Gay Sissy Wedding Stories

2,019 results
Orientation
Length
Source
Infinite Scroll

Chubby Sissy Meets His Daddy

by vulpinechub on Sep 19, 2017
Gay Male

The following story is a work of gay fiction. It contains sexual acts between males. This story focuses on: Humiliation, diapers, sissy play, domination. Copyright 2014 -- Feedback is appreciated. * My university decided to cancel classes for the day, but it was too late: I was stuck in the worst traffic of the decade. Mainly due to the incompetence of b...

Never Can Say Goodbye

by EbonyKitty on Aug 18, 2017
Gay Male

Disclaimer This is a work of fiction. It depicts a sexual relationship between two consenting adult males. If you are not of legal age to read this kind of story, please leave now. Any resemblance to any person(s) living or dead is purely coincidental. The author retains all rights to this story. It cannot be reproduced in any form without expressed written...

Sissy Veronica

by slavegurl_veronica on Sep 16, 2017
Gay Male

Hi. My name is Veronica. I am a 21 year old, 135 pound, pale white sissy boy with dark brown eyes and hair. My master is Derek. He is 6 ft 5 in, 175 pounds of beautiful black stud. I have a sissy playmate named Alex who is also Derek's pet. As I already described in an earlier story, Alex's sister Cecilia is responsible for hooking us up with Derek and intro...

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...

My Coming Out Party

by eviltwin52 on Jun 1, 2020
Gay Male

I knew this day would arrive eventually. My wife and Mother insisted on it. Many times they'd sit and talk about me as though I wasn't there giving them pedicures. Pedicures. It's not as easy as it sounds. Cindy, my wife decided that I needed to get some skills and literally took me to the local community college and enrolled me in a class that trained gir...

College Fund Ch. 07

by bjmichaels on Sep 14, 2017
Gay Male

"I want to be naked with you," I whined to Marty, "is there any night we can be together? Maybe spend the night in a motel?" I already knew the answer. His wife, Miriam, told me she will intentionally be out of town Friday night so I could lure her husband to the motel. It was simply a matter of Marty working up enough nerve to meet me in public instead of...

The New Gym Member

by exaucer on Sep 14, 2017
Gay Male

Wanting to get in to better shape I decided to join a nearby gym. Moreover I was feeling the need to look at other men naked. With your experience you will know the type of young man I am. I am the one who spends longer than is necessary in the shower, stealing looks at other men's cocks. I am the young man who is slow to get changed, sitting there pretendin...

Party Pizzazz Ch. 02

by bjmichaels on Oct 6, 2020
Gay Male

Party Pizzazz Ch. 02 by BJ Michaels If Tommy hadn't kept such a close eye on me all night at the party I would've ended up as a boy-toy for one of those rich men. That's what he told me afterwards in the car on the drive to his apartment. "Lucky for you I happened to overhear those five assholes bidding on you or you'd belong to one of them now," he said...

My White Boy Sissy Pt. 01

by wolf_hunt on Feb 25, 2019
Gay Male

This is part 1 of an ongoing series. It's just an intro with only a blow job scene. In future chapters there will be more including forced feminization, anal, humiliation and much much more. Hope you enjoy my story. All characters involved in sex are 18 or older. This is from the perspective of a black teenager as he turns a sissy nerd into his bitch. ****...

Sissy Slave Toy

by slavegurl_veronica on Sep 16, 2017
Gay Male

Where it all began was at gym class in my freshman year of college. Gym was a course requirement for freshmen and I couldn't wait for it be over. I was skinny and weighed only about 130 pounds. I was not at all athletic and one of the smaller guys in the class. Fortunately though there was another guy named Alex, who like me, was also decidedly not jock mate...