Gay Sir Stories

4,065 results
Orientation
Length
Source
Infinite Scroll

Meeting My Master

by sonicbrad on Aug 18, 2017
Gay Male

After weeks of being dominated by my Master, we were about to meet face to face for the firs time. I had a very clear image in my head on how this day would turn out, we had played out this scene many times since meeting online 5 weeks ago and now I am here, standing at Masters front door, building up the courage to knock the 3 times as I was instructed in t...

Mr. One Fifty-Eight Ch. 01

by tazemebro on Sep 14, 2017
Gay Male

Mr. One Fifty-Eight picks up where Chris Donaldson left off. Chris Donaldson and Justin Corvino were roommates during their sophomore year in college, which has just ended. Justin began the year by forcing Chris to suck his cock, and their daily sexual activity gradually grew into an intense, Dom/sub oriented relationship. Chris' feelings for Justin deepened...

Sir and Faggot

by skinnysailor on Apr 15, 2020
Gay Male

I've been single for a while. A sixty something six foot, hundred and ninety pound gay man with salt and pepper hair, a good job, and a modest paid for suburban home in a small Southern Ontario city. I'm too old for the bar scene. The music is too loud. The pretty boys aren't interested in an old fart, and I'm not interested in an unshaven, pot belly leathe...

How I Became a Slave

by ConquererWorm on May 9, 2018
Gay Male

Months had passed since my first semester and last semester at college had ended, and I could had finally found my place. A twenty-year-old boy with a cosmetically enhanced ass, living as a full-time sex slave to a man whose name, age, and history were a mystery. I was living the dream. I handled my own finances, so my parents never noticed when I dropped o...

A Dandy Professor and a Dapper Boy

by ThomasStevenson on Jul 17, 2019
Gay Male

Something about the sheer dress socks made Charles nervous. He was at his bed, fully dressed in his best three-piece suit, lush paisley tie knotted around his crisp cutaway collar, grosgrain braces to match, silk handkerchief spilling out of his breast pocket, glittering cufflinks--the whole nine yards. But he saved the sheer socks for last. It was the way...

How I Became a Bitch

by ConquererWorm on Nov 8, 2017
Gay Male

How many of us make good decisions at 19? I had always been uncertain about my sexuality, but I finally realized there was something irresistible about a man. Not just their bodies, but the thought of being overpowered by a powerful man who would use you solely for his pleasure. So at this tender young age I decided to explore a little bit. I made an accoun...

Cairo Surrender Ch. 02

by KeithD on Jun 11, 2019
Gay Male

The dramatic departure of Pasha Rushdy Abazar took all of the fizz out of the evening in the Gentlemen's Dining Room at Shepheard's. Nothing was going to happen that evening to top that, and many of the gentlemen were suddenly remembering forgotten engagements and bustling off to start spreading the word of the latest affront on civilization inflicted at the...

Sir, Yes Sir!

by Emily_sweetness on May 11, 2020
Gay Male

I just want to start by saying I haven't had much experience writing erotica and this is just a way for me to deal with my lust without actually masturbating. On that note, please feel free to offer criticism and ways to improve but I beseech you to do so gently. And yes, I agree, I'm writing this disclaimer to absolve myself of all cardinal sins of erotic w...

One Sub Stud Ch. 01

by tazemebro on Sep 14, 2017
Gay Male

AUTHOR'S NOTE: This story is a continuation of the series about Chris Donaldson and Justin Corvino, who were roommates during their sophomore year of college. While living together, Justin turned Chris into his personal cocksucker and submissive - a fate Chris initially resisted, but eventually came to love. Along the way, Chris had other admirers. He gave u...

In the Army

by Elenia26 on Aug 18, 2017
Gay Male

Hello, everyone. One more story on gorgeous hunky gay guys. -Elenia Lieutenant Rafe Firehawk arose from his cot where he had been writing a letter. It was time to go check on the disposition of his men. His Captain had told him there would be an announcement tonight that he was to pass on, so he wanted to be there early. He pulled his boots on and headed...