Cuckold Chastity Stories Stories

69,143 results
Orientation
Length
Source
Infinite Scroll

Cuckold Fantasies

by LogNTR on May 29, 2020
Cheating Spouses

Hello Readers, Just wanted to say that this 'introduction' chapter will be used as a guideline for random cuckold stories. You, as the reader, can always give me suggestions for ideas, new paths, and I'll try to implement them. My wild hotwife: Claire catches John masturbating cuckold porn, what happens next remains to be seen, or rather, to be read. Short s...

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March Madness Ch. 08

by jbirdman on Sep 13, 2017
Transsexuals & Crossdressers

This story is not intended for children and if you are not old enough to read sexually explicit material, go away. This story features some elements of female domination (femdom), teasing & denial, chastity training, mild bondage, creampies, cuckolding cross-dressing and a few other fantasies of mine. I hope you find it entertaining, but if you might be offe...

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...

Femdom Scenarios

by unknown156 on Apr 29, 2025

Live through your wildest femdom fantasies as these sexy girls dominate and humiliate you to orgasm. Anyone can feel free to add their own storylines but they must abide by the following simple rules: Every character involved with the JOI or any other sexual activity MUST BE 18+. You can have characters who are under 18 but they can not be in any way involv...

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Cuckold Husband Ch. 01

by lace_lover on Sep 25, 2017
Loving Wives

This story contains cuckold, bisexual, interracial and female domination themes; if this is not your thing then please do not read on. I welcome comments but if criticising, please do so constructively - this is my first attempt at writing a story on Literotica. Abusive comments or emails will be deleted without being read. Otherwise, I hope you enjoy and le...

Male Chastity Device

by CuckoldGuy on Sep 12, 2017
Toys & Masturbation

Janice and Mike (not their real names) are a married couple in their mid forties. Married about twenty years. About ten years ago they started playing with a male chastity device and discovered they were having a lot of fun with it. They have been using it ever since. The device is a stainless steel or plastic tube about three and a half inches long and abo...

Black Cuckolding 101

by Samuelx on Sep 11, 2017
Fetish

Welcome to the world of Black Cuckold Couples, my name is Kia Haywood-Albright and I'll be your guide. When you think of cuckolding, I bet you automatically envision a White couple, a Black guy with a big dick and a scenario involving the Black dude fucking the White chick while her White hubby watched the whole thing unfold. Well, it's not always that way....

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...

Cuckold Sucks Cock!

by depositdutchess on Nov 27, 2017
Fetish

Cuckolds are meant to serve couples. Knowing a woman should be pleased by a real man is the sexiest truth you've faced and accepted. The funniest part is that you are grateful for being used by us. By me. While I get serviced and pleased by a real man. You'll never get to fuck me. Instead you will get to fund dates, purchase used condoms, and be of domestic...

How to Become a Sissy/Cuckold

by Quietoldie on Sep 14, 2017
How To

This is a How To Guide for Sissies and Cuckolds. Please do not read this guide if you have no interest in the cuckold/sissy lifestyle. Like most couples these days both partners will be doing demanding full time jobs. Traditionally husbands have done gardening, cleaning the car, putting out the trash, performing do it yourself jobs around the house, drivi...