Sissy Chastity Cuck Stories

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Marabogo: Cuckold Island Ch. 03

by eeric on Jan 21, 2019
Interracial Love

A crowded lobby stood in front of Joshua as he began to drag the suitcases towards the elevators. Luckily two of the cases had small wheels on them, which made it a lot easier. Though the laughter he got from the women he passed made the whole matter a lot more humiliating. Joshua could hardly fathom how this had all happened. Just a few days ago he had go...

My Sissy Cuckold Life

by SissyCuckMike on Jan 2, 2021
Fetish

Hello everyone, my name is Mike and i am now a sissy cuckold. If you don't know what a sissy or a cuckold is i will explain, a sissy is like a cross-dresser but usually dresses up in pink frilly women's clothing and cuckolding is similar to a hotwifing where she goes out on dates and fucks other men without her husband/boyfriend around but with cuckolding it...

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A Pro-Wrestling Cuckold Ch. 07

by longhairedcuck on Mar 3, 2020
Fetish

It didn't matter to Darren that I hadn't come in 5 weeks. He insisted on keeping me caged for a week longer even though I was supposed to be let out earlier. He broke the news to me one fine Saturday morning after he'd stayed over at our place. I stood there gaping as he calmly told me about my prolonged chastity. "But, but..." "No buts cucky. This is ex...

Enslaved by Myself Ch. 05

by Lausunaht on Sep 14, 2020
Fetish

I had fully accepted my place as my clone's personal slutty sex slave and did anything he asked. I became his cum bucket and fleshlight and secretly became addicted to being his. I was still attracted to girls more than guys, but I hadn't seen a girl in months, in fact I hadn't seen anyone in person for months, except for my master. I had no choice but to...

A Pro-Wrestling Cuckold Ch. 06

by longhairedcuck on Nov 4, 2019
Fetish

We walked up the driveway, silently, the nervous excitement palpable in the air and in us. I gave Lily a once over, she looked incredible, dressed in a quaint top and shorts. Her long blond hair flowing down her back in loose curls, all the way to her ass. I stared at her bottom longingly. Darren had forbidden me to touch it, deeming it as his 'property'. O...

Meet the Danvers Ch. 02

by eeric on Nov 26, 2019
Interracial Love

Jim Danvers sat behind his desk on the third floor. He had been the office manager for the last five years, and the last couple of years had been quite profitable for the company. "Have to congratulate you again Jim, another year, and we've seen nothing but increased revenue streams and productivity from your floor." Charles Vanderholm stood up. The man wa...

Tony's Ascent Into Cuckolding Ch. 03

by Cuckyboy3 on Sep 12, 2017
Loving Wives

She called Brad that evening to let him know that I had come around after some convincing. They chatted for a while, during which she told him about my misbehavior. She moved away from me and talked softly for a while from the other room. Finally, she came back to me. I heard her saying, "Do you promise? You'll do that for me?" Then she listened for a while...

Fucked a New Hotwife Pt. 01

by MattieG on Sep 14, 2017
Loving Wives

Last night I met a new Hotwife/Cuck couple for the first time. He is very submissive to her, and she was craving someone very dominant that she could let go with. We had chatted by text for a couple of days and I figured we would meet in a few days have coffee and maybe meet and play in a couple weeks. With all of the talk her cuck was super excited and was...

To Cuck or Be Cucked

by rc206 on Oct 30, 2018
Cheating Spouses

You and Jesse have been dating for six months now. It's been going great on an emotional level, but sexually, there have been some problems. Jesse is fantastic, but she was a virgin when you started dating. You were her first and she always doted on you because of that. She's clearly inexperienced and you've had to teach her most of what you've known, which...

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A Cuckold's Story

by yumacd on Sep 25, 2017
Fetish

Part 1 I sometimes have submissive tendencies when it comes to sex. These are never full-time thoughts, just fantasy interests I like to explore occasionally. A while back I started gravitating to this one particular dominant woman on the interent. Her name is Lexi Lapetina. She has a cool website, but that's not where I found her. I first discovered her...