Caught By My Boss Stories

355,706 results
Orientation
Length
Source
Infinite Scroll

Elizabeth's Revenge

by Tobinx on May 12, 2020
Group Sex

CHAPTER 1 Elizabeth's perfect complexion coloured to a disquieting red hue as she perused her Facebook page, her elbows resting on the café table. There he was -- Raul, her ex-boyfriend, whom she had followed across the country -- on the beach in front of a perfect turquoise sea, with a nubile, bikini-clad girl on either side of him, an arm wrapped around...

The Second Time Around

by DG Hear on Sep 13, 2017
Romance

Thanks to LadyCibelle and Techsan for their editing of this story. They are the best. I knocked on the door and it was opened up by a woman who was a little overweight, but had the most beautiful face I have ever seen on a woman. Dark green eyes, and dimples when she smiled. Brunette hair down to her shoulders in big curls. My sister, Cheri, fixed me up wi...

Coffee?

by TallOldMan on Sep 17, 2017
Mature

The conversation with his physician was just the kick in the butt that he needed. Brian James was 59 years old, recently widowed and lost. His marriage of 33 years was a good one. He and Laura enjoyed a loving relationship and a healthy sex life. At times they were adventurous, but never what one would call "kinky". They enjoyed "Viagra-free" sex until two y...

Delaware Ch. 02

by Winterfrog on Sep 15, 2017
Loving Wives

Many thanks to techsan for editing this story. * As you remember from the previous part of this story, I - Fredrick Ohlson, 'The Moose´ among my friends - was visiting an old friend and customer, Michael Norrlin, for both social and business reasons when he said, "Do you know that Ronny Hedman has joined that theater gang and he says he has been flirting w...

The Enforcer Ch. 15

by OmegaZone on Sep 15, 2017
Non-Erotic

We were headed towards the compound, chatting about the day’s events. Mandy was walking with me, nestling her cheek into my side. I was happy to see her again, and felt lucky that I had been the one to take her virginity. I was happy just being surrounded by all these lovely women. As we drew closer and closer to Max’s house the noise level gradually increas...

The Road to EGOT Season 02 Pt. 16

by ManUnited1086 on Sep 18, 2017
Celebrities & Fan Fiction

Sorry for the long wait, had some technical difficulties. Enjoy! *************** "Focus Duncan!" Gary told me for what felt like the thousandth time. "Keep both eyes open, and don't fight the recoil." I tried to follow the directions he was giving me. It was no use. I pulled the trigger, feeling the heavy pistol power through my hands. I rolled my head in...

One in Ten Ch. 03

by FinalStand on Sep 25, 2017
Sci-Fi & Fantasy

*Thanks to PokingFun for her editing expertise* *No true sex again in this part, but there is close contact* *There are three horrible events in this section; a suicide, a murder/suicide at a daycare, and our protagonist gets fisted as part of a police intimidation tactic. I do not feel they are gratuitous. They feed into the dark desperation of the story'...

Paying Her Way

by MaxwellSpanx on Sep 16, 2017
Loving Wives

Chapter one Deena's Story The thing about anal sex is cleaning up afterwards. No matter how long I soak in the bath, or stand in the shower shooting hot water up between my legs, the cum just keeps on seeping out. Even the day after, when sat in a lecture, I can feel that horrible leaking sensation. I mean, every time I stand up I have to check my dress f...

How to Date a Superhero Ch. 02

by frozenhero1 on Sep 19, 2017
Sci-Fi & Fantasy

Gateway City, a vast metropolis, held many attractions for its citizens and visiting tourists both. Like many American cities it was a melting pot of culture catering to nearly any interest. People traveled to the city from all corners of the world to see its museums, art galleries, parks, theaters, and concert halls. The Keppler Building boasted the highest...

The Whore

by a1fiend on Sep 16, 2017
Anal

She tried so hard to resist him but he had a hold on her. He knew her and what she was. What she'd always been but tried to hide. To most she was a loving wife and devoted mother but he knew better. He hadn't been the first to discover what she was. He was just the latest one who'd taken advantage of it. Her step dad saw it when she was young. The older bo...