Caught By My Boss Stories

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A Man of Honor Ch. 02

by danoctober on Oct 10, 2018
Loving Wives

"Judges, lawyers, and politicians have a license to steal. We don't need one." ~ Carlo Gambino As the limousine rolled silently down the road, Vitto was in deep thought. Looking out the passenger window he smiled to himself. That Anthony kid had caught him by surprise. That rarely ever happened. Of course, it's not every day a father learns there is a young...

Natural Born

by a real jrkoff on Sep 13, 2017
Fetish

She was older than me. Age is a funny thing with Women. You don't get to ask their ages. It's just impolite. However, this one was definitely older than me. She had that older-woman grace and poise... it was almost... regal. I know how silly that sounds. Lots of guys... especially somewhat submissive men overuse words like that when they're talking about w...

I Really Need That Review

by MrAdrock1 on Sep 1, 2017
Group Sex

Kate was a very quiet girl, and I often needed to ask her to repeat herself. She didn't really open herself up personally, so even after a few years of working together, I still didn't feel like I really knew her. That said, she was also just a little bit flirtatious, and I flirted with her whenever possible as she was absolutely gorgeous. Now it was revie...

Three is Company Ch. 02

by freeman64 on Sep 15, 2017
Group Sex

Frank and Joe reached the boss's beach house around 11 a.m. wondering what the big man had in mind. One could not turn down the invitation of the boss who was popular, generous and nice. Maybe, the boss would drink and play billiards with them, they thought as they approached the house. A voluptuous woman in her early 30s wearing a blue bikini approached th...

Just Say Yes Pt. 10

by ChrisyCrossy on Dec 23, 2019
Group Sex

This story is based entirely on a comment left by an anonymous commenter on Just Say Yes Pt. 2 where he said, "A friend's distant cousin owned a motorcycle shop and his wife ran the office." TUESDAY As usual, my day started by sitting at my desk and processing invoices and worked on the accounts. Over the last few days, I had been working on a business ca...

Senior in the Strip Club

by mmarie3 on Sep 13, 2017
Mature

While in college, my friends had a habit of enjoying after-hours parties at strip clubs. While it was just a way to keep drinking and have fun for them, I became fascinated with the strippers and watching them flirt and pleasure all of the different men-especially the older ones. I hadn't told anyone, but I had a secret fetish for much older men and had slow...

Hot for Boss

by Creamella on Sep 2, 2017
Erotic Couplings

Up until now, all my previous employers had been women. So I could not help but feel some amount of trepidation at first at being hired by a man, especially one which I found to be so unnervingly charming. I don't know that I could call this man handsome. Still, he was, without a doubt, pleasant to look at. He was a man somewhere in his late thirties, I es...

Jenny in the Backroom

by jasexy28 on Sep 15, 2017
Exhibitionist & Voyeur

I was doing some IT work in the back of a small specialty chocolate store in a mall one day. I had been there for a few hours and the young sales girl and I were now flirting quite a bit. She was very cute in her short black dress with tan pantyhose and black shoes, an almost matron look that the store had for its staff. When I had first started looking at h...

The Naked Paralegal Ch. 01

by jdwhite1315 on Sep 12, 2017
Exhibitionist & Voyeur

Your boss has been flirting more today than usual. As he walked by your desk on the way back to his office after lunch, he gently laid his hand on your shoulder and said quietly "Maybe we can find some time later for you to show me those legal briefs." "Yes, sir," was all you had replied, trying to look shy as you found a wetness begin to spread between y...

Working Hard for Her Job

by fuzzie_writer on Sep 11, 2017
Transsexuals & Crossdressers

Peeta smoothed her skirt down as she sat back at her desk, glancing at the clock in the corner of her monitor. There were only forty-five minutes left until the start of the weekend, and she intended to make the most of it! A chime informing her of a new email interrupted her daydreams about two days off, and she opened outlook to find a message from her bos...