Sissy Brother Volleyball Stories

52,083 results
Orientation
Length
Source
Infinite Scroll

From Brother to Bitch Ch. 01

by Mixedwritings1993 on Sep 13, 2017
Fetish

(This is my first erotic writing, so I would appreciate any comments or suggestions from any readers.) James was an ordinary college boy, around 18. He has quite a good look and athletic body, and does lots of extracurricular activities. But due to his extreme shyness, he is still a virgin, uncommon for a boy of 18 in the States. Well, one day after a har...

Sissy to Military School Pt. 02

by Tranylvr on Dec 2, 2019
Transgender & Crossdressers

This is the continuing story of Sissy Steffi that goes to military school. Please read PT1 if you haven't already! All characters in this story are of the legal age of consent. *** It was Sunday morning; I was rudely awakened by the cacophony outside my room in the hallway. I looked at my phone. The time was 7:15 am. Who wakes up at 7:00 am on a Sunday; a...

The Gynecomastia Kid Ch. 01

by Johnboy9 on Sep 14, 2017
Transsexuals & Crossdressers

This story will be told in first person narrative but this first part is written in third person narrative because the first person, or main character, is unaware of the events unfolding in this scene. ***** Inside the kitchen of her boyfriend's house Crystal makes a last ditch effort, calling his stepmom, Dr. Burns, for help: "Crystal, you're saying all...

Caught Red Handed Pt. 01

by phoenixcinders on Mar 2, 2020
Transgender & Crossdressers

You guys have voted, here are the results. A story where readers get to vote on what happens next. You guys picked the plot and you guys decided on what will happen. All characters engaged in sex are of the age of 18 or older. *** Chapter 1 I pick myself up after being table topped by Ken and Jude. That sounds much worse than it actually is. "Dude, are...

Black Mistresses For Black Sissy

by Samuelx on Aug 18, 2017
Fetish

A lot of Black women in the world of BDSM consider themselves dominant, which is fine, but they seem to cater exclusively to White male submissive types. I take my clients anyway they come, since I am a professional dominatrix. I do enjoy playing with Black men, though. Unlike White subs, the brothers always make you work for it. My name is Shana Drummond an...

Black Sissy For Black Dominatrix

by Samuelx on Sep 1, 2017
Group Sex

As a Black mistress, I totally love it when my Black male Sluts dress up for me. Gleefully I slid my strap-on dildo into Reginald/Slut Gina's ass while spanking him and cussing him out like the bitch he is. The big Black dude is now wearing a frilly pink dress, red panties, stockings, and a wig, and his ugly mug is well-made up. Transforming macho Black truc...

Brockton's Big Booty Librarians

by Samuelx on Sep 16, 2017
Anal

There is nothing quite like the feeling of sheer pleasure and accomplishment I get when I put in my time and energy towards a worthwhile enterprise. Just call me a modern man at work, know what I mean? Well, if you don't know then you soon will. My name is Barry O'Shea and I am a young man of Haitian-American and Irish descent living in the great city of Bro...

A Young Black Man's World

by Samuelx on Sep 16, 2017
Anal

The name is Peterson Samson. I'm a young black man living in the state of Massachusetts. Today, I turned twenty. My boys from the school football team got me a nice gift. A black leather jacket with red buttons. It's gonna look good on me once the New England winter comes in. I'm originally from Atlanta City in Georgia, so I've basically never seen snow befo...

Kyle, The Party Dog

by Mixedwritings1993 on Sep 17, 2017
BDSM

After calling his little brother by his name, Brandon got a little pissed off when no one responded, "Damn, that boy is sleeping once again, man, can't he even stay awake for few hours at a stress?" He stomped on the floor hard on entering his little brother's room and was amazed to see even the loud stomping noise didn't wake up his brother, Kyle. Brandon...

BWC for Black Male Sissy

by Samuelx on Sep 12, 2018
Transsexuals & Crossdressers

Meet Bass, which is short for Bashir Malong, a six-foot-seven, dark-skinned and ruggedly handsome man originally from the nation of South Sudan. Bashir is definitely more than he seems, and that's just the tip of the iceberg. A lot of people, upon meeting the tall, handsome brother with the deep voice, wonder if he's some sort of professional athlete, and Ba...