Boss Cuckold Stories

46,022 results
Orientation
Length
Source
Infinite Scroll

Karen and Mark

by valeriahart on Sep 19, 2017
Loving Wives

I was nervous. Karen, my wife of eleven years, had told me to meet her at the Tumbleweed Inn at 3:00. I knew that the bar would be pretty much empty at that hour, and whatever it was she had to tell me would have little to do with partying with her. I didn't know how right I was. The TI was where she and I had met thirteen years before. I had a bad feeling...

Beth's Shin, Socks, Feet Domination Ch. 05

by milfleglover on Sep 16, 2017
Mature

This is the continuing story of Beth Sands, a sexy company president, and her domination of Michael, a young employee she'd enslaved with her sexy calves, socks and feet. It's helpful to have read the prior stories but that's the nutshell summary. This chapter contains more of the same - female domination of a male, with enforced cum-eating and oral slavery...

The Sexy Cuckold Couple Pt. 06

by cuckcpl4play on Sep 19, 2017
Loving Wives

My New Life at Work...First Week Continues Part 6 I arrived home that evening (Monday) and felt exhausted by the roller coaster ride we had experienced over such a brief period of time. It brought me great comfort that Master must have some good intuition as allowing me to get home and be in my wife's arms, his slut's arms, tonight was truly needed. Also, o...

My Indian Slut Wife Vidya Ch. 03

by spankedboy on Sep 26, 2017
Loving Wives

My wife Vidya and I discuss her taking on other lovers Author's note: While adultery can be a great source of enjoyment in fantasy and erotica, in real life it damages souls and destroys marriages. Please treat the following story as a fiction and fantasy piece only. It is written to deliver pleasure, and has no other purpose. - Tarek Zia ***** My moth...

Mr. Dithers goes after Blondie

by slord on Oct 26, 2008
Cheating Spouses

Mr. Dithers watched his hidden camera inside the Bumstead home. He never did like Dagwood, but he kept him around because of his amazing blonde wife. Julius Dithers believed that Dagwood didn't deserve her. He would make it his mission to bed her and breed the young wife. After all, he had no heirs with his fat wife to leave his empire. A young woman would d...

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The Two-Month Break Clause

by TheBiGuy on Mar 12, 2019
Loving Wives

This is my first story, please be kind. Everyone in the story is over 18 years of age. ***** I've been married to my wife for nearly a decade. We're very happily married and have a wonderful family. I had been married before and have children from the previous marriage. My current wife, Natalie, is a beautiful woman in her early 30's with auburn hair, hig...

Cathleen Encouraged Ch. 04

by nocluescooby on Sep 12, 2017
Loving Wives

This is an installment of an ongoing story. To understand the context it would be helpful to read the previous installments. * Cathy had been sexual with Randy, her new lover, for a solid month. She had become very open about their sex life with me. She had decided not to make him wear condoms (she used the Pill), and enjoyed coming home from her dates san...

Jimmy Cuck Ch. 02

by jimmycuck on Sep 17, 2017
Fetish

Flashback: I've always wondered where and how my cuckold fetish stemmed from; even though I've known I was a sexual submissive the cuckold fetish has been new desire. After some self-examination I believe I can pin point two distinct experiences where even though I didn't realize it at the time may have influenced me. The first was during my time as a soph...

Dear, We Have to Talk Ch. 08

by dr13bone on Sep 25, 2017
Interracial Love

My wife, Mindy, had discovered my stash of cuckold porn on my computer, rather than getting angry she instead decided to explore my fantasies that became her own. She became over time more and more liberated, sexier, hotter, even getting the breast implants she had wanted for so long. Meanwhile she had pushed me into the role of cuckold with the assistance...

Handjob Ch. 08

by CuckoldGuy on Sep 15, 2017
Loving Wives

When I was engaged to be married, my mother told me that no one wants a single girl but once she becomes a married woman then she becomes very desirable. All of the men want a woman who is experienced and safe. By safe I mean if a single girl becomes pregnant then it's the man's problem but if a married woman becomes pregnant, it's her problem and the man...