Boss Cuckold Stories

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My Poor Suffering Cuckold Pt. 01

by boobygirlie on Sep 14, 2020
Fetish

Sunday morning and I'm doing my chores while my lovely boob mistress rests in bed after a good night at the disco with her friends. I bring her the breakfast in bed. "Oh good morning honey, thank you! You are so sweet my cuckold!" "It's a pleasure for me to serve you boob mistress." "I know pet! Oh I had such a wonderful night yesterday! That see throug...

Office Cuckold Ch. 02

by Cuckjosht on Sep 12, 2017
Fetish

The next morning was terrifying. I came to work wearing dark slacks, just in case. I didn't see Marcus or Emma all morning. Until Emma came into my office. She was wearing a dark jacket with a lacy top underneath. She had a short skirt that matched the jacket, just barely long enough to be considered 'professional.' It was obvious she wasn't wearing a bra...

A Cuckold's Diary Ch. 00

by Paul Pines on Nov 6, 2018
Loving Wives

"Prologue: How it Began" The events described here happened in the 1970s. Before smart phones. Before the Internet. Hell, before Penthouse Letters. Which means that what I was (a cuckold) and what I am 40+ years later (still a cuckold) were not things I heard about and got curious; apparently they sprang of their own accord from my fertile and fevered littl...

My Life as a Cuckold

by CuckoldGuy on Sep 16, 2017
Reviews & Essays

A True Story After the first year of marriage, my wife began an affair with her manager. He was the first of many men over the years. Some of them I knew about and I may have even encouraged them but most were done behind my back, in secret. Because she has these secrets, not a day goes by that it doesn't play on my mind. One day in my angst, I typed the wo...

My Indian Slut Wife Vidya Ch. 08

by spankedboy on Sep 23, 2019
Loving Wives

Mr. Sarun visits us and stays for a week, enjoying my wife's hospitality. – Rajesh Author's note: This is a story of a cheating wife, of adultery, of cuckoldry and small penis humiliation. If that is not your thing, skip this story. And remember while adultery can be a great source of enjoyment in fantasy and erotica, in real life it damages souls and dest...

Office Cuckold Ch. 04

by Cuckjosht on Sep 17, 2017
Loving Wives

I followed Marcus' orders the next day, forgoing breakfast and not bothering to pack a lunch. As I walked in, I got some strange looks from my co-workers, but I just blushed and kept walking. The note on my desk told me to come to Marcus' office as soon as I came in. As I opened the door, Ashley's moans and whispers were loud. With a glare from Marcus, I i...

The Boss Pt. 02

by SammySS on Sep 28, 2020
Anal

Boss pulled his cum covered cock out of my ass, my legs still shaking from his hard pounding. "Go get something to clean me up," he snapped. "Hey, your husband always carries a handkerchief with him doesn't he? Go get that from him," he said. A mean, wicked look in his eye. "Yes sir," I responded, my ass still over full with his cum, as it trickled down t...

The Sexy Cuckold Couple Pt. 01

by cuckcpl4play on Sep 26, 2017
Fetish

First Encounter part 1 The first encounter arose in a very interesting way. My gorgeous wife, Jen and I were at my holiday work party when she whispered in my ear that she found my boss and the CEO of our company incredibly attractive and that he might be the one. I had seen them speaking earlier and knew that he would find Jen attractive. She had been by t...

Your Hot Co-worker

by olly on Feb 22, 2020
Erotic Couplings

You found Samantha Palmer attractive from the moment she first walked into your office to apply for the Social Media Manager at Google, but your obsession with her grew over time. She came into the interview as a woman who knows she's attractive - wearing a skirt long enough to not be slutty, but short enough to show off her fine pale white legs. You like hi...

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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...