My Boss Stories

337,088 results
Orientation
Length
Source
Infinite Scroll

Spitting Images - The Boss Lady Pt. 01

by herbert123 on Jul 4, 2018
BDSM

Everyone was afraid of the office manager - she had a harsh tongue and many men in her department had been on the wrong side of her temper. Some may have fantasised that she could use that harsh tongue in a different way - around their stiff cock! It was no secret that all the men (and some women) in the company privately lusted after the boss lady. They wat...

Encounters with John Wayne Ch. 27

by surober1 on Sep 14, 2017
Celebrities & Fan Fiction

Part 1 – Don’t say good bye, just say good night… John Wayne looked at his friend Ward Bond and asked him if he would mind driving them in the Duke’s car to take Diana Maitland home from Ward's beach house so he could spend a little more time just holding her. Ward said he’d be happy to do that, so they took her things out to the car, and Duke and Diana sa...

Punished by Parents-in-Law Ch. 05

by Alfamann on Sep 26, 2017
Fetish

My Parents in Law thought it would be good therapy for me if I put pen to paper and recount some more of the humiliation and punishment I have received at their hands. Good for the soul, they said. As if I need to write it down. The images are firmly embedded in my memory bank. And probably on my backside as well. Well, let me continue. Firstly, my darling...

Kitchen Bang

by MadnessOfDarkness on Sep 15, 2017
Group Sex

Finally home, I think to myself as I reach the front steps of the apartment building. I walk up the stairs and enter inside. Just one more floor to go then I can finally relax after a long day at the office. Today I wore a purple button up blouse, a magenta skirt ending above my knees, thigh high fishnet nylon stockings, and a pair of brown four inch heels t...

A Little Extra Insurance

by tony090909 on Sep 17, 2017
BDSM

The start of this story is set in the 1970s, i.e. before email etc * * * * * * * * * "You've got to help me Diane. You're my sister, if you won't help me no one else will." There was a wild, desperate edge to Mark's voice and I bit my lip in concern. He was five years younger than me and I'd always kept an eye out for him. At first it had just been childi...

Guardian Angel Ch. 03

by Aurora Black on Sep 17, 2017
Non-Erotic

This was my first "real" attempt at writing a romantic caper story with a sexy leading man and plucky heroine. I was 20 at the time. * * * * * * * * * * The night was cold and foggy. The moon was barely visible in the mists of the seaside area where a man walked alone. Raphael Cabrezi made his way down the deserted dock, his eyes searching the darkness ar...

My Poor Suffering Cuckold Pt. 01

by boobygirlie on Sep 14, 2020
Fetish

Sunday morning and I'm doing my chores while my lovely boob mistress rests in bed after a good night at the disco with her friends. I bring her the breakfast in bed. "Oh good morning honey, thank you! You are so sweet my cuckold!" "It's a pleasure for me to serve you boob mistress." "I know pet! Oh I had such a wonderful night yesterday! That see throug...

Adventures in Thailand Ch. 05

by thunderman999 on Sep 13, 2017
Interracial Love

Chapter 5: Registration Before I knew it, my days to get acquainted with things disappeared. It was time to register the students for the upcoming term. I found the whole experience of registering students exhausting. Teachers had to be on double duty. You had to be available to the student's parents who wanted to meet their child's teacher, as well as givi...

The List

by LillaBean on Sep 13, 2017
Erotic Couplings

Votes and Comments greatly appreciated. I had a great time writing it, hope you have a great time reading it! Danielle was late for work, horribly late actually. Just a few minutes past getting her ass handed to her on a pretty pink slip. Her knees were already starting to knock involuntarily in anticipation for the chewing out that was going to happen. D...

Lady Sales Manager Confessions Pt. 01

by DDBustyBrit on Oct 29, 2018
Erotic Couplings

In the Eighties, I was in my twenties and a regional sales manager for some large well-known corporations in the UK. I was just discovering my strong sexuality, and getting plenty of knowledge and experience with my married boss in a passionate, wild affair! I was young, confident, sexy, outrageously flirty and increasingly aware of my ability to attract men...