The Boss Stories

360,020 results
Orientation
Length
Source
Infinite Scroll

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...

Cammi Ch. 01: Good Job

by SZENSEI on Oct 30, 2018
Exhibitionist & Voyeur

My name is Cammi. No last names offered. I'm sure you understand. At 19 I began my career as a Secretary at an Insurance Firm. Again no names. For the safety of those that work closely with me. For the first two weeks I learned the ropes. It became more than just getting coffee and ordering lunch. Actual work. Files. Claim reports. I managed to get noticed q...

My New Daddy Ch. 06

by sissytoy20 on Mar 7, 2018
Transsexuals & Crossdressers

When I woke up, my whole body was sore, especially my clittycock. My orgasm had been so intense that it seemed to continue long after I'd squirted my balls dry. Daddy introduced me to his private bath where I soaked in the tub for what felt like hours, then Daddy dressed me in another tight-fitting business suit and we ordered dinner. After the meal, I felt...

Race to Eleven Ch. 09

by noharm_fun on Sep 28, 2020
Erotic Couplings

Dolly found it difficult to sit on a chair and concentrate on work. Her ass cheeks were on fire and her pussy leaked the juices to make the chair wet. She still didn't understood why she obeyed every command that her boss gave. But it made her hornier and she came like never before. Raghav shifted to his work and got busy with it. Raghav was about to break...

Hema - Vivacious Beauty Ch. 01

by shanti2010 on Sep 18, 2017
Erotic Couplings

Hema had recently broke up with her long-time boyfriend, a Indian Muslim by the name of Ejaaz. The two had planned to get married, but a disagreement and subsequent argument put an end to any possibility of that. If Hema had one true weakness in life, it would be the circumcised men. Her knees would turn to jelly and she would most often transform into a...

Confessions of a Phone Sex Girl Pt. 01

by ErikaGrey on Aug 18, 2017
Fetish

Part One - The Empire of Boss Man I started out as a phone sex girl but ended up exploring the industry a tad bit more thoroughly. What I thought would be easy cash ended up turning into a lot of hard work. The money was there. The sex industry is a cash cow. That's no lie. But it takes time and raw effort to make the mula come rolling in. Most women do...

Bad

by Quin on Sep 19, 2017
Group Sex

"So – What do you think?" said the man behind the desk, "I can phone the police and you can take what's coming to you – or you both can avoid going to prison and we'll do it another way. Although I must warn you – there was a lot of money involved so it could take quite a while for you to pay it back." Steve looked across at his wife –both were at a loss f...

Lucy's Big Adventure Pt. 04

by mjar65 on Sep 16, 2017
BDSM

After my Boss told me about DM I found it hard to stop thinking all the time about this new Master. I was even more excited to think I had two Masters now and how good I felt about having two Masters to love and serve. Once I had thoughts about being lower than a man all the time and that is what I know is called submission now. But I always believed those...

Boarding School

by skitzogemini on Sep 13, 2017
Novels and Novellas

Yes, the main character, and all other consequential characters, are of legal age and older. * "Are you serious about this?" I asked Boss as I paced through his room, my footfalls heavy with my anxiety. He watched me with those dark blue eyes of his, partially hidden behind the fall of his dark blond bangs. Boss was perpetually in need of a trim, but I nev...

Working Girl Ch. 02

by piekna on Sep 14, 2017
Erotic Couplings

The next day, I dressed as I'd been instructed in full skirt and a button-up blouse. My bra had a front clasp, and I wore stockings and garters instead of pantyhose. The feeling of the silk on my legs was enough to keep me distracted, and the thought of what my boss might have in store for me that day kept me wet. He hadn't said anything about panties, so I...