Chastity Trans Stories

8,649 results
Orientation
Length
Source
Infinite Scroll

Decadence

by BDSMagick17 on Jun 8, 2020
Transgender & Crossdressers

For all my sins, despite all my political ravings, I am at heart a decadent slut. That's what I thought to myself as I looked in the mirror, in a deep sapphire blue gown, decorated in shining silver lace and taffeta, layer upon layer of material combining to form this complex, ridiculously luxurious whole. A matching choker rest tightly on my neck, an old st...

Romancing the Raptor

by Cashmere_Snow on Sep 15, 2017
NonHuman

Tiffany. Maria. Sandy. Destiny. Chastity repeated the names to herself as she directed a coy smile at the man she had brought back to her apartment. Tiffany. Maria. Sandy. Destiny. They were the names of the women he had raped and then sent to the grave in one case and into the ICU with the others. They were women like her—women who shared an... affliction...

Lost Empire Ch. 61

by Pars001 on Aug 7, 2018
Non-Erotic

0001 - Tempro 0003 - Conner- Thomas 0097 - Ace - Zimmel 0098 - Lucy 0101 - Shelby (mother ship) - Lucie 0125 - Lars 0200 - Ellen 0301 - Rodrick 0403 - Johnathon 0667 - Marco - Brown 0778 - Jan 0798 - Celeste - Shelby (human) 0908 - Tara - Mara ---- Ungrown - unnumbered - 3 - onboard Tempro awaiting Shelby 0999 - Zan - Also lost 1000 - Sherr...

Lost Empire Ch. 44

by Pars001 on Sep 18, 2017
Non-Erotic

Ship # - name - prime 0001 - Tempro 0003 - Conner 0097 - Ace - Zimmel 0098 - Lucy 0101 - Shelby (mother ship) - Derrick 0125 - Lars 0200 - Ellen 0301 - Rodrick 0403 - Johnathon 0667 - Marco - Brown 0778 - Jan 0798 - Celeste - Shelby (human) 0908 - Tara - Mara 0999 - Zan 1000 - Sherry - Lucie (for the moment) Derrick calmly reached into his po...

Almost Damsel Almost in Distress

by shawnavinyltv on Jun 19, 2018
Transsexuals & Crossdressers

Finally! I had the day off from work and I planned to spend it indulging two of my favorite activities... crossdressing and self-bondage! I've been dressing since I was 10 years old, and about the only thing that was more exciting than getting all femmed up... was locking myself into some strict bondage and struggling to get free! I lived in a small apartme...

My Transgender Neighbor

by Lara_Longstaff on Sep 25, 2017
Transsexuals & Crossdressers

** Disclaimer! Like a lot of my stories this one features a girl with really a large endowment, and through the course of the story, she learns that she likes being "on top" best, perhaps even exclusively. Not everyone likes that kind of arrangement so I thought I'd give everyone a 'heads up'! Also, there's some discussion of politics surrounding transgender...

Denny's of the Gods

by unpredictablebijou on Sep 16, 2017
Reviews & Essays

Directly off the Broadway exit on I-35 in downtown Kansas City is a dilapidated Denny's restaurant which sits in the middle of the highrise business district like a bewildered tourist. The phenomenon that sets this Denny's apart from its pedestrian counterparts is not readily apparent. Only the keen-eyed and classically educated are truly aware of the natu...

Walk like An Egyptian

by Hypoxia on Jul 13, 2020
Exhibitionist & Voyeur

Author's note: This short vacuous stroker is fiction. People and places are made up. All players are over age 18. Tags: museum, mummy, sting, curators, remorse, Flame Game. Views expressed may not be the author's. Details may be incorrect. The naming convention is deliberate — see note at end. Enjoy! ***** WALK LIKE AN EGYPTIAN ***** A nemesis with a...

The Outing of Lisa

by BmthAdmirer on Sep 16, 2017
Transsexuals & Crossdressers

Over the years as a Out bisexual guy I have always tried to keep Lisa my far more feminine side hidden away. I spent many years dressing and loved it but decided when I had to move to a new house share it was time for Lisa to go permanently. Unfortunately as many other cross dressers and transvestites know that is far easier than first thought to destroy a...

Hung Trans Lesbians Fuck Two Ladyboys

by mrstanley on Jul 15, 2020
Transgender & Crossdressers

I haven't written a Trans story this year. In this story I try to describe more intimate intense scenarios with a wider variety of details. If you enjoy the story please vote and comment. Feel free to read my Fetish and Mature stories as well. Note 1: If you like Transsexuals, Trans Lesbians, Asian Ladyboys, Big Cocks, Extreme Cock Sucking, Anal Fucking, A...