Gay Sir Stories

4,065 results
Orientation
Length
Source
Infinite Scroll

Eager Boy

by TwistedPanties on Mar 2, 2020
Gay Male

The ping on his phone startled him. "Text when here." He sat nervously in the back of his Uber, en route to meeting a new Dom for the first time. He had been daydreaming about their online conversations online that had started about three weeks prior. He recounted the naughty and perverted things he had shared, and his limits he had discussed, and even ha...

Just Another Confused 18-year-old

by ChestersBoi on Aug 18, 2017
Gay Male

This is a fantasy story that involves unprotected sex between two virtual strangers. Hey, guys, this is fantasy. Back in the real world, play safe. * I was just another confused eighteen-year-old. And, boy, was I confused. I'd hang out with my mates but, more and more, we wanted different things. Most of all what they wanted was to chase the girls and, so...

Out of Uniform Ch. 08

by gustavca on Sep 14, 2017
Gay Male

The following day dawned bright and sunny but with ominous clouds looming to the west, right in our path. King Neptune and his court had announced to all and sundry the upcoming Crossing the Line Ceremony and the accompanying Wog Day. Wog Day, actually an evening, allows the Pollywogs to get a little of their own back before their initiation. The Pollywogs...

Diaries of a Young Master

by krysm on Aug 18, 2017
Gay Male

Journal Entry 5/16 Summer with dad will be awkward at best this year. Mom and dad divorced shortly after I started my courses in August at UNH. It didn't come as a surprise to anyone. It was never a happy marriage. They didn't hate each other. In fact, we were quite happy overall. They just didn't love each other anymore. Mom and dad were always very carefu...

The New Slave Ch. 03

by martin_x59 on Sep 14, 2017
Gay Male

I would like to start by saying I am new to writing so I hope you don't judge me too hard on my literary naivety. Nor am I experienced in Bondage or Master Slave relationships. This story is pure fantasy from my part and is about what I find erotic and stimulating. Please bear this in mind when reading the story. I hope you find it as stimulating reading as...

Sir, Yes, Sir!

by Snglegeye on Aug 18, 2017
Gay Male

I would like to thank SexySoBeChick for editing this story. She had a lot of great advice and really helped me develop my story and writing style. Thank you! Recruit Rau had tried everything to get out of daily drill. He had the physical stamina to withstand the long periods of physical strain and beating from the sun, he just didn't enjoy doing the same th...

Down The Path

by gbr2004 on Sep 14, 2017
Gay Male

This story involves gay sex, bdsm scenes, forced fem. If not your thing, please find something you do like. * I hear the knocking on the door. Have my panties on under my shorts and tshirt. Nervously open the door and the man comes by me and I follow him into the living room. He stops and turns. 'On your knees now'. He moves in front of me showing me hi...

The New Slave Ch. 08

by martin_x59 on Sep 14, 2017
Gay Male

At five thirty Shane, Joe and myself get in the van and climb into the back. We pick up the blindfolds and I'm about to put mine on when my phone vibrates. It's from Sir again. "Tie their hands behind their backs then put on your blindfold." "I'm to tie your hands," I tell them, "Sir's orders." I find leather restraints in the back of the van and I tether...

Belonging

by EyeServeU on Aug 18, 2017
Gay Male

As I drove toward Sir Steve's home, the exhilaration of our first meeting played and replayed in my head - causing blood to fill what I had already come to think of as His cock. The growth cramped His large balls, and I fidgeted but resisted touching, as I had promised Sir Steve that I would not touch His private parts after showering for my visit. Recalling...

A Man to be Respected Ch. 06

by Hal1031 on Jul 13, 2020
Gay Male

Ch. 06 HOMEWORK *If you're just getting to this story for the first time, welcome... but please know you've arrived at chapter 6 of a series that makes more sense when read from the beginning. Also, please be warned- this story is geared to those who enjoy a slow burn. --------------- True to his word, he called me at 12:30 on the dot. Another promise...