Gay Sissy Cheerleader Stories

955 results
Orientation
Length
Source
Infinite Scroll

Call Out Your Name Ch. 01

by cliffgirl08 on Sep 14, 2017
Gay Male

The first day I met him was the first day at my new high school. Oh boy, was that fun! Here I was, popular man on campus at my old school, Sacred Heart High School which is a huge institution —one of the largest Catholic prep schools in the country. I lived in Rancho Martinez, California in the heart of Orange County, and I had the world by the tail. I was...

State Fair Hypnotist

by SluttyBisexualGuy on May 1, 2018
Gay Male

All characters in this story are over the age of 18. ***** Kristy laughed along with the rest of the crowd packed into the sloping grassy knoll, which was located in front of the stage at the annual state fair with attendees spread out on blankets and chairs. Up on stage, a hypnotist was going through his hilarious routine with eight volunteers who were...

Her Boyfriend Subs In

by SluttyBisexualGuy on Jul 3, 2018
Gay Male

When Samuel got the text from his girlfriend Angelica he could tell that she was freaked out. She was at a downtown loft that she had rented out for the day for a photo-set assignment. She'd been hired on by a magazine she often did smaller pieces for, on this time for something a bit more grand. Angelica Quaid was just coming up in the adult erotica magaz...

Old-School Mayor Of Bi-Cameral Town

by Coxswain on Sep 19, 2017
Gay Male

for thegreatmuppetcaper, sweaty_briefs, Sneu, & mt1rosie When I retired from the Army, I was taken care of--medical care, a little income--but I would have to get a civilian job. After 20 years in Special Forces, I was ready to lay down my sword. I'd been in firefights, wounded a couple of times, chased through jungles, attacked in the desert. I was ready t...

Dicked Down by Big Duff

by RSchwuler on Sep 14, 2020
Gay Male

CW: physical violence, bullying, SPH, spit, coerced sex, forced drinking & weed use. This one gets a little rough in the middle. Let me know if there should be a part II. Enjoy. I can't reply to anonymous messages, so if you want a question answered you need to use an email when you send a message or leave a comment here. I get a LOT of questions from anony...

His Best College Roommate Ever

by walterio on Aug 29, 2017
Gay Male

BEDDING CODY Cody turned out to be the best college roommate I could ever hope for. He was a handsome 20 year old who was 5'6" and weighed a trim 150 pounds. Cody was fit from all his years as a figure skater and as a result he had one of the finest asses I had ever been around. He had light brown hair that he kept neat and trim and he had light brown eyes...

Speech and Debate Pt. 04

by DAMackey on Aug 28, 2017
Gay Male

I'm not sure if straight people could ever truly understand how it feels to wake up next to a warm manly body as a gay guy raised in the often times sexually repressive South. It comes with a nearly debilitating mixture of contradictions in the extreme: joy, lust, thankfulness, and peace wrestling with abject terror and the desire to run before things turn u...

Blue Dragon

by sr71plt on Aug 31, 2017
Gay Male

"No, sweetie, I don't want to hear about Key West again. That's your little impossible dream. I'm getting my dream right here, thank you very much." "I'm telling you it's neither a dream nor impossible, Jewel," I said, as I mixed two cappuccinos for a pair of matrons incongruously dressed to the nines over by the front window. You only needed to look out of...

DJ Pt. 31

by o2byoung on Oct 24, 2018
Gay Male

Note: All sexually involved characters in this story are Eighteen years of age or older. There is a young, gay boy, 15 year old Fernando, whose father has kicked him out (which happens way to often in real life) and CPS (Child Protective Services) have placed him with foster parents, a married straight couple. There is no direct, or implied, sexual activity...

Descent Pt. 01

by MindTrip412 on May 15, 2019
Gay Male

The darkness became a colorful blur and then resolved into the scene of some sort of carnival. Bodies danced vaguely everywhere in the street, and a disorienting cacophony of noise and music swirled around Evan. He had tunnel vision, his field of view limited to what was directly in front of him; as he turned his head, everything in the periphery faded into...