Boss Lady Stories

105,242 results
Orientation
Length
Source
Infinite Scroll

My Ebony Stripper

by Sstugatz on Sep 13, 2017
Interracial Love

They say it's always when you expect it least that the most wonderful things happen. Let me tell you about a night I really didn't expect anything. It was a Wednesday night, "surf night" in the restaurant were I worked on the north shore of the Dominican Republic. I was DJ in a small, somewhat popular restaurant in the middle of the village. My boss, this m...

The Real Estate Agent Ch. 1

by Highlander on Sep 16, 2017
Mature

I had been doing consulting work for a local Realtor as such was having to work after hours. The work I was doing could not be done because the agents needed the resources during normal business hours. This agency had several older attractive women on staff and they were always telling tales about their sex lives. At first I was uncomfortable hearing then ta...

Roz and Frasier

by NeverPromisedToBeGood on Sep 17, 2017
Celebrities & Fan Fiction

This is a story inspired by an old episode of Frasier, called Martin does it his way. The first paragraph is a quote from the episode, but the rest is just my naughty imagination of how the scene could have gone. Enjoy! ***** "He's about 6ft1, with a granite jaw and the broad shoulders of a marine. He's been wearing his hair short lately but that only acce...

Boss Lust Ch. 02

by TimSteel on Mar 9, 2020
Mature

It had been a week since Kris and I had been together. Kallie and I had ran into each other a few times and passed a few hours daily taking care of our wants and needs. But each time my mind wandered to this tiny waif of a woman, Kris. Don't get me wrong, Kallie is one hell of a lover. I am drawn to her in an odd way. Most likely because of her willingness t...

Saving Sandra

by JamesLacy on Sep 17, 2017
Mature

This story is the property of the author. It is not to be changed in any way, nor published or shown at other web sites without the permission of the author. Bill sat toward the rear of the small auditorium listening to the motivational speaker bray on and on about how to sell products. He had lost count of number of seminars such as this one that his boss...

Seduced & Debauched

by LustyLee77 on Sep 12, 2017
Loving Wives

John was having a difficult time seeing through his windshield, it was wet and foggy, and the windshield wipers only smudged the front windows. Then his old car shook and quit on him. The nineteen year old managed to push his car off the road and catch a bus. He was soaked; water dripped from his blonde hair and into his blue eyes. John was more worried abou...

The Boss' Secret Meeting

by Girl Friend on Sep 24, 2019
Mature

"Holly, could you come in here, please. I need you to take a letter." Mr. Woodruff buzzed his secretary, a sweet young thing from Georgia. "Yes. Right away, sir." Holly answered having been brought up to mind her elders. When Holly entered his office, her boss told her to shut the door behind her. Holly thought this was strange as Mr. Woodruff would usuall...

A New Look at the Boss

by showife on Sep 13, 2017
Exhibitionist & Voyeur

I'm sure that most of you have used the Internet to check out someone, or perhaps to see if you could find some interesting, or even erotic, secret about someone that you know or that you work with. This is a story about how one of those searches produced an interesting result. I work at a small company that's run by an early 40's tall thin blonde woman nam...

15x50 Based on Oggbashan's

by UsuallyPresent on Dec 24, 2019
Sci-Fi & Fantasy

These fifteen 50-word stories are set in Oggbashan's wonderful That Jerry is one smart feller. --==--==--==-- Mother's arms cuddle me close, incestuous love at its best. My tail free, the rest hugged tight, squeezed almost flat from her mighty thighs, giant bosom. She's the best, and the only one who's had me. I tried, I couldn't take her in... "HEY! Wh...

The Cheryl Cummings Story Ch. 02

by mark_8675309 on Sep 15, 2017
Interracial Love

Chapter Two – Meet Thomas Thomas Johnson almost visibly jumped back when he saw Cheryl's picture sitting on one of his employees' desks. A quick check of the nameplate on the desk revealed that the desk belonged to Chris Cummings. Thomas made a quick mental note of that then took another minute to closely scrutinize the picture before him. She was wearing...