Stories Of Men Feminized Into Shemales Stories

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The White Slave

by mspbottom4black on Oct 6, 2020
Interracial Love

Editor's Note: this submission contains raceplay and femdom content. * Not long ago it was a straight and stuffy white male. it was arrogant and self-satisfied with its white male social and economic leverage and advantages. In the rat-race of white society it suppressed its submissive white side. But from time to time it would slip into daydreams of hav...

The Journey Ch. 02

by born2srvtv on Sep 19, 2017
Transsexuals & Crossdressers

(You may want to read The Journey before reading this so you will know the background of Tom/Tonya and Jason. These stories are a combination of real life and fiction. Thanks for sharing your comments.) Tonya was content as she stretched across Jason's lap. She had given Jason a long slow blow job and now Jason was rubbing his sissy slut's smooth ass a...

Turning into His Toy Ch.01

by vaultdweller111 on Sep 12, 2017
Transsexuals & Crossdressers

So this is the story of how I became daddy's plaything. It all started when I was nineteen and my name was David Romero. I was going through a bit of a depressive stage in my life. My girlfriend left me, I was doing terrible at college, and I hated my retail job. The only safe haven I had was the internet and porn, and let me tell you something there was s...

Turning into His Toy Ch.02

by vaultdweller111 on Sep 13, 2017
Transsexuals & Crossdressers

I couldn't believe what was happening. I am on a plane flying from my home state of Ohio to Los Angeles to meet my new owner. It started when I met him on a gay chat room and told him I wanted to become a feminized sissy slut. We talked and before I knew it he sent me tickets to fly to California. I left my home in the middle of the night and left my parents...

Mistress Jasmine Made Me a Slave

by Gretatv on Sep 18, 2017
Transsexuals & Crossdressers

Since long I haven't written a story so maybe I am a little rusty but I hope you enjoy it anyway. There are some autobiographic parts in it but most is fantasy, which part is real and which is fantasy I leave to you. Like any other author I do love comments too, whether they are good or bad. So please leave some words of praise or critics. Those critics whic...

Tits Have Benefits Ch. 13

by hottchic on Sep 25, 2017
Transsexuals & Crossdressers

Jenny has to testify. The trial finally comes to an end. But then it seems that Jenny's worst nightmare will come to pass..... After transforming myself into a shemale and returning to claim the love of my life Jane, I was adjusting well to a life living with Jane's lesbian lovers, now also my lovers. On a combined business trip and visit to my friends, J...

Opening Him Up Ch. 07

by humbleboy on Sep 17, 2017
BDSM

Amy looked down at her slave Lisa, her former husband, which now appeared very effeminate. He stayed perfectly still on his hands and knees in front of her, not only because of his obedience but also the shock that he was finally able to cum with just the stimulation of his Mistress's strap-on. She looked down between her legs and saw the thick dildo protr...

A Tale of Slavery

by gunnarsub on Sep 17, 2017
BDSM

Once upon a time there was a straight guy who was known by everybody as a well respected fellow. But he had a secret life. Nobody knew that he dreamt to become a feminized slaveslut, seeking an infinite and irrevocable blackmail relationship with a pitiless Mistress who would be prepared to break him with no way out. He wanted the Mistress to torment him n...

Sissy Fantasy to Nightmare

by Anon729 on Sep 16, 2017
Transsexuals & Crossdressers

My first ever story here so I would appreciate any feedback. Hope you enjoy it! ***** Sunlight drifted gently through the hotel room as I woke up and rolled over to feel the warmth of Rosie next to me. "Morning sleepy head," she greeted me with a smile. "No time to waste if you're getting ready for the stag." It was just 3 days until our wedding and the...

Humiliation Journey Never Ends

by Subkoksukr4u on Jun 25, 2019
Transgender & Crossdressers

Here I am once again looking up into the eyes of my tormentor, my superior in every way, especially his cock, 10 1/2 inches to be exact. I know because when I first met him he made me measure it with a ruler. He made me measure mine too. I was embarrassed, humiliated and shamed for being so small. It hasn't been called a penis or anything remotely masculin...