Gay Boss Stories

2,300 results
Orientation
Length
Source
Infinite Scroll

Matthew Makepeace: Made to Measure

by JASONSHOMOEROTICA on Aug 18, 2017
Gay Male

CHAPTER 1 Matthew Makepeace laid his final brick of the day and, in his usual meticulous fashion, pointed off the excess mortar from the course he had just finished. When Matthew had finished a piece of work, there was never any need to go back and point the joints as he always left everything perfect. Matthew was, as you must now have gathered, a brick- l...

The Making of a Gay Disciplinarian

by JASONSHOMOEROTICA on Aug 18, 2017
Gay Male

My name is Kevin Pettifer. I am just twenty-five years old. I am a regular sailor in the Royal Navy, which I joined as a cadet when I was eighteen years old and in which I now hold the non-commissioned rank of Petty Officer: Petty Officer Pettifer! I have just been promoted to this rank and posted to what seems like my dream job: chief physical education ins...

Game of Love Ch. 14

by vanalas on Oct 12, 2020
Gay Male

Game of Love Ch. 14 Comments, critiques, and tips are welcome! *** Welcome to the 14th chapter of this captivating series. I love you guys a lot and I would love to thank you for your comments, ratings and for being on this journey with me. I am sorry for the late post. I have been caught up in so much school work that I don't even have any more time for...

Becoming the Bear

by papawerebear on Sep 14, 2017
Gay Male

By PapaWereBear and UrsusMajr (What follows is a work of fiction. Enjoy the fantasy, but please do not confuse it with reality. None of the incidents portrayed happened, and none of the characters are meant to depict actual persons, living or dead. This story contains descriptions of sex between consenting adult males. If such offends you or is illegal fo...

Stand for Love Ch. 17

by vanalas on Oct 9, 2017
Gay Male

Hello my lovely readers and welcome to the 17th and final chapter of this story. Before I go into writing, I'd love to say thank you for being with me on this great and long journey. We have all come a long way and it is nice to wrap up this story together. I just hope this chapter will be of interest to you. I am really looking forward to comments and rates...

Grass Is Sometimes Greener....

by bjmichaels on Aug 18, 2017
Gay Male

PROLOGUE "Hey, sexy, how ya doin'?" Karen, a sultry brunette, asked Tommy as he walked by her poolside chaise lounge. Tommy was breathing heavily from his session in the weight room; his sculpted chest was heaving and glistening with sweat. What a waste, she thought as she gazed at his hard, flat belly, six-pack abs, and ruggedly handsome face. Men like...

The Coffee Shop Pt. 03

by canadiancowboy on Sep 14, 2017
Gay Male

The Coffee Shop III: The Good, The Bad, And The Hypnotized Disclaimer. The following story, is a work of fiction. The characters portrayed within are a work of fiction as well, and any resemblance to any person, living or dead is a coincidence and unintentional. Copyright 1999. This story is the property of the author, Canadian Cowboy (formerly known as...

Diary of a Prison Officer Ch. 02

by jaypbee on Aug 17, 2017
Gay Male

All characters contained within are entirely fictional; any similarity to any real or fictional person living or deceased is totally unintentional. Do not read this story if you do not enjoy reading about consensual sexual activities of an exhibitionist nature. Otherwise read on...... THURSDAY 1ST APRIL 2010 A new month has begun and the Easter holidays l...

Sporting Chance

by perihelion on Aug 30, 2017
Gay Male

Two hours after the school board hired me, I sat with my new principal in his office. "Jeremy, I'm glad you decided to call me. I just wish you'd done it sooner so we could talk." "It's like I said, no point in bothering you until I completed the courses I needed to teach in Georgia. I still don't understand why I had to take those extra classes if I didn'...

The Ingram-Lewis Chronicles Pt. 05

by JASONSHOMOEROTICA on Oct 15, 2017
Gay Male

PATRICK – THE GREAT DISCIPLINARIAN A Homoerotic Story by Jason Land CHAPTER 1 When we last left Patrick Ingram-Lewis, it was just before the Christmas holidays in 1901 and he and his closest friend, Roderick Pennington, were to spend the holidays together at Ingram House in Northumberland. Roderick's parents had gone off on a safari to Africa and he wou...