White Boi Learns His Place Stories

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Cuck enlists me for he and GF

by bidavy on Jul 31, 2019
Fetish

We met on-line and exchanged a few messages. He wanted to meet for coffee, which I was totally cool with. He explained they were long term, switch couple and he had a fantasy of being cucked and whatever that might entail but most of all he wanted to be dressed in a French maid costume and used by a bull and humiliated. His job was to vet potential playmates...

The Bimbug

by Testytesterton on Jun 17, 2020
Science Fiction

The world changed overnight with the first cases of the Sexually Infected Subjects Spreading Infections Exponentially Syndrome, or SISSIES, became known. At first it sounded like some urban legend, men turning into hot, horny, hung shemales and spreading the infection to any man that came in them...or any man they came in. It was only after you saw video evi...

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A Natural Sissy

by harv069 on Sep 12, 2017
Transsexuals & Crossdressers

Author's note: This is a story about a woman turning a man into a compliant, sissified plaything. If that idea doesn't appeal to you, don't read the story. If you like the idea, read on, and don't forget to vote and leave a comment. More will be added if comments from readers justifies it. A Natural Sissy – Ch. 01 Stacy is a natural sissy. I knew it the f...

Diary of a Cross-dresser Ch. 01

by Adikon79 on Sep 16, 2017
Transsexuals & Crossdressers

This story is based on my own personal experiences and any comparison or similarity to anyone else's story, experiences, or copyrighted material is purely coincidental. This story contains adult material and language and should only be read by those legally permitted to do so. The story within is the copyrighted material of the author and should not be redis...

A Sissy's Journey Ch. 06

by yukonnights on Sep 15, 2017
Transsexuals & Crossdressers

This work is authorized by the author exclusively to Literotica.com for publication. Introduction: A tale told in short vignettes which chronicle one young man's journey into self discovery. Please Note: This story series contains elements of homosexuality, cross-dressing, light femdom and male feminization. All characters are fictional and portray adults...

New Beginnings Ch. 09

by 69plus1 on Sep 14, 2017
Transsexuals & Crossdressers

It has been less than a couple of weeks since my time with the guy in the showers at the gym and was still waiting to hear from him. After his wife caught us he quickly dressed and they disappeared into the night. I hadn't seen Tara or my ex and was getting a little tired of jerking off. Thinking I might have to go on the prowl I came home as the phone was...

My Phantom Lover

by DianeTG on Aug 21, 2018
Transsexuals & Crossdressers

Growing up, one of the things I hated was having to share a bedroom with my brother. Sharing with any brother would have sucked, but my brother was - well, I think the polite word is - an asshole. But I will admit that he was an asshole who was good at handyman stuff. So when our dad gave him permission to fix up an old shed we had at the back of our yard as...

Gemini Triad: Prologue

by JordonLynn on Sep 13, 2017
Transsexuals & Crossdressers

Author’s acknowledgement and a short note… a plea, actually: First and foremost, I want to thank the Lit members who cast their votes and made Chapter 2 of Bigger Bites of Taboo Apples the Interracial Story of the Year. This is an honor I never expected to come my way when I first began posting my humble offerings. Even more, I want to personally thank al...

How To Be A Boi Bitch Lesson 08

by gothicboibitch on Sep 13, 2017
Fetish

I already told you this before, my darlings, but it bears repeating. And remembering. Always. Clothes control the cock. And it's time for me to show it to you. And you've already waited for it so long, haven't you? Silk! Satin! Lace! Leather! Rubber! Vinyl! Fur! And while I prefer leather, vinyl of rubber for boots, the rest of my body wants everything! And...

Picture Perfect

by IllaClodia on Dec 12, 2018
BDSM

"Please Sir? Please I need you." "Need? Boi, no you don't. You want me. I'll think about it. Edge for me again." I sigh and whimper in frustration as I set down my phone. You're right. I don't need you. But you've had me edging for the last five days. Usually, whether or not I masturbate is my choice, but not this week. This week, you have given me clear...