Boss Cuckold Stories

46,022 results
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So You Want to be a Cuckold...

by WorshipTheDivineGoddess on Jul 4, 2018
How To

A note to perplexed wives: If you've found this story in your husband's browsing history, congratulations! You hit the jackpot --you have yourself a cuck husband! Please keep an open mind and remember that he wants to see YOUR sexual liberation. If you choose to get into this, YOU should be the one in control. If he's a true cuck, he'll accept that and let...

Barbara's Cuckold Story Ch. 06

by HOTMOM_BARB on Sep 12, 2017
Interracial Love

This is a true story by a drop-dead gorgeous mid-thirties housewife (so I've been told) who has been proudly black owned for the past three years. Many of the details may not be as graphic as you would like, but I am putting this together from three years of memories. * Carla was a very beautiful 5'9" 38, year old blond woman, very busty with full curves a...

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...

Lockdown Escapade of My Wife Pt. 02

by bizarre_m on Oct 5, 2020
Anal

(There is a saying that once a tiger gets the taste of blood, it craves more for the same. This happened to our milkman, Chiranjiv, who was tempted by my 48 years old horny wife, Limi. In all probability, the same craving was in Limi too. Those who have read the Part -I of this series know the details. It was on the night of 23rd April when Limi tempted a ma...

Webcam Cuck

by Fantasyman95 on Jul 27, 2020
Fetish

Two years ago I met a beautiful woman named Vanessa, we fell in love and shortly begun dating. Our relationship was very ideal, lots of cute romantic dates, nights staring at the stars, and so much more. The only thing we haven't done is going to third base or any further than that. You may ask me, Neil, why would you date a woman for two years but not have...

A Cuckold's Journey Pt. 01

by yukonnights on Nov 20, 2018
Fetish

INTRODUCTION: I wrote this story at the request of a Literotica member who wishes to remain anonymous. I agreed because this is a story about cuckolding that is founded on a couple who truly love one another and a dominant man who is educated and caring of his sub couple. For lack of a better description, I'll call it a loving cuckold tale... In this partic...

Acts of Infidelity - John and Kate

by JennyGently on Sep 18, 2018
Loving Wives

I don't normally do requests though I am often asked to do so. As a female author, I also receive a lot of messages which appear to be nothing but fantasies but when 'John' first wrote and began telling me about a brief but important period in his marriage, from the very beginning there was a real ring of truth about his story. John wrote in a pleasing,...

My Wife - A Black Gang Toy Ch. 05

by Writer6324 on Dec 23, 2019
Interracial Love

It was Thursday evening a few days later when the doorbell rang. I looked outside and I could see a young black man whom I recognized as one of the gang members. I opened the door and he asked to come in saying that he had a message from the Boss. I asked what the message was and he said that he was supposed to deliver it to my wife and I together. After in...

Office Cuckold

by Cuckjosht on Sep 12, 2017
Interracial Love

Emma had just started in our office. She was the assistant for an executive, sharing his office, filing his paper, and doing other odds and ends. My office was next to his large corner office, so I was able to see Emma often as she walked past carrying a file or an envelope to be mailed off. Fresh out of high school, Emma was getting some experience in the...

Awakenings Ch. 20

by Goodhusband on Sep 18, 2017
Loving Wives

This story is the twentieth episode in a series entitled "Awakenings". If you have not read the previous nineteen episodes of this series, I encourage you do so before beginning this chapter. I remind you again that I write cuckold stories. While I try to make them loving cuckold stories, they do depict an alternative life style. If you're offended or upset...