Boss Cuckold 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...

ED

by RetiredReprobate on Sep 14, 2017
Novels and Novellas

It's the same dream, as always. I come in the side door by the garage. The power's off, and the scene is lit by many candles. There are nine guys there plus Shelia, my wife. Everybody's naked and sweaty. She's on the pool table, and five of the guys are fucking her. One pounds into her, while she jacks off two, and she does oral sex with two more. Despite th...

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...

Don't Piss Off Lou

by SoCalOvid on Sep 14, 2017
Humor & Satire

There I was, sitting on a stool in the neighborhood bar crying my eyes out, figuratively at least, even if no actual tears were coming down. I knew I wasn't the first man to discover that his wife was cheating on him; I wasn't the only man whose wife was cheating on him, and I certainly wouldn't be the last man whose wife cheated on him. Knowing all of those...

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...

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...

Doppelgängaftagley

by fanfare on Sep 17, 2017
Loving Wives

************** When someone has an honest attitude, honestly, do you actually trust them? ************** This tasty young bird struts down to my end of the moderately crowded pub. A pageboy-cut brunette in a frilly blouse barely containing a double handful of knockers. Poured into a pair of Capris doing a bang up job of displaying the Golden Mean of her...

Cuckolded by Boss

by vyasya on Sep 13, 2017
Loving Wives

Cuckolded by Boss – Wife Has An Escalating Affair with His Boss I don't know how it all started but by the time I realized, it was too late. I am a 30-year-old blue-collar worker, working for a well-known Indian company. My wife is 26 years old. Both of us come from a typical, Indian, middle class family. We are a nuclear family, unlike other Indian famili...

The Boss's Wife Ch. 02

by durastyle on Sep 14, 2017
Loving Wives

I had the solitude of an entire weekend to contemplate what was the weirdest sexual experience of my life. Just what the fuck was that all about? It was strange enough that the boss from hell had invited me into his own home for the purposes of fucking his wife, but then when he gets cold feet over the idea she just stands over him and takes charge, virtuall...

Fantasy Fulfilled Ch. 04

by tantrik721 on Sep 12, 2017
Loving Wives

The story so far... Ravi and Kavita were a happily married couple for nineteen years and had a healthy sexual life filled with experimentation with various sexual activities / fantasies. One of the fantasies that Ravi harboured was to watch Kavita have a good time with some other man. It remained a fantasy for a long time and both of them have good sex whil...