Cuckold In Chastity Stories

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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...

Cuckold in Chastity

by at_yur_service on Aug 6, 2019
Loving Wives

Mark and Cynthia were out for a walk near their house when they ran across a young, fit asian woman they'd never met before. She introduced herself as Anna, and said that she and her husband Jason lived nearby. Anna proposed that they get together sometime, and they exchanged numbers. Later that week, Anna invited Mark and Cynthia over for dinner and drinks...

First Time Cuckold Ch. 05

by Angelscuck on Sep 14, 2017
Fetish

Oscar started sucking my well fucked pussy with great zeal, licking up all the cum that Jordi had deposited. Jordi's cock was so big and thick that it had left me quite sore and Oscar's attentions were both soothing and stimulating. After about an hour and four orgasms, I reached the conclusion that I really enjoyed being sucked to being fucked. Oscar looke...

The Sexy Cuckold Couple Pt. 07

by cuckcpl4play on Sep 19, 2017
Loving Wives

The Day of the Ceremony is Finally Here Part 7 As I drove home from work, I could not stop thinking about how our lives as slave and slut had escalated so quickly. What felt like days ago, I was a powerful executive about to obtain my new and even more respected position, but instead I was driving home soaked in my colleagues urine as the new office demoral...

Happy Place

by Miguel59 on Jul 31, 2019
Loving Wives

We all have them. Some of them are locations. Some of them are activities. Some of them are done in solo while others involve people. Mine includes elements of all three. Today's happy place occurred in my house, specifically the living room. Drill down a bit deeper. On the couch in our living room. She took me to my happy place. Our relationship is symbi...

The Sexy Cuckold Couple Pt. 08

by cuckcpl4play on Sep 19, 2017
Fetish

As I drove home from work, I could not stop thinking about how our lives as slave and slut had escalated so quickly. What felt like days ago, I was a powerful executive about to obtain my new and even more respected position, but instead I was driving home soaked in my colleagues urine as the new office demoralized submissive. My wife, who was the love of...

After It Happened

by jealouscuck on Jun 1, 2020
Interracial Love

This is the fourth chapter of the adventures of Charli, Stan and Lucas. I should have organized in Chapter form, but I didn't anticipate this to be this long. Please refer back to the earlier chapters, all containing the word HAPPENED. I apologize for the inconvenience. Chapter 4 Once Lucas realized that Stan was interested in his story about his sex life,...

How I Became a Chastized Cuckold Ch. 04

by gizzard on Sep 19, 2017
Loving Wives

**Warning** This fantasy story series contains or will contain elements of Male Chastity, Orgasm Denial, Female Domination, Cuckolding, Interracial Sex, Bi-sexual Innuendo and Tendencies, Teasing, and BDSM Activities. If any of these topics are offensive you to, I recommend not reading. * It was a few days before she allowed me to use the rubber black cock...

Cuckolding Gets Moist Ch. 02

by Imgoingallnatural2 on Oct 19, 2020
Loving Wives

I never wear deodorant. Having smelly, all-natural armpits has health benefits, but it also helps me easily separate the men from the boys, or the Bulls from the cuckolds. Last week, I went to the local gym. I was wearing my usual: a cotton sports bra and shorts. I noticed the air conditioning was off. After about half an hour, I was drenched. The creases u...

Letter from Des Moines

by justincbenedict on Sep 24, 2019
BDSM

Dear Shoeblossom My first husband was an asphalt salesman; he sold cork flooring, too. I locked him in a plastic belt soon after we met; that much time on the road can make a man quite frisky. And of course you know the type. Ralph "Rip" Muztagh was a flirt from the word go. And he had what you'd call a long "cunt collar" amongst his friends. One of his...