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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...

Sissy Life Pt. 02

by sissymark79 on Sep 19, 2017
Transsexuals & Crossdressers

I scurried to the bathroom, tears streaking my face. I was dripping cum on the bedroom floor as I went, but I didn't stop. I just wanted to get out of the room. I couldn't believe how badly things had gone! 20 minutes ago I was stood in my May babydoll, black stockings & red heels set for some intimate time with my wife, my Mistress, but now? Now things were...

Twenty-One More Questions

by silkstockingslover on Jan 1, 2019
Reviews & Essays

Summary: Jasmine responds to the most frequent questions asked by readers. Thanks to: Tex Beethoven, Wayne, and Robert for editing this essay. This isn't really a sequel, although it's a second part, as it addresses questions I didn't answer in 2017's Twenty Questions. 21 More Questions After 2017's 20 Questions, I received many more questions. I have n...

The Office Ch. 06

by EasilyConfused on Apr 28, 2020
Transgender & Crossdressers

The constant hum of the paper copier, as it scanned and then reproduced its copy, echoed loudly in the enclosed space. Tammy rocked his right ankle on his four inch patent white heels as he waited for the copier to complete its task. His left arm rested across his midriff, whilst his right hand twirled at the ends of his blonde hair as he waited. Tammy hated...

Thoughts on Cuckolding

by Youami on Apr 3, 2018
Reviews & Essays

Until a few years ago, I had only a vague understanding of the term "cuckold" as it related to sexual relations between couples. As ignorant as I was I thought it had something to do with cheating. However, thanks to the overwhelming number of cuckold stories contributed to Literotica, I have been able to build a better appreciation of this term and the many...

Steph's Descent Ch. 08

by 62_goo on Aug 31, 2017
Fetish

Phil had no idea what was in store for him when Steph took him, fully sissified, to Fitz's tattoo parlour. Amanda was there, waiting. Phil was shown to the back of the shop. Steph told him to take his trousers off so Amanda could get to his dicklet. She unlocked his cage. While he was distracted Amanda gathered the things she would need for his next piercin...

Sissified by My Sister

by GreenGale on Sep 11, 2017
Transsexuals & Crossdressers

I will never forget that night. The night I discovered how I truly am. My true self. Its an unforgivable night. And I never thought my little sister would be the one to help uncover this part of me. I was a young, average 19 year old, my sister and I were home from college for winter break. I had short, blond hair and my sister had brown hair cut about at h...

Steph's Descent Ch. 06

by 62_goo on Aug 31, 2017
Fetish

Steph decided that she wanted more tattoos. She talked to Fitz about it and he said he'd love to do them for her. She was undecided about what she wanted but Fitz said he had some ideas he'd like to try. Steph decided to trust him and become his canvas. Her next visit to his tattoo parlour resulted in two new tattoos, around the huge areolae on each breast....

Fetish & Fantasy Pt. 01

by GavinIsaNuisance on Jul 13, 2020
Transgender & Crossdressers

This work is completely fictitious, any similarities to any persons living or dead is purely coincidental and entirely unintentional. All persons depicted in naked/sexual acts are 18 and up. Down and out aspiring model Taran Kilkenny becomes the hottest commodity in an escort service for trannies! But first he's gotta get trained by his new and domineering b...

My Initiation

by lockedupslut on Sep 13, 2017
Transsexuals & Crossdressers

(This story is a work of fiction. If you don't like erotic stories that contain cross dressing, heavy gay themes and water sports please just don't read it. Thank you.) * I was determined. This weekend it would happen. I would loose my gay virginity and complete manhood. The hard way. Tonight would change everything. Until now I've never had sex with a ma...