Cuckold Feminized Stories

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My Friend Ashley Ch. 05

by jealouscuck on Jul 29, 2019
Transgender & Crossdressers

Things were no longer in the experimental stage. Gretchen had set me on a path to feminization and Ashley was following her lead. Ashley had already broken one of her restrictions. She had allowed Gretchen to perform oral sex on her. The distinction that I was performing oral sex on the women while dressed as a female. When Gretchen ate Ashley's pussy, Ashle...

Crossdresser Evolution Ch. 03

by pantyhigh on Jun 12, 2019
Transgender & Crossdressers

Recap - Crossdresser Evolution - Ch 01 - How I got started crossdressing I was becoming addicted to masturbating while wearing panties, though there was still a feeling of shame surrounding it. I saw myself in these cum soaked pink panties. I could feel some sense of arousal but at the same time was ashamed that I was standing there wearing my wife's pantie...

The Journey

by born2srvtv on Sep 19, 2017
Transsexuals & Crossdressers

Tom couldn't believe he was wearing a CB-6000 chastity device while driving to Knoxville to actually meet face to face with Jason. He and Jason had been chatting on a kink oriented website for the last few months. Jason had asked him to buy the CB6000 and Tom found himself incredibly eager to comply with Jasons' desire. Jason had asked him to wear it while t...

Sissy Escape

by Haley_Hazel on Sep 26, 2017
Fetish

You are John Doe An average man, not too young, not too old. You have zero money, no car, no girlfriend... Basically a real loser. You live in a dive apartment downtown. It's not a great place to live, but it's home. Everything you need is right nearby. Groceries, Bar, Restaurants, it's near a park, and there's even a porno shop down the road. Because it's d...

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The Sissymaiden's Tale Ch. 01

by ppeaks42 on Mar 7, 2018
Transsexuals & Crossdressers

The world was not always this way. Though few remember it, and even fewer choose to speak of it, there was a time when things were different. Before disease ravaged the land. Before the great feminization. Before the influx. Before the Femocracy. It was whispered that once white men had been just that: men. It was nearly impossible to believe, seeming more t...

An Afternoon Tea

by suzette_la_soubrette on Sep 13, 2017
Transsexuals & Crossdressers

Scene One: Backstage "Ah, there you are my pretty pet! All nice and comfy on your pretty perch, are we?" I hear Miss Debra's cheerful voice from behind me. I scan the large, ornate, gold-framed mirror hanging on the wall before me, straining my corseted neck to determine her whereabouts. I quickly spot the reflection of her pretty face, as she playfully...

House Rules Pt. 02

by GavinNuisance on Mar 16, 2020
Transgender & Crossdressers

Terry laid naked on Lana's couch, face down with his ass sticking up. Her cum had dried. Drowsy, and still a bit tired, Terry began to move, and stretched as he adjusted his eyes to light. He noticed the sun was setting and he was clearly there for at least a few hours. He rubbed his eyes, but noticed a peculiar feeling in his backside. "What the fuck?" He...

Dark Horizons: Laura Ch. 10

by LeMondial on Sep 16, 2017
Interracial Love

Laura had returned to the servant quarters after confessing to Mistress that she had allowed herself to be bred by Dr. Smallwood, the Jackson family's best friend and a founding member of Africa Rising. Mistress had reacted in a strangely calm manner, but intimated to her that there would be severe repercussions for her infidelity to her master. Before Mistr...

The Ex's New Toy

by Urtoy2be on Sep 15, 2017
Fetish

A special thanks to Camilla for helping me realize my hidden desires and giving me the courage to put them into words. This is a story about fantasy but based on actual people. Some events are real some are wishful thinking. I hope you enjoy. As always comments are welcome and appreciated. ***** I am a divorced man of sixteen years. I still see my ex-wife...

Tales of Feminization

by AnonWriter on Jun 11, 2014
Fetish

In a seemingly normal town, a new social movement is taking place. White boys are encouraged to act, dress, and be feminine. You are a student at this school, and this is story of how you become a dirty sissy slut. Choose a boy to play as and be feminized. (All characters in this story are of legal age) (I'm only working on Mark's story right now, but feel f...

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