Chastity Feminization Stories

7,396 results
Orientation
Length
Source
Infinite Scroll

Wife in Control Ch. 01

by wifetoy on Sep 25, 2017
BDSM

I originally posted this story almost two years ago, but lost the other parts of the story when my computer crashed. I am reposting this part and will be posting the other parts of the story over the next few weeks as I finish retyping them. While I may post some fictional stories in the future, all of the events in this one and the other parts to follow are...

The Chef Becomes a Domme

by sexynursechef on Sep 15, 2017
BDSM

The Chef becomes a Domme (The Dominatrix Series) I had been taking Dominatrix lessons from Mistress Katrina for months. Being an Alpha Female Russian woman, control came easily to me. I am, and have always been a healer, though. My intention is "Do no Harm", it is part of the Wiccan Crede. So my training had emphasis on getting the client to explore their...

Randi Michelle's Sissy Subjugation

by Randi_Michelle on Sep 16, 2017
Transsexuals & Crossdressers

To me, part of the process in my case of stripping me of my masculinity involves documenting my transformation and the humiliation that it would involve. For me it started through an encounter with a dominant man who enjoys feminizing submissive males and turning them into 24/7 gurls. It just took the right dominant man to make it happen for real. I've spen...

Black On Black Cuckolding : Hell

by Samuelx on Apr 3, 2019
Group Sex

Officially, we don't exist. That's what conventional wisdom tells us. If you were to type the words "Black Cuckolds" on Google, all you'd get are references to the standard-issue Cuckolding, which typically involves a big Black guy fucking a White woman while her husband or boyfriend, also White, watches. Nothing wrong with that if that's what moves you. My...

The Club of Fools Ch. 07

by sublocked on Sep 19, 2017
Transsexuals & Crossdressers

Author's Notes as before: (1) This is fiction; (2) One should never start a book at chapter 7; (3) Jason is not being exploited by anyone except himself; (4) Slavery is illegal. But it can be real. This is just a story; (5) Do NOT EVER leave anyone in bondage as severe as that depicted herein without supervision; (6) This story has scenes in it that wi...

Black Sissy For Black Dominatrix

by Samuelx on Sep 1, 2017
Group Sex

As a Black mistress, I totally love it when my Black male Sluts dress up for me. Gleefully I slid my strap-on dildo into Reginald/Slut Gina's ass while spanking him and cussing him out like the bitch he is. The big Black dude is now wearing a frilly pink dress, red panties, stockings, and a wig, and his ugly mug is well-made up. Transforming macho Black truc...

Discovering Mistress Sarah's World Pt. 08

by oneguy4fun on Sep 14, 2017
Transsexuals & Crossdressers

Part 8 -- Complete Surrender Chapter 21 Leaving Behind Joe's Life Mistress Sarah was very pleased with Josie's training and feminization. She was anxious to have complete reign over him so she sent him home a day early to pack up his things and prepare to leave behind his life in the Philadelphia suburbs. "I'm sending May with you Josie," announced Mistr...

The Spirit of Lady Macbeth Pt. 07

by alyssawinters on Oct 19, 2020
Transgender & Crossdressers

The campus still empty for holiday Tracy his backpack replaced with a catch-all purse walked across the quad gripping the strap looking to kill some time reading before returning to home and Mistress Lisbeth. Spotting the couch in the near empty coffee house he planted down in the middle of it ready to open his book of Shakespeare's 'the Tempest'. Nervous...

Jerry becomes Jill Pt. 04a: Doctor

by gasissynora on Apr 27, 2020
Transgender & Crossdressers

Jerry becomes Jill: Part 4a: Summer - School This is the fourth part of my story about how I became Jill. Summer school continues with female hormones being introduced and a trip to the Doctor. Jill is looking forward to the month long break coming up at the end of the summer. Spring quarter ended with a short break, we started into the summer quarter. Not...

Feminizing First Step Ch. 06

by antares34 on Jun 1, 2020
Transgender & Crossdressers

(All characters are age 18+) Today my mom was having her friends over for a pool party in our backyard. They had been here all afternoon --mainly lounging around the secluded swimming pool and patio area. Michelle had been first to arrive. She was my mom's old roommate from university and came wearing a black bikini and floral print sarong. Next was Kendra...