Cuckold Best Friend Stories

240,933 results
Orientation
Length
Source
Infinite Scroll

Sissy Cuckolded by Girlfriend Ch. 01

by SaraRurik on Sep 16, 2017
Transsexuals & Crossdressers

My name is Josh and I'm a 19 year old white guy with a beautiful girlfriend. Her name is Angel and she is the best thing that has ever happened to me. I love her with a passion and intensity that is hard to describe, she is everything a man could ever ask for and more. She is caring, sexy, understanding, kind, intelligent, and totally a bad bitch. We have...

An Open Letter to My Goddess

by minicockboy on Sep 16, 2017
Letters & Transcripts

This is an open letter containing what I really want to say to my girlfriend, but can never quite find the courage to do so. Here though, I imagine what I might say if I were to send such a letter, and will follow this with what might happen as a result of the letter, in future chapters. ---- To my beautiful girlfriend, You are the most beautiful, gorgeou...

Cuckold Birthday Present More Equal

by awyldside on Nov 16, 2020
Loving Wives

When I first read the story Cuckold Birthday Present by upswing, the original found here. I was totally into the story and got turned on. Then I read the part where Marla tries to eat her cake and have it too. She tries to get a double bonus of a car and her way with her husband Dave. I didn't care for that and came up with an alternative story ending. I t...

Awakenings Ch. 10

by Goodhusband on Sep 18, 2017
Loving Wives

This story is the tenth episode in a series entitled "Awakenings". If you have not read the previous nine 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 by stor...

A Pro-Wrestling Cuckold Ch. 02

by longhairedcuck on Jun 12, 2019
Loving Wives

Hey y'all, so I didn't add any introduction in my last story but I felt it prudent to add a couple of pointers here. I'm new here, to this site, a pro-wrestling fan , and the intersection of cuckolding and pro-wrestling has always turned me on. This story is about a loving couple, who get introduced to this kink and eventually become a dominant hotwife-cucko...

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...

Slut Wife - One Woman's Guide Pt. 02

by policywank on Sep 17, 2017
Loving Wives

Cuckold is a word that seems to have many definitions and illicit a lot of emotion. I think that at its root it simply means a man whose wife has sex with other men. Why the wife has sex with other men, how the husband feels about it, the nature of the marital sex life, the nature of her relationship with other men, the husband's sexual adequacy, the assumpt...

Wimpass Sub Ch. 01

by RipRespon on Sep 12, 2017
Loving Wives

I woke up horribly hung over and mortified by what happened the night before at my friend's bachelor party. Our group of about 20 guys were traveling in a party bus, bar and strip club hopping, drinking heavily, and doing lines of coke. At the fifth bar everyone was pretty fucked up when we ran into my wife, Alicia, and some of her girlfriends. Unbeknown to...

The Happy Cuckold Ch. 02

by 62_goo on Sep 16, 2017
Transsexuals & Crossdressers

My beautiful wife Danielle has a new boyfriend. His name is Jason. Jason has a really big cock. He also likes me to watch them together. I get to watch her satisfied and then I get to clean them up afterwards. It's a perfect arrangement. I get to dress up in my prettiest lingerie and watch my wife get a good screwing. Then I get to taste the results of thei...

Black Cuckold Academy

by Samuelx on Apr 9, 2019
Interracial Love

"Black cuckolding is definitely a growing trend," Twyla Jackson said to herself, after reading some truly freaky stories online. The six-foot-tall, curvaceous young Black woman got up from her chair and went to look out the window. The suburb of Kanata, Ontario, sprawled before her, and Twyla allowed herself a smile. Things are getting interesting, Twyla tho...