Like A Boss Stories

361,442 results
Orientation
Length
Source
Infinite Scroll

Office Romance with Lady Boss Ch. 01

by seedbeed on Sep 24, 2019
Romance

This is my first story on this website, hope you'll will like it. Though this is not my first encounter but the best till date. Yes, this is an ORIGINAL one. *** In 2016, I got my third job at an Accounting firm and I was really excited as this firm was one of the top firms in the State. Though the name of firm is big but it has very less employees. So b...

The Man and the Model Ch. 03

by freeman64 on Sep 13, 2017
Erotic Couplings

The advertising man John was pretty upset at not hearing from the sexy model Roxy whom he chanced upon on the train. It was the second day since Roxy left without telling him where she was going, leaving him wondering about her whereabouts. The only information he got was from Carrie, the secretary of the boss and the office gossip, that the boss was sleepin...

Position Filled

by Bob_6 on Sep 13, 2017
Loving Wives

You get home at around seven in the evening after another hard day at work. Your wife Emma has prepared your diner but is sat on an armchair sobbing; she has her face in her hands, unaware you have arrived home. You quietly walk over to her and with a hand on her shoulder you ask her why she's crying. She tries to speak but she makes no real sense. You try...

My Wife - A Black Gang Toy Ch. 03

by Writer6324 on Dec 23, 2019
Interracial Love

The Boss met us at the door. Pat recognized him immediately and told me that he was the one taking the pictures behind the gym. After admitting us the Boss took us into a modestly furnished living room and gestured for us to take a seat on the couch. He sat in a chair facing us. "I thought that it might be wise for us to discuss things first and make sure...

Job Interview, Anal Intentions

by HeyAll on Dec 9, 2019
Anal

Hannah Chen wore her version of a power suit -- a cute polyester blouse with a pencil office skirt and heels -- as she made her way up the building. This was a nerve wracking experience, despite her outward confidence. Last week she had interviewed with the hiring manager. Today she would be meeting with the boss. When the elevator door opened, a rush of ad...

April Fool Office Sissy

by lululuvsblack on Apr 10, 2018
Transsexuals & Crossdressers

"Dear Colleagues This week, in order to help with our efforts to raise money for charitable causes, we have decided to mix up our usual policy of dress down Fridays. This Friday we are instead instigating a "dress up Friday" in which staff are strongly encouraged to come to the office dressed in the office attire of the opposite gender (that's suits and tie...

Blondie Balls My Black Boss

by raven2222 on Sep 13, 2017
Interracial Love

Two years or so after my sexy little blond wife got her first taste of the special eroticism of interracial sex, a significant new turn of events began when my boss flew down south from Chicago to spend some time working with me. I had an idea that the real purpose of his trip was to have an excuse to visit his aunt, which he pronounced ‘awnt’ in his hometow...

The Incriminating Dots Pt. 02: Seduction

by Cuckoldjim on Sep 17, 2017
Loving Wives

That one pillow talk and "hypothetical" conversation with her husband had not prepared Jill for the reality of her first seduction. As she watched her boss' dark hands slide the keycard into the lock on their hotel suite, she was tempted to flee. Jill had been dismayed when her boss informed her that he had changed their reservation from adjoining rooms to...

Best Boss Ever

by litaz on Aug 19, 2017
Exhibitionist & Voyeur

My name is Donna and I'm an associate in a respectable small-sized law firm in the downtown of a major city. My boss, Larry, is a very charismatic and dominant alpha person that everybody loves and adores. He is very horny and voyeuristic so he hired a young secretary, as horny and voyeuristic as he is. I'm not sure how they found each other, but the firm h...

Paying the Bills

by annalaneylane on Sep 13, 2017
Group Sex

I was running late. Again. And this was an important meeting with all the board members today too. Damn it. Stupid heels, I wish I could move faster. I'm gunna get that look from my boss again and I know I'm skating on thin ice. He's only a reasonably young executive, as a lot of them are in such an emerging company, but he can be strict. Especially about pu...