Boss Cuckold Stories

46,022 results
Orientation
Length
Source
Infinite Scroll

Flesh & Blood

by LadyTabitha on Sep 16, 2017
NonHuman

It started off as a joke. Just a guy's night out, four lonely programmers moaning over how long it'd been since any of us had gotten laid. I think I made a comment about one of the women nearby at the bar, and after a moment of all of us silently drinking in her beauty, someone else snickered about her looking too "high-maintenance." Then the inevitable co...

I Come Alive In This Place Where I Once Died

by cowboy109 on Aug 19, 2017
Erotic Couplings

NEPTUNE NET Rough, old, dark wood enclosed the bar. Tiny, golden sun rays of the gleaming California summer poked through to light up the dark place barely. Heavy, hard wood chairs and solid tables lined the wall. A pool table was in the center. Faded photos of leather motorcycle gangs were framed on the wall. A lazy ceiling fan swung barely and silently to...

One Way to Stay Out of Jail

by RC_of_Doom on Sep 13, 2017
Non-Erotic

This is a story starring one of my other characters: Sean A.P. Ryan. He's appeared in other stories: "Boys of the Old Brigade," "The Pirate King," "God Hates ..... Superman?" and he made an cameo in "O Little Town of Bethlehem." The question I wanted to ask was simple: How does a nutcase like this get people to work with him? * The (relatively) Recent Pas...

Encounters with John Wayne Ch. 21

by surober1 on Sep 14, 2017
Celebrities & Fan Fiction

John Wayne woke up with his head still lying on a pillow between Diana Maitland's thighs on the couch in the main room of his friend's beach house, a dying fire still smoldering in the fireplace. He carefully removed his arms from around Diana's hips and leveraged his torso up and moved to sit on the couch facing her, and just stared at her...she was so beau...

Homecoming? Ch. 01

by QuantumMechanic on Sep 16, 2017
BDSM

Author's Note: Many readers of Breakdown, on this and other sites, have expressed a wish to see more stories involving Galen Cuvier and his ladies. As a result of their encouragement, I've begun a new story, a sequel, if you will. This is the first chapter of that story. Chapter One Helen was busily cleaning her oven when she heard sounds of movement comi...

The Trouble with Snow Days

by Barnaby on Sep 13, 2017
Erotic Couplings

When Kara Daniels was growing up, she would pray every winter for a blinding blizzard that would dump a whole mountain of snow on the entire town and make them cancel school. That way she could stay home and do whatever SHE wanted to do for a change instead of what her parents, her teachers and everyone else wanted her to do. Sometimes the snowfall would be...

Pleasure in the Pillory Ch. 01

by adoration on Sep 17, 2017
BDSM

It was an advertisement which changed my life. It sent me on an upwards spiral of pain and pleasure from which I never wish to descend. Allow me to introduce myself. My name is Penelope Paulizter, and my parents had a thing about alliteration. Of course, if I had been the marrying kind that could have been ruined unless I had I married someone named Parker,...

Ofelia Ch. 02 Pt. 01-03

by CervanServidor on Sep 16, 2017
Novels and Novellas

i. The next day was Friday, and it was payday. Ofelia was at her machine when her boss paid his first visit to his new "teacher's pet", as Beatriz and some of the other ladies were calling Ofelia. This time instead of chatting with her over the noisy machines he just tapped her on the shoulder. She turned and smiled pleasantly. "Come with me a minute." Da...

The Succubae Seduction Ch. 21

by DBs_Bro on Mar 13, 2019
Sci-Fi & Fantasy

Surprising allies come forth to help, as Lyden's control slowly begins to erode. Muramasa is meticulously taking over Lyden's willpower, turning his emotions and manipulating his thoughts against those that would aid him. Time draws near for Lyden and company to return to the Shadow World, but will it be a path of stone, or a path of blood? = = = = = = = =...

Bound under Her Boss's Desk Ch. 06

by meenymo on May 11, 2020
BDSM

After Dahlia's admission Jackson didn't mess around. Using her ponytail he dragged her round behind the desk making her crawl along beside him on her knees all while she was whimpering and protesting at him. Despite her admission that she wanted it, it didn't stop her being resistant to him and what was going on. She wanted it, at the core of it all she want...