Cuckold Boss Stories

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Handjob Ch. 01

by CuckoldGuy on Sep 12, 2017
Toys & Masturbation

The events described in this essay are true from my own life experiences. The characters are eighteen years of age or older and only their names have been changed. * When my wife was in her last year of high school, she and a fellow classmate were trying to gain membership into the National Honor Society which they did accomplish at the end of the year. T...

My Wife's Boss the Cuckold

by retiredbutactive on Sep 17, 2017
Loving Wives

I watched her regularly throughout the evening. Once, while I was staring at her, she slowly turned and looked directly at me, a smile on her lips. Another time, when I saw her, she was gazing at me with the same sensual smile. She looking especially lovely in a shimmering black sleeveless cocktail dress with a sexy low cut V-neckline and mini hemline. Her...

My Wife Now Loves Big Dicks Pt. 02

by dudeindallas on Sep 15, 2017
Loving Wives

Okay so how do you go about finding somebody with a big dick to fuck your wife? Not the sort of question you can just go up and ask someone - Say do you have a big dick and would you like to fuck my wife? So I started online just like I did with the dildo. It took some digging and reading too many message boards to finally get a line on private sites dedica...

Andrew and the Japanese Wife Pt. 02

by AndrewStories on Jul 1, 2019
Interracial Love

The limousine was slowly moving along the streets of Tokyo. In the back he reached over to the pretty asian girl sitting next to him pinching her left nipple making her gasp and moan. Her name was Sharon and for the last few weeks that Andrew had lived in Sharon's home they had come to a silent understanding that he enjoyed humiliating her and she loved to...

Three Loving Wives

by donaldelliott11 on Mar 2, 2020
Loving Wives

This story contains three loving wives. I counted them. *** "I don't know why you haven't been able to seal the deal with Nancy," Peter Johnson said to his best friend. "She just doesn't seem interested in fucking me," Michael Dodson replied. "I'm like stuck on your wife's friend list." They were sunbathing next to the Johnsons' pool, naked, as they did...

Six Degrees of Domination Ch. 02

by LadyMaleficent on Dec 10, 2018
BDSM

Six Degrees of Domination 02: I enjoy my Sexual Freedom by Lady Maleficent My sexual freedom I'd only ever had sex with three men before I met Edward; those were my first crush, my ex-husband and a brief affair. But including Edward I've now slept with nine. I don't envisage my number rising at that rate in future! My freedom to have sex with other people...

My Former Bully Turned Big Black Boss Bullies My Girlfriend

by MrPornWriter on Mar 28, 2025
Interracial

My Former Bully Turned Big Black Boss Bullies My Girlfriend A Cuckold Story Synopsis After learning you were fired by your past Bully-turned-Boss, your Girlfriend goes over to his place to win your job back. You get an email a few hours later. From your Boss. Showing your Girlfriend on his couch... Chapter 1: Introduct......

Prescription Cuckold

by cuckytoher on Jul 11, 2018
Fetish

My wife Stephanie and her boss Frank's affair was now out in the open. Frank is a doctor and my wife runs the office for him. I work for her father in his janitorial service. As I wrote in a previous story, I was out of town while Frank and Stephanie made their affair known to me. They let me know I was to be their cuckold upon returning. I was heartbroken b...

Her Boss Gets Some Dicktation

by easyballs on Sep 12, 2017
Loving Wives

N.B. This story has a wife sharing / cuckold theme if you DON'T like these types of stories then do not read it. I am open to suggestions or constructive criticism by other authors. I find far too many who haven't tried to write are more scathing with their comments than those who have written so if it's not constructive or just plain nasty keep them to your...

Cuckold Joe & Bunny Bone Pt. 06

by Chance005 on Sep 1, 2017
Humor & Satire

Chapter 6: Dashing Derek Bunny met Dashing Derek in a hotel bar. He was tall and dark and amazingly handsome, soft spoken and polite, but you could tell just by looking at him that he had a mean-streak. Bunny was intrigued. - Actually, she was drunk and bored to tears. Greg's Gym was on a bullshit weekend team-building seminar at the hotel, and she found i...