Female Boss Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

Female Boss's Sexual Plaything

by Gizmo86 on Sep 13, 2017
BDSM

I had been in my new job just a few days when my boss - an attractive 42-year-old called Stephanie - called me into her office. She wanted me to work overtime that night, and, hoping to make a good impression, I readily agreed. At 5.30pm, as the rest of the staff were knocking off, I reported to Stephanie in the basement area of the building. "Your overti...

Female Boss gets New Male Assistant

by Jennitalia on Sep 2, 2017
Erotic Couplings

Sitting in my office, looking out the window of the 18th floor enjoying the actions of city life. I twirl around to my desk, looking at the paperwork, my computer...boring. Working 8-5 Monday through Friday, same shit, different day. My boss praises me for my hard work all the time but I tell her that I need more excitement, more suspense in my job. My ratin...

New Female Boss Asserts Herself

by Orchid56 on Sep 17, 2017
BDSM

I have worked in the same office for a few months now doing general secretarial duties. My former boss was often absent and staff took advantage of this to come in late and spend time emailing friends rather than complete work on time and eventually he left the company under a cloud to be replaced by a much older, mature woman. One Friday, at the end of the...

My Female Boss

by Handymanblues on Dec 9, 2019
Loving Wives

(I suppose most guys would have simply loved to have had my predicament, and that is, a hot female boss that was just dying to fuck them. (My younger brother just got married and didn't want to cheat on his new bride. But he had a demanding female boss who had a custom of making love to every one of her male employees. The ultimatum was clear, either fuck or...

My Boss Didn't Know How to Ask

by shavedkitty23 on Sep 19, 2017
Anal

Working for a female boss is not something I really had a problem with in principle, but working for my female boss was a definite problem. She was definitely the type to make sure everyone knew she was in power almost in a way to counteract the "weaker sex" stereotype. She was a 40-year old divorcee which really wasn't a surprise as there was no question th...

My Strict Female Boss Ch. 01

by finch99 on Sep 17, 2017
BDSM

Dear reader, This is an absolutely true story that I would like to share due to it having such a powerful impact on my life. The real events took place over a six week summer holiday when I was between university and full time employment as a teacher. It is the story of coming to realise that I was a submissive and required strict discipline from a younger...

Office Romance with Lady Boss Ch. 02

by seedbeed on Sep 24, 2019
Romance

It was already 2:30 AM and I was laying on my female boss with dick sticking inside her. We kissed few more times and suddenly my dick started growing inside her. I pulled it outside and kept it between thighs of my lady boss. I was playing with her nipples and kissed on them; when she asked "how was it for you? It was my best," she continued. "I'm glad y...

My New Boss Made Me Lick her Arse

by Victoriaslice on Sep 13, 2017
Anal

I had just taken a new job and I was deeply thrilled as my new boss was a very beautiful and sexy, but dominant woman. It had been a long string of female bosses and I hoped this one wasn't going to be any different from the others. Julia sat at her desk tapping her pen onto the edge of her laptop. Her breasts looked firm and round through the white blouse...

An oral reprimand

by FountainPen26 on Jan 27, 2020
Erotic Couplings

An oral reprimand A female boss proposes an alternative punishment As the Blackhawk helicopter touched down at Camp Victory in Baghdad, I could feel the knot in my stomach begin to tighten. Unlike my last visit to Baghdad, for a day of R & R, the purpose of this visit was far from pleasure. A day earlier myself and a few team members, at our small comb...

Boss Lady

by naughtywriter2 on Sep 13, 2017
BDSM

I approached the front door of their home, still apprehensive about coming here to meet her husband. I'd casually mentioned that my wife and I were having marital problems and I wasn't quite sure what to do about the situation. I love my wife but lately our sex life has been practically non-existent. She had made hints that she wanted something more but what...