Sissy Gay Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll

University Life - First Ch. 01

by ParanormalQueen on Sep 14, 2017
Novels and Novellas

'Mum, Mum...MOTHER!' Kainene screamed the last word. 'Gah! What is it, Child?' Her mother snapped in irritation. She was trying to stuff her daughter's novels into her suitcase and it refused to shut. Her face was red, she was sweaty and her daughter was screeching in her ear. She was not best pleased. 'Don't yell at me mum, I'm trying to tell you not to...

Princess Mia Ch. 03

by rossdrakon on Sep 14, 2017
BDSM

First, I would like to thank "B. Smith." For editing the story and for your advice. I also want to thank the readers for your encouraging words. I will try my best to improve on the stories and writing. The story is based on real life experience. This is a story about a guy who found the perfect dominant woman that makes him truly happy. Story would be mor...

How to Ride a Tikbalang Ch. 09

by SkinandSin on Sep 14, 2017
NonHuman

Their first attempt to drive back to the capital was smooth, with very little traffic once they got out to the SCTEX road connecting the Central Luzon provinces of Pampanga and Zambales to the North Luzon Expressway. Cocoy was at the wheel and singing along to some of the new songs from Lintik Records' newest rock bands. Kidlat was watching him from the pa...

Come Share With Us

by falcon29 on Dec 2, 2019
Group Sex

The late spring sun came through the window, illuminating the dust motes drifting in the air currents. Cindy, my wife of three years, and I were recovering from a lazy afternoon lovemaking session. She tousled the thick hair on my chest, then lowered her lips to my nipple and suckled gently. "Are you thirsty, honey?" I joked. She raised her face and grinned...

Sissy for a Day

by silkstockingslover on Oct 16, 2018
Fetish

Summary: With his wife's help and support, a man becomes a sissy for black cock. Note 1: This is a Halloween 2018 Contest Story. Be warned: this story involves sissy sex, obsession over black cock and a bukkake. If this isn't your thing, please don't read any further. Note 2: This is dedicated to the real Paul who requested this story. Note 3: Thanks to:...

My Submission to a Real Man

by gbr2004 on Dec 28, 2017
BDSM

This is total fantasy and would never do many of the things I discuss. If not into really kinky play, humiliation, verbal abuse, and forced fem and strong discipline, please pass on this story. For all you other submissive boy and dominant men hope you like my fantasies. ***** MY SUBMISSION TO A REAL MAN It was our first actual meeting. We had emailed bac...

Turned So Totally

by gbr2004 on Oct 8, 2019
BDSM

It was our first actual meeting. We had emailed back and forth about what we were both looking for and found we had similar interests. He wanted to take a straight acting guy, take his masculinity away and turn him into his submissive sissy bitch. That is what I had been thinking and fantasizing about continually but could I actually do it? From our email ex...

Interracial Studies 101

by OliviaPope on Apr 22, 2025

Introduction- (This is my first story, so please be patient with me as I work out the kinks in writing. ;) I have an overall idea of the setting, freshman year at college, with an emphasis on interracial sex, but I'm still working out which POV to focus on. Please encourage me in the comments!) Late August, the Sunday of Summer, is an exciting time for the i...

Finally Found Her Ch. 02

by hyperpress on Aug 18, 2017
Fetish

Switching from "you" to "she" for effect. She moved from the vanity chair to the bed. I've covered the bed with pillows and the room is lit with candles. "You're such a good little girl, now go get us a bottle of wine," she is lovely on the bed. I'm standing at the bedside and your mouth is irresistible and I bend at the waste to kiss you. Softly we kiss a...

Friday Night

by DrLuverotica on Sep 13, 2017
Loving Wives

I arrived home from work at 6pm on Friday completely exhausted. It had been a killer week in work. We had had some new software installed that had played havoc with our macs and it had taken half a dozen of us until 11pm the previous night to finally fix the wretched thing. As soon as I walked through the door I kicked off my shoes, poured myself a glass o...