Gay White Sissy Stories

10,754 results
Orientation
Length
Source
Infinite Scroll

From Brother to Bitch Ch. 02

by Mixedwritings1993 on Aug 29, 2017
Gay Male

James was sleeping soundly, around 8 o'clock still sucking his thumb like a baby. At that time, the alarm went off, waking him up instantly. The sleep wasn't such a deep one because he woke up too many times while finding himself in the middle of various nightmares. He sat up on the bed, rubbing his eyes. His entire face was wet from the baby like drooling...

The Visitor Ch. 04

by Leanne_sissy on Sep 26, 2017
Gay Male

This is the fourth part of my story, based on experience, I am afraid that this episode does contain enforced drugging, please don't read this if it offends and just think of it as a story, fiction, though in this case not. I apologise to those who want immediate sex, my chapters are quite short and this one particularly so, it is quite stressful trying to p...

House Rules Ch. 04

by EROTICbearscribe on Jul 31, 2019
Gay Male

Chapter Seven PRETTY PINK BOTTOMS The first step on my trip down that path happened one hot Sunday afternoon. I had just come out of my bedroom after spending a few hours in the pool. I was wearing a pair of loose fitting boxer shorts which hung low on my butt. I was drying my hair with a towel. Mr. Clemons was there to meet me in the hallway with that...

I Turned Myself Out Ch. 04

by drmweaver705 on Sep 14, 2020
Gay Male

All characters are over 18. This story contains bisexual and cuckolding activity as well as fetishistic name-calling. If you don't enjoy these things, this might not be the story for you. *** Porn seduced me early in life and, even as a married man, it commands part of my loyalty to this day. It happened that I became bored, or maybe just desensitized, to...

It Could Be Worse Ch. 07

by eviltwin52 on Sep 14, 2017
Gay Male

We've been in service to blacks for 6 months now. Mom, my wife Cindy, and I have completely devoted ourselves to the pleasures of the Superior African race and Leon. The club where Leon has us working is a nice dinner club on the waterfront in S.W. Washington, DC. We work as greeters and servers with a few other white couples and single white women. All of...

You are a Sissy Pt. 08: Future

by Roland15Rollin on Dec 30, 2019
Gay Male

Hello, sissy. Well, we have come to the end of our journey together, princess. We have explored every corner of your gay sissy mind and now we have come to the end. And what a journey that was. We learned so much, sissy. We learned about who and what you are. We learned about what you want. We learned about what you need. And we finally got rid of all of...

I Turned Myself Out Ch. 03

by drmweaver705 on Aug 24, 2020
Gay Male

"Warning: this video is designed to turn straight men into gay bottoms. Don't say you haven't been warned..." The female narrator had a breathy, clear, commanding voice. It was a voice to be obeyed. "You've stripped yourself naked and stretched your ass in preparation for the arrival of your first ever top..." In fact, I was naked, lying in the marital b...

Crossdresser's Unexpected First Time

by kprice1984 on Nov 27, 2017
Gay Male

Just want to say firstly, that this story is 100% true. Secondly, it was much better in person. I'm just getting around to writing it after several years. ***** I'm a 20 year old guy, very good looking, easy to get girls. Brown hair, green eyes and a sexual appetite that's hardly ever satisfied. I had always had a craving or tendencies towards being a lit...

Steve's First Gay Sex Ch. 01

by stevemike08066 on Dec 12, 2018
Gay Male

My name is Steve, and I recently turned homosexual, and I now serve a very tough, but fair Master who loves and let's me cum as much as needed. This is the story of how I was not only turned gay, but also submissive. I was having dinner with my girlfriend one night, and we're about to leave when I had to use the men's room. Now to describe myself, I'm 5'...

Afternoon Fun Pt. 02

by Hawkeye1981 on Mar 6, 2018
Gay Male

Tim and his mom ate dinner. She was a typical working mom. Tim's dad had left years before. Tim listened but didn't really pay attention. His mind was completely on Bill's hard cock. How it felt in his mouth. Tasting the rich cum flooding in. Tim felt his erection throbbing in his pants. His balls ached needing a release. "Tim are you listening to me?" His...