Gay Asstr Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

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...

The Edge

by Ashtraygirl24 on Aug 18, 2017
Gay Male

Authors note: This story is a work of fiction and should not be used as a guide to the lifestyle or techniques of the BDSM world. This story will have five parts. I will try to update once a week. This chapter is just a bit of smutty backstory. *~~~~* I walked around him, inspecting his form as my cock grew harder by the second, his beauty and submission...

Taking the Xy Axis

by Neonurotic on Mar 25, 2019
Gay Male

Copyright Neonurotic The author asserts the moral right to be identified as the author of this work. This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. # 'Can I ask you a question without you taking it the wrong way' was one o...

Riding Rails with Boys

by Neonurotic on Apr 3, 2019
Gay Male

Copyright Neonurotic The author asserts the moral right to be identified as the author of this work. This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. # "Can you get me a latté?" "Sure," he said, knowing they still had more...

A Night Out

by easycck on Aug 18, 2017
Gay Male

I felt the fat head of his cock as it slid up my asscrack and stopped at my hole. His bright eyes looked down to mine as he lifted my legs higher, with a slight press of his hips his cock slid in my now open asshole and he grinned down to me, "Now it's your turn." I felt his cock slid deeper and I gasped and moaned deeply as I reached down to my hard, ri...

The Book and Video

by TerriC on Sep 14, 2017
Gay Male

By the time I was 18 I had been dressing in my mom's lingerie for a few years. I had always liked to sneak into her room when she was out and try on her panties, bras, and other assorted lingerie. Her pantyhose were always my favorite though, they felt amazing on my slight, nearly hairless legs. As my passion for wearing pantyhose grew, I took to keeping a...

Chris Donaldson Ch. 07

by tazemebro on Sep 15, 2017
Gay Male

This story is about Chris and Justin, roommates in their sophomore year at college. From their first day together, Justin asserted his Alpha Male dominance, and essentially turned Chris into his live-in submissive - a situation that, while occasionally violent, ultimately pleased them both. During one of Justin's violent episodes, Chris found solace in the a...

Mistake?

by Zrnko_Pisku on Aug 18, 2017
Gay Male

I have to piss but am afraid. I am afraid of what will happen if I take the last gulp from my beer, stand up and quietly walk past the assortment of Chantilly laced and leathered men to the restroom. Call me dull-witted, naïve or just distracted but, yes, here I sit in what appears to be a... a gay bar. Yeah, yeah, I guess it's my own fault. Perhaps I was a...

Machito

by CyanideT on Mar 6, 2018
Gay Male

Macho: adj., n., (pl. -chos). Having or characterized by qualities considered manly, esp. when manifested in an assertive, self-conscious, or dominating way; denoting or exhibiting pride in characteristics believed to be typically masculine, such as physical strength, sexual appetite, etc. Machito: adj., n. (pl. -chitos). A faggot pretending to be macho. *...

Caught Ch. 01

by Rimcrim on Jul 3, 2018
Gay Male

I have been best friends with Calvin since we were children. We fit together like two puzzle pieces, him being more assertive and me needing someone to tell me what we were going to do that day. He sometimes picked on me, but I always let it slide because of how close we were. We did everything together. As time went on, Calvin developed a condition in mid...