Gay Sissy Cheerleader Stories

955 results
Orientation
Length
Source
Infinite Scroll

Do It for the Money

by vikkihawe000 on Sep 23, 2019
Gay Male

It was no secret things had been hard for Tori and Max and it was no secret the reason why. He had left his lucrative private equity job to start a restaurant. The loss of income (and 75% of their savings) had taken its toll. After several consecutive months of draining money, Tori went to work at a local coffeeshop to make some extra cash. She didn't love t...

Jet Lagged

by Kabba118 on Mar 3, 2020
Gay Male

This is my first submission, please be gentle. :) I welcome constructive criticism and feedback. Thank you for taking the time to read my story: Jet Lagged. * I slowly open my eyes and look at the time. 1:14am. Of course. Because it was 6:14am in Casablanca. I would be up with the rising sun, possibly having coffee on the veranda right about now. Instead I...

Cock-Sucker: Weekend Ch. 01

by tristantrotsky on Apr 3, 2019
Gay Male

Broke. Down and out in Paris. Hiding out from brutal creditors. I'm in scarily way too deep. If you wanna hear about it, the things I did, the predicament I find myself in, all you have to do is buy me a cognac... and listen, eventually I may come up with the truth, only slightly embellished. Of course, you'll never be certain which parts are true, and which...

Seduction, Submission and Surrender

by yukonnights on Sep 15, 2017
Gay Male

This is the story of another time. The Vietnam war was tearing the country apart and young people were beginning to throw off the outdated rules of a society. The year was 1969 and the place was Boulder Colorado where two young men met and embraced their homosexuality. It is also a story of dominance and submission and the myriad emotions these roles bring f...

Keep Rolling

by jerrymiah on Aug 18, 2017
Gay Male

Hi! This is my first time in writing fictional story. I'm sorry if I have a lot of grammars and wrong term I used here, because English is not my main language but I'm trying to hone it by wiring story in English form. If you want to be my editor, feel free to send me an e-mail ^_^ -Jer "What?" I snapped at Laurence. Frowning at me while putting a bill o...

Spill the Milk Pt. 01

by Trahi on Sep 19, 2017
Gay Male

Author's Note: As promised, a longer story in time to give you all something to read over the holiday (given that it posts in a timely manner). This season, I am thankful that I did not lose my eyesight. I also give thanks to all of my readers, and a whole heaping of thanks to Nelle1022 for beta reading, editing, and providing much appreciated input. ****...

Making Changes Ch. 01

by AgirlcalledBob on Feb 11, 2019
Gay Male

This version is edited from the original, although there aren't loads of changes in the first couple of chapters -- mainly a little tease at the end of chap. 2. Then: usual caveats -- everyone in this story is over 18, and it's gay romance so if m/m isn't your thing you're lost. * * * * * I check myself in the scratched and dim full-length mirror behind...

Pony Boy Ch. 07

by ChestersBoi on Sep 14, 2017
Gay Male

*** Chapter Seven of Pony Boy *** Once again, appologies for the wait. I hope you think it's worth it. As ever, if you're new to this story please don't start here. It won't make much sense and won't be anything like as good if you miss the build up. Meanwhile, despite the title, there's no pony play in this chapter. In fact, it explores Ben's other little...

Foundry Furnace Ch. 02

by rae121452 on Mar 27, 2018
Gay Male

Please note: Although no incestuous contact occurs in this story, it does contain incestuous themes. ***** Cole and I had been living together for about 6 months. After that first weekend fuckathon we hadn't spent a night apart. I had moved into his place and we considered ourselves an established couple. I'd told my folks about him during our weekly phone...

The Head Boy's Fag Ch. 01

by JASONSHOMOEROTICA on Oct 15, 2017
Gay Male

THE HEADBOY'S FAG - 1 THE FAG'S FIRST DAY AT OLLERTON COLLEGE A Homoerotic Story This is a short story concerning the the Head Boy's fag at an English public school called Ollerton College, located in a small county in the south west of England. The time is the early twentieth century, before the Great War, which changed so many things in England. But at...