Chastity Trans Stories

8,649 results
Orientation
Length
Source
Infinite Scroll

Casey's Rise Ch. 06

by velcrofist on Sep 28, 2020
Exhibitionist & Voyeur

Jolene rose and immediately put the coffee on. She noticed right away that Cassandra wasn't asleep on the couch as expected and briefly wondered where she had gone, but then thought little of it. Then she showered and carefully shaved her pussy. It was one thing she didn't want to do at all, but fuck it. It was just hair. Appearances were everything right no...

The Hot Zone

by dreadknots on Jun 1, 2020
Transgender & Crossdressers

Hi! This story is probably already dated by now, but I needed to excise the idea from my brain before life gets back to normal. CORONAVIRUS LEWDS FEATURING HOT CHUBBY GOTH TRANS GIRL There's some mild degrading dirty talk in there, but it should be above board. Hope you like it! *************** It was Day 45 of the Quarantine, and Jack felt like he was lo...

From a Husband to a Dutiful Sissy Ch. 07

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Seven will also advance the time of my story here a bit. To move my story along into a lifestyle changing story I will have this chapter set seven months after Phil was outed as crossdressing sissy named Chantel. Over the last seven months, life for Chantel has become entrenched as a sissy maid and slut. The sex video productions put up online have...

A Master PC Tale

by radiedwa on Dec 31, 2010
Science Fiction

Welcome John Doe to the Master PC Universe. Don't know what that is well you are in for a wonderful treat. To get started just select your sex below. Or if you wish to read more for background and history... I suggest a word from JR Parz himself... http://www.asstr.org/~JR_Parz/MasterPCUniverseWriters.htm Also, all the stories he found to his liking, along...

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Lost in a Female's Pleasure Pt. 03

by LucysFox on Mar 11, 2019
Transgender & Crossdressers

Synopsis: Damien had been looking forward to a relaxing weekend free from his abusive father, but things quickly take a downward turn when he's kidnapped and wakes up in a confusingly elegant room and learns that his life is about to change forever. After a confusing few hours of fear and pleasure he collapsed, and after waking up he is dressed and led towa...

Why I Prefer Sex Work to Dating

by ShyTammy on Sep 17, 2017
Non-Erotic

First off I want to apologize for not posting anything. Emily and I are working on the next chapter of her story and I still have it on my desk to finish the "Our Secrets" series. So hopefully you'll have something new to read soon. In the mean time I wanted to get this out there. So it is the morning after Christmas when I started this and I am feeling so...

In Sheep's Clothing

by Cyberweasel89 on Oct 24, 2020
BDSM

Clarabelle "Clara" Bullock was 24 years old and a professor of art at Florida University. Living in an apartment in the suburban college town, she'd only had a few lovers, never had sex, and had few friends outside of some of her fellow faculty at the college. She had one secret, though... Clara had always dreamed of BDSM. She'd read novels, done r...

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Best of Both Worlds

by TransChick on Sep 16, 2017
Transsexuals & Crossdressers

This is the first chapter in a multi-chapter story. There's no sex or anything in this chapter, so patience is encouraged. ;) ~~~~~~~~~~~~~~~~ So I want to tell you about a pretty crazy period of my life. Like a lot of fun, exciting things it ultimately couldn't last forever, but I definitely look back on the time with a big smile, and I appreciate it both...

Derek & Amy: Derek's Turn

by Kalira on Sep 16, 2017
Transsexuals & Crossdressers

As I walked into the hotel room hours in advance, my cock is rock hard with anticipation. The last time me, my lover Amy, and her husband Matt were all together, it was my dear love Amy's turn to be in charge. Amy had Matt and I dress like two Fifties sluts. The kind of girls uptight parents used to believe would cause the downfall of society. It was both...

Uncovering the Sissy Beneath Pt. 03

by jefferyscott745 on Jun 25, 2019
Transgender & Crossdressers

Disclaimer: This story contains extreme fetishes including BDSM and forced seduction. It is also purely fictional. This is part three of my previous work. Be sure to read parts one and two if you wish to understand the background of this section. *** I hesitate to follow him out of the bedroom, as my anxiety is out of control. "Have I just been kidnapped...