Mature Boss Stories

64,820 results
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Length
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Infinite Scroll

The Accident

by creampiehound79 on Jun 2, 2018
Mature

It was a day like any other. Wake up, take care of my morning wood, say hello to my three roommates Dani, Gina and Aspen, grab something quick to eat and head to my temp job at Pharma-Ceuticals Inc. I'd been out of work for a while and writers block has kicked me in the ass. I needed to make some cash to pay my rent or I'd be out on the street, no matter how...

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The White House Files

by ilovematurewomen on Sep 17, 2017
Mature

Agent Joey Smith scampered to answer the phone, he had been sleeping on his desk since last night trying to finish the paper works that accompanied their recent bust of the dreaded Washington drug ring. “Hello! Is this Smith?” came the booming voice from the other end of the line. “Ah…yeah..this is Smith.” Smith answered as he tried to regain his bearings...

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...

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...

Nicky's Day

by Layne Bryant II on Sep 1, 2017
Group Sex

Nicky woke up horny. Then that wasn’t unusual for the thirty-nine year old woman. She loved sex. The former college athletic and part time fitness trainer always was ready for a good fuck. She had been known to engage in sex just about anywhere. Ever since discovering sex in high school, Nicky could never get her fill. There was nothing better than to ha...

Young Blood Ch. 1

by Charley_Ace on Sep 11, 2017
Mature

WARNING! This text file contains sexually explicit material. If you do not wish to read this type of literature, or you are under age, PLEASE DELETE THIS FILE NOW!! (c) copyright 2001 All Rights Reserved * * * * * At the time this story took place, I was a 58 year-old happily married man working at a large manufacturing company. The company had approximat...

Giovanni

by shuttlepilot on Sep 15, 2017
Non-Erotic

all rights reserved, 2012 I knew who he was referring to... the guest of honor, Giovanni Marcello. We found the handsome, dark-haired man in the center of the room, surrounded by several of the company's chief officers, fawning over him, hoping for his signature on the contracts waiting back at the office. As we approached, the man's husky, deeply accent...

Night at The Cabin

by ohmyohmy on Apr 7, 2008
Mature

Brigette, John's mom, a small blonde, with nice legs , medium chest, had acceptted her retirement award from her ex boss Jim Rogers. She had worked several years as a legal secretary for a top accounting firm and decided she wanted to hang her hat after 50 years and retire down to California near Laguna Beach. John was bored with all the festivites , the sh...

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First Day at Work

by The_Young_Gun on Sep 17, 2017
Mature

Most eighteen year olds have summer jobs, and I am no exception. I needed to make some money to pay for a car, so I decided to begin working at a local trucking company, assisting in the warehouse. The job description in the newspaper said that they were looking for "a strong, focused worker willing to assist in various warehouse tasks". In layman's terms, I...

Pauline, My First Time

by skelly1971 on Sep 11, 2017
Mature

Pauline was a close friend of my boss. I was working part time in a fast food restaurant to make money for college when my boss introduced me to Pauline. She was about 38 well rounded, not much to look at but a pair of tits you could spend days playing with. She was quite plump and about 5ft 6inch tall but she was fun to be with. Pauline had just left her h...