Sissy Cuckolds Stories

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Don't Stereotype Cuckolds

by eviltwin52 on Apr 27, 2020
Loving Wives

Let me start by saying that I am a cuckold and a happy one. It was my choice and I found a Woman that would lead me down the path to unbridled satisfaction. Unfortunately too many Lit readers either disregard our lifestyle altogether or deride those of us who are strong enough to give our Women what they want and thereby meeting our own needs. But what are...

Julie's Night Out Pt. 02

by Lionheart72 on Sep 13, 2017
Group Sex

The great things about Julie, in Phil's opinion, were that she was totally uninhibited and an unashamed slut. He'd spotted her sitting on a couch, in one of the side rooms off the main party, chatting with a couple of guys. Well, Julie was chatting. Chris and Charlie were leering. It was easy to leer at Julie. She never seemed to mind and usually dressed...

Courtesan Ch. 21

by Goodhusband on Sep 19, 2017
Loving Wives

This is the twenty-first episode in a series entitled "Courtesan". If you have not read the previous twenty episodes of this series, I encourage you do so before beginning this chapter. "Courtesan" is romantic story about a dominant hot wife and her submissive cuckold husband. While they have a deep and abiding love for each other they do lead an alternativ...

Cuck Or Bull You Decide?

by SexyLuv1 on Sep 16, 2017
Group Sex

I am SexyLuv1 a 55 year black man have been in the lifestyle seems like forever. I started in my early twenties with my first wife as swingers we both enjoyed all the sex and excitement and adventure. We would sometimes run into new couples where the wife was afraid so I and my wife Fran would start to have sex in front of the couple just to watch their reac...

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...

Black Cuckolds Of Ottawa Unite!

by Samuelx on Sep 1, 2017
Group Sex

Mercilessly Jason Whitmore thrust his hard white dick up my ebony cross-dresser's asshole, and I squealed happily while stroking my hard black dick. Meanwhile, my sexy wife Yasmin Saleh sat nearby, fingering her hairy cunt while watching the two of us. Lots of women of all hues enjoy watching guys fucking with guys, and my wife happens to be one of them. Jus...

Christine Cuckolds her Husband

by dreamweaver5539 on Sep 13, 2017
Interracial Love

My Daughter-in-Law Christine, married to my step-son John, as I have mentioned in previous journal entries, is a truly stunning lady. In her early 30's, she is a slender and gorgeous blonde whose appearance simply overwhelms most men on the sight of her. Long of legs with dainty thighs, her breasts are well developed, a comfortable 36C I would guess. With lo...

My Girlfriend's Sissy Roommate Ch. 04

by SEVERUSMAX on Nov 21, 2017
First Time

"So, you softened up faster than I expected on the issues of fellatio and vaginal sex, babe. Not that I mind, as it's between you and Rain, and I think that it's rather sexy, anyway, but what prompted that? Just the knowledge that Rain has meekly accepted his lot and will be a loyal husband to you? I wouldn't go so far as to call him a cuckold in the typical...

Types of Cuckolds

by cuckwhofucks on Sep 14, 2017
Reviews & Essays

What does it mean to be a cuckold? It actually means many different things to different cuckolds. But let's start at the beginning: The truth vs. the Truth. The Truth, or an absolute Truth, is actually unnamable, or rather it exists, but when you try to interpret it and put words to it, it becomes one of very many truths, as many truths as there are peopl...

Big Black Cock: A Sissy Surprise

by silkstockingslover on Feb 13, 2018
Illustrated

Summary: A wife joins her husband as a slut for a teen BBC. Note: This is a 2018 Valentine's Day story so please vote. Note 2: Thanks to Tex Beethoven, thor_p, Robert and Wayne for editing this story. WARNING: If you hate gay stories, interracial submission, sissification (not a word I know) or cuckolding please don't read. If you do like those themes.....