Husband's Boss Stories

62,694 results
Orientation
Length
Source
Infinite Scroll

Home Office Intercourse

by MeganOckers on Jun 9, 2020
Humor & Satire

If you've read this writer's 'Pirate Sex for Beginners' and 'Ticket to Ride' you'll already know where I'm coming from. But if you're sniggering at that remark, shame on you! I know this is being published under 'Humor and Satire' but this is just the introduction. I'll let you know when I've started with the H & S. For those of you who haven't read them,...

Who's Your Daddy Bitch

by DickThePimp on Sep 24, 2019
Celebrities & Fan Fiction

Belching and farting as I wake up, sitting on the side of the damn bed. Another bitch laying beside me. A neighbor's 18 year old daughter. She wants to be a damn stripper at my club, so I fucked her. No reason to... I just wanted to fuck the slut. I grab a beer off the nightstand and down it... Belch again. My damn head is killing me. Too much coke and beer...

Holly Daise and 12 Dates of Holiday

by rubrica on Jan 21, 2020
Novels and Novellas

On the first date: Holly Daise was always a determined hard-working woman who rarely found the time to date. She was the secretary for a top CEO, so work was her life. Her life was not dull but her boss this year realized she needed personal time off. Since, Holly rarely took time for herself her boss realized this year Holly was getting the full-on vacatio...

Unexpected Extraordinary Work Day

by Waiting4UNCO on Dec 2, 2019
Erotic Couplings

For you, it starts out like any other ordinary work day. You have no idea that I have plans to make this one of the most memorable days in your life. I arrive at your workplace and find a place to park. I choose a spot where there is no possible way for you to know that I am here. I have a general idea where your office is located, so I stroll nonchalantly...

Infidelity Anonymous 01: To Begin

by Just_Words on Dec 2, 2019
Non-Erotic

Be warned: there is no explicit sex in this story. This is not about BTB or RAAC. As a potentially interesting exploration in storytelling, I am writing a series of stories about a fictitious organization designed along the lines of Alcoholics Anonymous where both people who have cheated on their spouses and the spouses they cheated on can both find support...

Executive Getaway

by sissyboi46979 on Oct 26, 2020
Transgender & Crossdressers

My name is Jim and I have always considered myself as a straight guy that was only interested in women. That being said, I am also very dedicated to my work and that doesn't leave much time for dating. There have been many lonely nights spent with internet porn and masturbation. This has been my life for the last several years and I am very satisfied with th...

Working (Girl) from Home Pt. 02

by meowjennie on Oct 13, 2020
Transgender & Crossdressers

A few hours ago, I couldn't have imagined that my penchant for girly clothing would put me in a situation where I would be fucked by my boss over a desk while dressed to the nines like a slutty secretary—replete with a skin-tight pencil skirt, towering Louboutins, and dramatic makeup—and then, with his cum still trickling out of my ass, coerced by my ex-line...

Summer of Slut: MILF Challenge

by silkstockingslover on Sep 26, 2017
Illustrated

"Summer of Slut": MILF Challenge SUMMARY: 4 MILF's decide to see who is the biggest slut over July long weekend. CREDIT & THANKS: A super special thanks to legendary artist Rebecca (of the Housewives at Play series and many more) for giving me permission to use a few of her plethora of illustrations for this story. We collaborated in 2014 on Straight H...

Compromised

by HorribleHenry on Jul 6, 2020
Transgender & Crossdressers

STORY OUTLINE/SYNOPSIS On holiday in Jamaica Sandy Armstrong's eyes lingered too long on three feminine items in a display window. By biometric means he was singled out as a possible sissy or the like, and the information sold to an international organisation. Sandy receives a surprise visitor at his flat in London, a shemale, who seduces him and he eventu...

Manipulating Jenny Ch. 09

by BeamMeUp on Sep 26, 2017
Exhibitionist & Voyeur

Jenny, the precocious 18 year-old office secretary with the Playboy centrefold body, confuses her very high libido with nymphomania and makes a visit to a wily mature sex therapist for an expert opinion. But the erotic outcome only adds more spice to her adventurous life as a prick teaser. This week the teenage sex bomb's life started with a real bang when...