Feminized Chastity Stories

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Orientation
Length
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Infinite Scroll

Miss Johnstone's Lesbian Sissy Slut

by maturesubmale_for_F on Apr 20, 2020
Transgender & Crossdressers

1. Becoming a lesbian sissy slut I was eighteen years old when I became a girl. Or rather: When I was turned into a submissive lesbian sissy slut by my High School teacher, Miss Johnstone. She was an imposing woman, in her late fifties, tall and with short cropped grey hair. She had piercing green eyes and a well-trained body that she kept in shape by regul...

Sissy Training Vol. 01

by depositdutchess on Nov 27, 2017
Fetish

Being feminine is taught. Correcting your nasty masculine behavior with feminine manners and class is what you need. Being a sissy is your new reality. I am going to make you the pretty little girl you have always dreamt of being. You need to be taught ho live your every day life properly. You can only dream of being as sexy, girly and attractive as a real w...

Training Bi Males

by MistressDelia on Sep 11, 2017
How To

I have written some of my thoughts on training my own bi slave husband in the past and thought that perhaps a primer on bringing new bi slaves into the fold would be helpful. I have been the Domme to my bi submissive slave husband for 15 years. We have been married for 20 years, are in our early 50's, and it was obviously a journey to get where we are and a...

A Special Anniversary

by newgirl99 on Sep 14, 2017
Loving Wives

I have enjoyed reading stories here, so I thought I would share one as well. Let me know how you like it. Lori and I have been married 14 months now and she is expecting 'our' first child, we are both very excited but it is an interesting story. One of the things that attracted me to Lori was her openness to try new things and her compassion and support for...

The Feminisation Initiative Ch. 02

by Slipperylock on Oct 30, 2018
Transgender & Crossdressers

The room was quiet and dark - the only illumination spilled from the Observation Room window over the eight beds and their occupants. The only sound in the room was the whirring of the machines, and the occasional muffled moan. In the Observation Room booth, the Director of the F-center fiddled with the control panel nervously and jogged her leg. The Presid...

Street Hustler Tamed and Trained Ch. 05

by profperverse on Dec 3, 2018
BDSM

BBB had called me the day before and given me a time to report to him. He told me he'd have a surprise for me when I arrived. He didn't go any further with an explanation and I knew better than to ask. When I arrived at his house I entered as normal and went to the bedroom where I would undress and put on my collar and leash. I did this quickly as I wanted...

Jenny Plays with the Big Girls Ch. 06

by Johnboy9 on Sep 12, 2017
Transsexuals & Crossdressers

The following is part 6 of the continuing saga of Jenny, our newly feminized sissy boy once my brother Jimmy, as he continues his trials and tribulations to learn to play with the big girls, as it were. I want to again thank all those who write and/or vote their continued support to me as I keep up with my attempts to produce this, hopefully, well-written fi...

Lost in a Female's Pleasure Pt. 05

by LucysFox on Apr 9, 2019
Transgender & Crossdressers

Synopsis: Damien is 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. In ways that won't be as bad as he first thinks. (Everyone in this story is over the age of 18. This story contain...

Friday Evening Live Video-alt end

by HenryDaniels on Sep 19, 2017
BDSM

John really likes to have an erection. There is just something about feeling that tension in the skin, the weight pulling at his hips. It is something to grip in your hand. Nearly all his life he has done many things to get his erection so he can enjoy it properly. On the screen of his laptop, John is watching a live video webstream. This stream is on his...

Crossing the Rubicon

by sublocked on Sep 13, 2017
Transsexuals & Crossdressers

It wasn't what she said; it was the way she said it that got him to do everything she commanded. It wasn't that he couldn't overpower her...after all, he was a man of six feet, and she was a woman half a foot shorter and 100 pounds lighter. It was like a teenaged son having a confrontation with his mother. He could overpower her, but he wouldn't because,...