Gay Assistant Stories

939 results
Orientation
Length
Source
Infinite Scroll

Consorting with Romance Ch. 01

by justsomerandomperson83 on Sep 14, 2020
Gay Male

This is a novella length romance story. There will be plenty of sex, but it won't appear in every chapter. (warning: contains elements of prostitution) Copyright 2019 "Fuck. This is going nowhere." I thought in frustration. I had just politely exited the fourth potential assistant I'd interviewed that morning. Somehow each one seemed somehow worse than t...

Wonderfully in Love

by MistressMerry on Aug 18, 2017
Gay Male

I'm a woman so you should be aware that this isn't my story at all, but a truly wonderful love story about two men it is my pleasure to call my friends. I first met Larry when the university called me in to interview for a clerical position. He was the office manager who made me feel welcome with his warm and cheery smile. The interview process took over tw...

The Visit Pt. 01

by hamishmcl on Aug 18, 2017
Gay Male

Donald was driving from Glasgow airport to visit his friend Archie in Oban. He was getting close now, passing Dalmally. Just the last stretch then he would be turning in to Cairns Ave. He was looking forward to his visit to Archie, just like he always did. Donald had known Archie for nearly 10 years. He thought back to the first time when he had been taken...

Poker Party

by Caliber345 on Aug 18, 2017
Gay Male

One of my first jobs after high school was in an office. I worked as the Administrative Assistant, and essentially served the entire office. Our group consisted of about ten people, and we were headed by an Office Manager and Assistant Office Manager. I quickly made acquaintance with James, the Assistant Office Manager. He stood 5'8", 165 lbs., in nice sha...

Long Hair & Lace Panties

by Obzezzion on Sep 1, 2017
Gay Male

The name's Michael. I'm an Irish boy from nowhere in particular, and the bright-red ponytail I wear is more than enough proof of that. I dress well enough when I need to; my work wardrobe usually consists of black wingtips, tight-fitting black slacks that are a little loose around the knees to allow for bending, and a dark solid button-down. I'm a relatively...

Dessert

by sr71plt on Aug 18, 2017
Gay Male

I wrote this little ditty, changing the location a bit, in the basement library room of the Fair View Lodge in Mesa Verde National Park while waiting for my turn on the hotel's computer that had an Internet connection. I tapped out the story while watching a mouse scurry from under one bookcase to the next. I'd just returned from dinner in the inn's Metate r...

The Wrestler

by Originsunknown on Nov 18, 2019
Gay Male

I sat waiting for the impending buzzer, my heart pounding in my chest as usual, my naked body covered in baby oil and thanks to the stroking by the pretty assistant, my cock stood erect and hopeful. I suppose I should start at the beginning really... "Marcus, get your ass over here." Yelled my manager. I quickly got to my feet, wondering what I'd be blamed...

Tales of Dick Ch. 09

by Bjsroxxs on Mar 6, 2018
Gay Male

***Everyone in this story is 18 and is fiction*** Chapter 9: Simple and Clean Jason: As the assistant principal and security guard walked down the row of students,, my heart beat sped up. I felt KJ's hand on my right shoulder, I turned to him and he simply winked at me. I had already done some risky stuff lately and thankfully I hadn't been caught, but my...

Triple Magnum Nabilum

by sr71plt on Aug 18, 2017
Gay Male

I had to turn my eyes away from the penetrating stare of Finn Bergstrum, so I took my first good look at his assistant, Nabil. "Satyr" was the first thought that entered my mind, and I almost was able to imagine two little horns above his ears there. Sharp, swarthy features with that almost sneer of a smile that was close to the edge of presumption and cruel...

From the Frying Pan into the Fire 02

by walterio on Oct 15, 2017
Gay Male

Brad started to stir as he slowly woke up. He was dreaming than his nephew Brent had spent the night in his bed and was sucking on his dick. Brad reached for his cock and found the soft hair on the head that was bobbing up and down. Brad opened his eyes when he realized he wasn't dreaming and looked down at Josh who was the one sucking his cock. Josh had not...