fall into gestalt lands of endless possibilities both familiar and unknown. Either through some hidden carnal erotic coding deep within y...

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100 Years in Purgatory Ch. 05

by JonThomas_ on Sep 13, 2017
Sci-Fi & Fantasy

Greetings one and all, I'm JT, short for Jon Thomas. I'm over 150 years old. As a mortal I worked for enterprising ladies who sought to sell their most personal and private possession. I would coordinate, facilitate and if necessary intimidate on these ladies behalf. I worked the streets in London England, in Brothels of the old American west, and finally...

From a Husband to a Dutiful Sissy Ch. 17

by Sissy_Chantel on Sep 25, 2017
Transsexuals & Crossdressers

Chapter Seventeen: Wedding Day and Wedding Night. [November 16.] Life is all a hectic fluster, now one day prior to the wedding of Mikel and myself along with Helen and Alan. Crazy, crazy, crazy, but so exciting... I finally find some time to be with myself. I am in the bathroom, naked only my pink fluffy bathrobe on. I'm going to take time to just sit an...

From a Husband to a Dutiful Sissy Ch. 12

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Twelve: New Days, New Times, New Possibilities. As in life the Sun still rises and sets, days will pass by, tears will dry, life will go on...Over the last few days, I have kept myself busy as I can to keep my mind off of Jack. It is hard not to think of him to sense him and to want to be held by him. He was my first love now that I live as a trans...

The Molly Virus Ch. 04

by Sissyhalo on Nov 14, 2017
Transsexuals & Crossdressers

*Jackie... I used to be called Jackson and I had Jeri as my roommate and she or I thought at first was transitioning. I was never much into being a homophobe and stuff so it was just me kinda leaving things alone. Until Jeri and I started fucking. She's really fucking great in bed too and it was pretty hetero too with me the guy fucking this trans black g...