Old Boss Stories

188,080 results
Orientation
Length
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Infinite Scroll

E-PAR Contracts: Charlotte

by Cumbucketpissslut on Nov 18, 2019
Fetish

This story is for ADULT AUDIENCES ONLY. It contains substantial sexually explicit scenes with multiple partners and graphic language which may be considered offensive by some (probably most) readers. All sexual activity in this work is between characters are 18 years of age or older. Themes: contractual sexual slavery, piss drinking, gangbang, restrained,...

A Transsexual in Bollywood Ch. 01

by Jenish_s on Sep 17, 2017
Celebrities & Fan Fiction

"I'll need you to pick up a new girl from the airport tomorrow." "As you say, boss. Domestic or international?" "International. She will be coming in from Bangkok. Photo dekh lo (see the photo)." I leaned over and took a look at the photo he was showing me on his phone screen. It showed a lovely girl with olive skin and shiny black hair wearing a denim t...

The Suitcase Ch. 01

by SissyGeorgina on Sep 19, 2017
Transsexuals & Crossdressers

Enjoy the story, more to come, as soon as I'm able. It all started when I was 25. After graduating with a 2:2 degree in English from Plymouth University, I'd moved to London and gotten a job as a journalist for the Evening Standard. The pay wasn't great, and I was making next to nothing after paying off my rent, travel and living costs. I certainly didn't...

House Mating

by diaperslut on Sep 26, 2017
BDSM

My name is Kate. I'm an white-furred anthropomorphic wolf, whatever that is. I'm 24, 5'6. I have B-cup breasts and I love to run and jog to keep the weight off. Recently, however, my life has gotten a bit nuts. I've just moved to a new house and I've been meaning to unpack, but I just got a new position at my job at a tech company and haven't had much time....

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The Furies

by Colleen Thomas on Sep 25, 2017
Novels and Novellas

In the quiet, backwater system of Halderon IV, the old war horse had been put to pasture. She floated majestically in geostationary orbit over the gas giant that star maps called HV-16 and the locals called Lesvous. A bevy of smaller ships darted around the system, all of them hopelessly obsolete by modern standards, consigned to system defense duty and anti...

The Boss Gets Her... Ch. 03

by BigJohnHankins on Sep 15, 2017
Mature

Hello readers. This is the final episode of my “fling” with Rachael, one of the partners at my law firm. Please read both chapters of “The Boss Gets Her Big Ass Banged” for perspective. You had to be there to really picture this scene; but I’ll try my best to give you the visual. Rachael’s brand new black Mercedes is parked on the bottom floor of our law f...

Reconnecting with Rene

by dpingjessie on Sep 25, 2017
Mature

More than a year ago, I posted a story that shared a fantasy of mine that I had otherwise kept to myself for the past few years, namely, fucking my older female boss over her own desk at work. While I found the woman, Rene, anything but sexually attractive when she first hired me (if for no other reason because she was in her early 50s and I in my mid 20s),...

A Master of the Night

by Samuelx on Sep 16, 2017
Sci-Fi & Fantasy

My name is Amy Richards. I'm a regular girl, or at least I'd like to think so. Actually, that's a lie. I'm a total tomboy. Always had been. I'm around five-foot-four, with milky white skin, pale gray eyes and short black hair. I am the sort of girl who loves comic books, action movies and adores football. Yeah, I know. You don't meet too many like me. Let me...

A Date with My Ex-Boss

by sxgrl69 on Sep 12, 2017
Erotic Couplings

I had not seen my ex boss for over 6 years, not since I worked under him (and I mean literally under him). We have stayed in touch with the occasional text message or call just to say hello. He texted as usual, asking how I was and I answered good as always, but in the back of my head I was going over some of the good times we had before. I was smiling as we...

CEI Office Coffee!

by depositdutchess on Nov 22, 2017
BDSM

Jack was always late for work. He hated his Boss, the Big Bitch as he liked to call her, with big tits who wore tight pencil skirts. She always got what she wanted, especially from Jack, an average loser working a full time office job and catering to her needs all day. Jack knew if he was late again he was fucked. He usually stopped at Starbucks to get them...