Gay Sir Stories

4,065 results
Orientation
Length
Source
Infinite Scroll

One Disgusting Pervert

by Formosa46 on Aug 18, 2017
Gay Male

You seemed genuinely surprised when I reeled around and grabbed your wrists quickly pinning your hands above your head against the wall. With my face right in front of yours I looked you in the eyes and taunted "Dan I'm about to prove you are one disgusting pervert." We had been exchanging steamy texts for over a month. Sheepishly trying out new possibilit...

Holiday

by callis on Aug 18, 2017
Gay Male

The candy cane trails across my lips and I open them eagerly, sucking the tip into my mouth. "Ready for this, puppy?" "Yes Sir!" I answer, grinning up at him. "Good boy," he murmurs. "Gonna make you all pretty, puppy." "Really?" "Oh yes. Close your eyes." I obey immediately, shivering as I feel him peel off my clothes. "Lift your arms," he says, pullin...

Leather Sir Pt. 03

by LthrBndBy on Jun 1, 2020
Gay Male

I woke up on Sunday, refreshed, well rested, and hornier than I felt in a long time. I got out of bed and walked to the kitchen for some much needed coffee. I very quickly remembered the plug still in my ass. I smile and walk into the bathroom instead. Figured I would take it out, clean it, do my morning bathroom activities, and then put it back in. Whil...

My Cashfag Ch. 04

by MasterPhillipG on Sep 12, 2018
Gay Male

I woke up feeling great. I reached over to the nightstand, grabbing my phone. 10:30am Below the time there was a series of messages: a couple girls who wanted me to come over, friends wanting to hang out, and of course Tom. - Hello Sir! - Looking forward to being subjected to your control. - Kinda nervous. - Hope you are having a good morning. - Can't s...

Tales of a Cock Slave #49

by dprb65 on Sep 21, 2020
Gay Male

I had the opportunity to travel up river on the Argentine Navy training schooner. The trip took 4 days, so was aboard 3 nights. After boarding, I was taken to the bridge where I met Commander Roman who was very, very hot in his tight white uniform. He looked like the Argentine actor, Benjamin Alfonso. I couldn't help noticing the bulge down his thigh. He a...

Luck of the Irish Ch. 01

by Gweall on Sep 14, 2017
Gay Male

Okay so here's a new story. I'm a little scatter-brained at the moment and have about six different things going on JUST in my writing life. But I'll try to keep posting regularly. I hope you guys like this one and there will be future chapters of this and revolution soon. Also thanks to my editor Gbc5452, I don't thank him enough on here and I should star...

A Sergeant Major Fucks Two Marines

by BuckJones0001 on Aug 30, 2017
Gay Male

No matter what video you are watching or what toy you are playing with, it is your imagination that takes you down into the batehole and to the finale with your sperm shooting out in all its glory. Or your insides ripped to shreds by that new and usually larger instrument of inserted pleasure. The road to the point of satisfaction can be a long one or one th...

Mr. One Fifty-Eight Ch. 05

by tazemebro on Sep 14, 2017
Gay Male

AUTHOR'S NOTE: While each chapter is a story in its own right, you will probably enjoy them more if you have already read the series Chris Donaldson, as well as Chapters 1-4 of Mr. One Fifty-Eight. The characters' back stories are revealed there. All characters depicted in this story are over 18. ***** Chris paced antsily back and forth, eyeing the windows...

Victorian Vignettes 01

by Willy_Wanker on Jan 14, 2018
Gay Male

This is intended to be the first of a series of short stories inspired by explicit Victorian pornography photographs. This story includes intimate natural smells, mutual male sexual activity and an open approach to natural bodily functions - if any of this doesn't sound like it's for you, read no further. If this excites you, let me know what you think of my...

Influencer to Sex Slave Ch. 02

by dreamymark9 on May 15, 2019
Gay Male

Author's note: This is erotic fantasy and completely fictional. The main character, Jack, is a fictional, generic social media star / influencer, and is not a real person. As always, would love to get feedback in comments and messages. ***** Jack wakes up naked in bed, being spooned by his master, in his Airbnb in LA. Recent events still kind of feel like...