Gay Sissy Stories

744 results
Orientation
Length
Source
Infinite Scroll

Mom and Dad

by NRMathis on May 1, 2018
Gay Male

Walt and Ethan lay cuddling in their bed, bathing in the afterglow of their mating. Ethan felt the love Walt had for him in every single thrust, tasted the affection when Walt kissed him. He felt the trust and commitment in the seed that had been planted deep within him. The two of them had been together for a year, and got legally bound together a few month...

Danny Darling Ch. 04

by bjmichaels on Sep 14, 2017
Gay Male

It's funny how you view things differently in the light of day. Last night it made perfect sense to agree to my landlord Danny's outrageous demands, but now, with the sun shining brightly, and a fresh perspective, I seriously questioned the 'deal' I'd made with him. Yes, he is going to do me a huge favor by driving me back-and-forth to work, so it is fair,...

Taliban Concubine Ch. 03

by bjmichaels on Sep 14, 2017
Gay Male

My mouth was filled with warm, throbbing cock-flesh, but my gaze was trained on Sparkle-Eyes. I wasn't staring at him really; it was more surreptitious glances now and again. He was sitting a few feet away watching me suck his men's cocks with a bemused expression on his face, a wistful look in his eyes. That he was going to miss me when he handed me over...

Daddy Blue Pt. 01

by Ford2020 on Sep 14, 2017
Gay Male

When Charlie awoke that sunny day, he was feeling pretty good. He had no idea life was about to throw him the biggest curve ball anyone could imagine. The following is my first attempt at a multi-part story, and I hope that if you get through it or the following two parts, you will consider leaving me some feedback letting me know what you think. All comment...

My Fantasies Ch. 07

by bjmichaels on Apr 3, 2019
Gay Male

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** I'll Do You If You Do Me "Ohhhh Billy, this is...ohhh God...so wrong...we shouldn't be doing this..." I groaned. His hand moved faster and harder up-and-down my throbbing erection, and, yes...I did the same for him. I don't know what's wrong with me -- I'd never done...

Breaking The Arrangement

by Web Dazell on Sep 17, 2017
Gay Male

My name is Web Dazell and there's a little history to go with this story. I began writing The Arrangement/Breaking the Arrangement back in 2002, posting each chapter on the ASSTR and Nifty websites as they were completed. What is posted below are all of the completed chapters of both stories combined into one. Other than combining the completed chapters, th...

Teaming Up to Turn Them Out

by vikkihawe000 on Oct 8, 2019
Gay Male

Editor's note: this story contains scenes of non-consensual or reluctant sexual situations. * After Kelly graduated from college, she desperately wanted to move to the city, but her mother was hesitant to send her only child to the big city even if she was 23. However, she finally relented after Kelly suggested she live with her Uncle Rod and his long term...

The Slave and His Master Ch. 11

by loveandlust28 on Jan 20, 2020
Gay Male

Hello My Beautiful Readers! This will be the final chapter of my little story, but don't you worry. I will be writing a little epilogue for our favorite couple that takes place seven years into the future. I sincerely hope everyone enjoyed "The Slave and His Master" as much as I enjoyed writing it! Please let me know in the comments if you would like me to...

Descent

by EroticMonster on Aug 18, 2017
Gay Male

The sequel to Contraction. ***** "Your future is with me now." With those six words I became Cody's boyfriend and he became my saviour. Jenny and I were over. Two years of an incredible sexual journey had ended with threats and recrimination. I had been thrown out of the house I had shared with her for almost the entire relationship, and a cloud of humil...

Falling for Matt

by icyblue on Sep 14, 2017
Gay Male

Normally I'd wake up regretfully, instantly turning over and trying to get back to sleep. Not today though. Today I was out of bed and on my feet practically before I had my eyes fully open. I felt giddy with excitement and could hardly wait for the day to get started. After a quick stretch and a glance out the window to make sure the weather suited my mood,...