Boss Stories

40,495 results
Orientation
Length
Source
Infinite Scroll

Christmas Surprise

by knickers999 on Sep 12, 2017
Loving Wives

Tonight was the night of the dreaded office Christmas party. The best thing about Christmas is getting away from the mugs at work for a few weeks, but for some reason society says we have to celebrate with them! But, I digress. I'm at my office Christmas party with my wife, and I figure the only upside of being here is that my wife might be a little tipsy an...

Tinker's Office Fuck

by bigmax9 on Sep 12, 2017
Erotic Couplings

Tinker had always been a good girl before she was married but now a couple of years down the road she was bored with married life and had started to fantasise about people other than her husband. Especially people who she worked with. One person was her boss and the other was one of her colleges Max. He was quite tall, just under six foot, had broad should...

Broken Date

by BackDoorRed on Dec 24, 2019
Toys & Masturbation

Edited by slutkimmi * "What!" Ann snapped in surprise. "Work late again?" "Yeah baby, I'm sorry. I know we had the night planned. I just can't help it!" Terry said knowing full well he just hadn't stood up to his hyperactive boss. "But Terry! This is the third time this month you've called to break our date!" she said in disappointment. Pressing the...

Mature Woman New Job for Family Ch. 03

by Marriedandneedingmore on Sep 19, 2017
Loving Wives

This story is the third part of my story about a mature married woman who has to become the family breadwinner after her husband has an accident. She becomes a Secretary for her Husband's Boss. Please read the previous chapters first as this will tell you the background to how we have got to here. If you're expecting loads of sex, it ain't happening yet!!...

Claire Stays Home Ch. 04

by cheerychattel on May 4, 2020
Loving Wives

Mark fucked Clair standing up in the hallway while she wore that. The hallway mirror was the largest in the condo and he wanted to see her face moan in pleasure, her tits bounce. And he wanted to see himself, just a little. He felt so good lately. He couldn't tell what it was. His work was going better than ever. He'd even gotten promoted in the last week, s...

Olivia's Revenge Ch. 02

by OliviaFantasy on Sep 13, 2017
Erotic Couplings

My first story, Olivia's Revenge, needed a sequel. People pointed out rightly, that the revenge hadn't happened yet by the end. And I think the characters had other parts of their story that needed to be told. This is the sequel (some of the details are based on an old conversation with an old friend when I first had this fantasy so they aren't easy to expla...

The Secret Of My Assistant

by Sporadicus83 on Sep 17, 2017
Mature

I had no idea... How little did I notice, or even comprehend if this could be true. Let me fill you in a little... before you all get confused. My name is David, David Borthwick. I am 43, and I am the Department Manager for quite a well known Networking Department, I won't go into which one. Work lately had become a slight strain on both me and on my marr...

The Conference: Strange Relationship

by ladyroxanne21 on Sep 14, 2017
Group Sex

This is the sequel to: https://www.literotica.com/s/the-conference-27 ***** "Here's that report you asked for, and I brought you some tea," Jayson informed me. I watched him set the tea down carefully on my desk, ensuring that it did not accidentally slosh. A moment passed as I browsed the report, but then I took a sip of the tea. It was almost perfect...

Spitting Images - The Boss Lady Pt. 01

by herbert123 on Jul 4, 2018
BDSM

Everyone was afraid of the office manager - she had a harsh tongue and many men in her department had been on the wrong side of her temper. Some may have fantasised that she could use that harsh tongue in a different way - around their stiff cock! It was no secret that all the men (and some women) in the company privately lusted after the boss lady. They wat...

Smita's Mistake

by madhav on Sep 26, 2017
BDSM

My phone rings. "Hello, Smita here.... Yes sir, I'll be in your office in two minutes." His voice sounds irritated, even slightly angry. I feel nervous as I tread the corridor to his office. It is unlike him. He is always so kind. He never criticizes me and he always understands if I am ill or late. He is the perfect boss and this job is easily the best I ha...