Mature Boss Stories

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Double Trouble

by plushpeach on Jun 26, 2019
Group Sex

NOTE: Consider this another quickie! This has the potential to turn into a series, and I have a few more ideas for some sequels, but only if you all enjoy it. Let me know in the comments or via feedback if you like this story! Also, please let me know which lady you'd prefer... I'd love to hear what you think. Enjoy! ***** With the loud ring of the bell re...

Romp with the Principal

by TheyCallMeDelly on Sep 12, 2017
Mature

"But, Mr. Deutsch is so hot! I would do anything for him to suspend me..." "Girls, can you get to class and not talk about me that way in school?" Lakewind High School is the epitome of diversity. We have rowdy farmers from Scottoline and even preppy rich kids from Eloquence Township. Out of the seven high schools in our district, I'd say I'm the most pr...

First Time Posing Pt. 08

by TonyMA70 on Feb 12, 2019
Exhibitionist & Voyeur

It was early May and the Carter's pool area became 'nude only' as dictated by Charlene and Tammy, so after the group finished the modeling session they all stripped off. Being the first time nude in front of the ladies at the pool the men had a hard problem and the ladies started harassing them. "Tammy, look at the guys. I think they love us don't you?" Cha...

SoundTek Systems Inc.

by claretwine on Sep 14, 2017
Mature

Edited by Angel Love Chapter 1 "Wish I could go sight seeing instead of attending this dumb convention!" Mark thought as he stepped into the lobby of the famous San Antonio El Palacio Hotel. His boss in Seattle set his foot down on this particular trip, knowing Mark would do everything to get out of going to yet another convention. His boss knew that Sou...

Bitch of a Boss

by hotpup on Sep 19, 2017
Mature

I was a 30 year old employee of a large government bureaucracy when the events described below occurred. I was pretty shy and didn't participate in a lot of the usual office crap. I believed that I was there to do my job the best I could and in return collect my paycheck. Soon, I was to be informed that doing my job was not enough. My boss was a real prudis...

White Woman Rules Black City

by Samuelx on Sep 1, 2017
Group Sex

My name is Muriel Norseman. I'm a six-foot-tall, alabaster-skinned and blonde-haired White woman living in the City of Atlas, Georgia. I'm the first White person ( and the first ever White woman ) elected mayor of this City in nearly forty years.. Atlas is a Southern City with a large African-American population. For decades since the 1960s, only Black men a...

After Hours Cum Service

by HeyAll on Apr 23, 2019
Mature

It was after-hours at a posh restaurant in San Francisco and a young woman lay naked across a dining table. Culinary students had helped this young Asian woman get into the right position, and judging by her incredibly erect nipples, there was excitement in the air. The restaurant staff had already gone home except for Elizabeth, who was the award-winning E...

My Sister's Bully, My Bully

by CopyCat13 on Sep 12, 2017
Fetish

Unlike the vast majority of recent college graduates, Caitlyn actually had her life together. Despite the fact that she was only a year out of college she was already an associate at a respectable advertising firm and on the fast track for advancement. Luckily for her, the company put a lot more stock in ambition and talent than in how long someone had worke...

My Boss

by philogynist54 on Sep 13, 2017
Mature

My boss, Jan, is quite a bit older than I am. She just had her fiftieth birthday. I never thought of her in a sexual way before. She is not an unattractive woman, but I certainly would never stare at her ass as she walked by my office. So I wasn't thinking in those terms when she invited me to dinner. Carrie is a coworker who I do lust for. She has a hot bo...

Maggie May Ch. 01

by johnnieblue44 on Sep 13, 2017
Mature

Wake up Maggie I think I got something to say to you Its late September and I really should be back at school I know I keep you amused but I feel I'm being used Oh Maggie I couldn't have tried any more You lured me away from home just to save you from being alone You stole my heart and that's what really hurt John walked into his office with his head down...