Cheating Boss Stories

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Orientation
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Infinite Scroll

ME, Inc.

by StoneyWebb on Nov 23, 2020
Loving Wives

An average looking man sat at the edge of the party. He had brown hair and hazel eyes, but nothing made him stand out. He wore a three-piece suit and just sat quietly at the edge of the activities, scanning his tablet. The party was a joint wedding rehearsal dinner/dance, with one couple being Gary Harris and Belinda Cummings. Gary was roughly six feet one,...

Joy Ch. 01

by changer666 on Sep 13, 2017
Anal

From the first day I laid my eyes on her, I wanted her. When my boss told me I’d get a secretary, I was overjoyed. I knew that from now on, my life would be a lot easier. I of course didn’t know that from then on, my life would be filled with pictures of me fucking my new, sexy secretary. As is it is the only moral thing to do for a married man, I did neve...

How High a Price - The Mouse Roared

by Vandemonium1 on Sep 16, 2017
Loving Wives

History. Many moons ago Troubador wrote a story called How High a Price. Over the next few years Longhorn_07, WritingDragon, FTDS, BDad, AndrewPeters, E.Z.writer, Incoming and Cobbler1023 all wrote sequels. Most are worth reading if you haven't already. I have to say I found the concept of the original offensive and was unsatisfied by all the sequels, apart...

Professional Wife Abused at Home

by jrnooner on Sep 17, 2017
Loving Wives

We were newlyweds when I got my first big job. I'm a software engineer in Silicon Valley she had a job in local government, I thought we were both on the fast track. Not so, I found out she was cheating with her boss and his assistant director, maybe more. I saw alcoholic lunch breaks and her fucking both of them in the boss's van. There were rumors at her o...

Her Temptations

by Winterfrog on Sep 14, 2017
Loving Wives

Many thanks to snowbear for editing this story. * It was a cruel awakening. I found myself naked in a shabby bed beside a worn out woman, probably twice my age. She too was naked but still sleeping and snoring. My head rang like a blacksmith shop and I was thirsty. The worst thing was that I hadn't the slightest idea who the woman was nor even where I was...

Seduced by My Hot Roommate Ch. 03

by Paramour28 on Mar 2, 2020
Romance

I try to sleep, but my head is swimming with emotions. My body is buzzing with adrenaline. Sleep seems like an impossible task. Eventually, I sit up, deciding to get the heck out of this apartment for a while. It's still early, especially for a Friday night, and I can't think straight knowing that Jeremy is just one thin wall away from me. A year, or even si...

How I Met Caesar

by mrkfromseattle on Sep 15, 2017
Loving Wives

Chet was right; he was acting way too drunk for the amount of beer that he had consumed. It was the middle of the afternoon on a Wednesday and the bar was mostly empty. As a matter of fact, he was the only customer As I wiped a clean glass cleaner, I said, "So, tell me a story." "Man, you don't want to hear it." was his sad reply. "Sure I do. I'm a profe...

Once a Cheater...

by Just Plain Bob on Sep 12, 2017
Loving Wives

It was a Monday morning and we were sitting at the kitchen table. We had finished eating breakfast and I was drinking my coffee and reading the morning paper. My wife Bea said: "Would you put the paper down Rob? I have to talk to you." I put the paper down on the table and then asked, "What is it Bea?" "I'm leaving you Rob. I want a divorce." "Is that al...

The Good Girl Ch. 02

by Islandcutie on Sep 14, 2017
Novels and Novellas

After I agreed to move to Las Vegas, Lance and I had to inform our relatives and close friends. Needless to say, it was very hard. What made it even harder was the fact that Lance had to be in Vegas by December 15th, so we would spend Christmas and New Year away from home. Lance suggested that I stay behind and move out to Vegas in January. When I told my m...

A Shopping Trip Gone Right Ch. 03

by BrettJ on Sep 13, 2017
Novels and Novellas

Chapter Three: Keith's Day Keith wanted to kill his boss. He wanted to kill at least three of his clients. The only saving grace was his secretary, Carly, who had helped keep him calm for most of the last few days. He had gotten into the advertising game a few months after he married Kim. Jack, his father-in-law, had offered to put him through school, seei...