Gay Sissy Stories

744 results
Orientation
Length
Source
Infinite Scroll

Resistance is Futile

by timmywells on Aug 18, 2017
Gay Male

Corey Cooper wrote this journal on his laptop in two places, the first part sitting on the throne of the bathroom in the motel room he was brought to, and the rest at home after his battery gave out. *** It was somewhere around 4 in the morning when I finally gave in to the fact that I wasn't going to be getting any sleep, and while the man sleeping besid...

A Submissive's Journey Pt. 06

by CockServant on Sep 14, 2017
Gay Male

AUTHOR'S NOTE This is a story about a young man exploring his sexuality and finding out he is a gay submissive. It is rather long and not all about sex so if you are looking for a quickie you might want to look elsewhere. This is a fantasy. All characters are over the age of 18. Please enjoy. ------------------- Time is a funny thing. When you are in the...

The Story of Rolf and Erik Pt. 01

by papadomi on Nov 4, 2019
Gay Male

(Although it features hardcore scenes, this novella is meant to be a plot-driven character study, exploring the dynamics in male intergenerational sex) *** CHAPTER 1 At twenty one years old, Erik had short blond hair, a very white complexion, and everything in his long face was regularly shaped. The thin mustache he had over his lips was hardly visible be...

Turning the Racist Teacher

by XTALES on Jan 9, 2019
Gay Male

(Gay, Twinks/Males, Submission/Domination, Interracial, School) All characters are 18+ Years Old. This story contains sex between 5 Black teenage students and their racist teacher. The teenagers dominates the teacher. The N-word will be used fairly often but in context, as the main protagonist is a racist teacher member of the KKK, also the students will o...

Rest Stop Management Pt. 02

by rimaday on Sep 10, 2018
Gay Male

After collecting myself, I sat in the stall covered in cum and had to figure out how to make myself presentable. I looked at the cum drying on my suit coat and then noticed a few globs on my pants. I thought about paper towels, but there were none, only jet dryers, so toilet paper was it. I flushed the toilet and dipped some tissue into the bowl water and da...

Given Away

by sissy11 on Oct 5, 2020
Gay Male

Growing up it was always just me and Daddy. My mother left us when I was an infant and my Father never forgave her. He never forgave women at all, and avoided them as much as possible. Daddy was a religious man, and held many traditional attitudes and the roles of the sexes. He believed that men were superior to women, and that the inherent God-given right...

The Making of a Master

by Littlepoppyhole on Oct 6, 2020
Gay Male

David lay on the dishevelled bed exhausted and still sweating after his recent sexual encounter with a man called Raymond. His hole was leaking semen onto the bed sheets. The sheets also gave off the aroma of anal mucus. This did not perturb David as he was deep in thought about the man he had served. He thought there was room for improvement in his sexual i...

Work and Play Pt. 04

by hero101 on Sep 14, 2017
Gay Male

Disclaimer: this chapter includes a character making unwanted sexual advances (not rape!) toward another character, and if that makes you uncomfortable, please skip over that part in the story or do not read at all. Also, it is highly recommended that you read the previous chapters in this series as to understand this story. Thank you! ***** Maybe I'm a sh...

The Good Old Boy Ch. 04

by carsonshepherd on Sep 25, 2017
Gay Male

I was behind the bar at the Wild Goose that very same night. The owners, Carla and Johnny Lake, wanted to attract a younger crowd and generally make the place more hip. That made me grin to myself, but I nodded seriously. They were very clear that they wanted to hear any ideas I had to change the image of the place and draw people in. Ideas? This hick town w...

Zack's Toys

by JimBob44 on Aug 17, 2017
Gay Male

*Author's Note: Any and all persons engaging in any sexual activity are at least eighteen years of age. ***** Derek Boudreaux checked his mailbox. Three banks down, one of the numerous tenants that lived in the apartment complex likewise checked their mailbox. Derek had tried once to engage the neighbor in conversation. The neighbor had claimed not to spe...