My Boss Stories

337,088 results
Orientation
Length
Source
Infinite Scroll

Weird Fantasies 18: More Blackmail

by TessMackenzie on Sep 14, 2017
Erotic Couplings

um, more blackmail because there's already a blackmail story in chapter one of this. ***** You call me at home and tell me your boss wants to have dinner with us. I kind of wish I'd had more notice, but I don't complain. I get that you think I'm home all day, doing nothing, so it doesn't matter how little warning you give me to get ready. You say it's at...

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...

Fucking My Boss

by dpingjessie on Sep 11, 2017
Mature

It wasn't right away that I fantasized about my boss. When I was interviewed by her for the job I ended up earning, the thought of having sex with her never remotely entered my mind. Even so, when I did develop those erotic feelings, I never sought anything really passionate or at all romantic. I didn't so much as want to even kiss her. By that point, all I...

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...

The Gift

by BrettLynn on Sep 16, 2017
Transsexuals & Crossdressers

Well, here's something new for my flock of followers. It's something, shall I say, different. I own all commercial and all other non-electronic rights. Please do not read this story if you are not legally permitted to do so. So, without further ado, let's get on with the show. Happy holidays, my fair fans, and have a blessed new year! * * * * *...

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...

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...

Mines of Sonhadra - Stage 04

by KarinaMacoy on Feb 26, 2019
Sci-Fi & Fantasy

(Fair Warning ~ This gender swapped, action/adventure, sci-fi hentai litRPG features elements of non-consensual sex, sex with aliens, monsters and other non-humans, tentacle stuff, seduction, coercion, dominance and submission, male/female sex -well kinda, maybe however you want to classify the gender-swapped sex...on top of the violence, fantasy elements, a...

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...

50 Shades of the Grey Mouse Ch. 01

by sarahcoulborn on Sep 13, 2017
Sci-Fi & Fantasy

The orange torchlight flickered as the inn door momentarily opened and then closed once more, the cold air reminding me of the skimpy outfit I was wearing. "Show as much skin as you can, keep them occupied for as long as you can," Mordern had said. I was doing my best but my money was running out fast, Boss Hrarg and his crew were better card players than I'...