The Boss Stories

360,020 results
Orientation
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Infinite Scroll

My Wife, the Party Treat

by Borero on Sep 17, 2017
Loving Wives

My wife and I were not sexually precocious. The first time we kissed anyone was at the senior prom, when it was part of the ceremony. We kissed each other. When we attended the same university we occasionally dated other people. Usually we dated each other. We did not make love, because my wife wanted to save her virginity for her wedding night. That was f...

My Boss Invites Me to His Basement

by CuckFantasy69 on Sep 23, 2019
BDSM

"Lose the clothes and cuff your hands behind your back." Was the moment I realised that my boss had this all planned out. "Wha...what are you going to do?" I was too deep to pull back now. I was ready for anything he told me to do. "Trust me. The ten grand bonus and that raise you have been working so hard for are right around the corner." I was so desper...

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...

Jena's Story: A BBW Story Ch. 02

by FlowerOfCuriosity on Sep 12, 2017
Group Sex

When last we left Jena, she was on her knees in front of her boss without a shirt or a bra. Pondering how she got into the mess she's into now; stuck not only sucking her boss' cock, but now having to do so in front of the boss' wife. This is what she gets for being a horny little slut she thought to herself. Just as Jena was going to start her manipulatio...

The Incriminating Dots Pt. 02: Seduction

by Cuckoldjim on Sep 17, 2017
Loving Wives

That one pillow talk and "hypothetical" conversation with her husband had not prepared Jill for the reality of her first seduction. As she watched her boss' dark hands slide the keycard into the lock on their hotel suite, she was tempted to flee. Jill had been dismayed when her boss informed her that he had changed their reservation from adjoining rooms to...

Secretaries Club Ch. 02: Trixie

by Liver96 on May 11, 2020
Transgender & Crossdressers

Second chapter of my new series. I had so many ideas at the moment I don't know which one I can start writing, but I guess somehow that's my curse. Maybe a walk with my invisible puppy should clear my thoughts *wink*. Thanks to my good friend Thanos for the help and yes, the fourth satire about the Stones will be about Mind Stone, but I forgot who could be a...

Last Try

by CopperSkink on Apr 25, 2018
Erotic Couplings

A word of warning: This story isn't meant to stand on its own, using characters that have quite a bit of history in my continuous private universe. In the late spring of the year 2088, somewhere between Rotterdale, NC and Springfield, OH, "Fuck that shit." Tristan has been known for better trains of thought in his life. This one time he stopped doubting...

Kinky Boss Pt. 01: A Finger In...

by freeman64 on Sep 13, 2017
Fetish

An insurance firm had advertised for a man to take care of 20 odd computers, running anti-virus stuff and programming them and taking care of individual needs of staff and what not. And there he was, thinking while waiting to meet the boss' secretary. He remembered his previous slim pay and how he struggled to pay the rent. Right now he needed a laptop, new...

Phantom Menace Between the Scenes 4

by philsogood69 on Sep 26, 2017
Celebrities & Fan Fiction

Disclaimer: This story is based on characters and situations created and owned by George Lucas and Lucasfilm, Ltd. No money is being made and no infringement is intended. Gungan Diplomacy The Gunguns had gathered in the swamp. Boss Nass stood on a tree as Queen Amidala, Jar Jar, Anakin, Qui-Gon, Obi-Wan and the rest of the Queen’s party approached. He thou...

Nicole's Sexy Adventures

by Linda_Laine on Sep 13, 2017
Fetish

It was Monday morning and I knew I blew it. My presentation for the new marketing campaign was not good enough and I knew my boss wouldn't like it. What's worse, I knew there was nothing to be done now, as our clients were already in the meeting room and the meeting was about to begin. This was too much for me to handle. I was only twenty-one and had only be...