Sissy Cuck Stories

7,847 results
Orientation
Length
Source
Infinite Scroll

Cuckold Story

by Grey Eagle 286 on Sep 19, 2017
Loving Wives

I watched my wife of ten years as she entered the den where I was working on a report for work. She was looking very good. Grace wore a light brown leather skirt with a pale yellow shell and Cardigan sweater set over brown boots with high stiletto heels. Her body is amazing, and is centerfold quality for playboy. I am very proud of her. I smiled at her, "Yo...

Total Drama Island

by Yelawolf on Oct 12, 2019
Fan Fiction

(Every character in this story is 18+) You step off the boat last. You see all of your competition. Most of the chicks looked pretty damn hot. Especially the cool goth chick. The guys mostly seem like idiots besides a tough-looking dude with green hair and piercings. You walk on the dock seeing the poor condition of the island for the first time. You didn't...

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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...

Dr. Hottie's Story

by DrLuverotica on Sep 25, 2017
Transsexuals & Crossdressers

Stuck in my office again. Tired, stressed, hungry, a little bored...I hate admin. Working as a doctor has its rewards. But the long hours and endless paper-work are not one of them. Hubby, though he's patient and understanding, is getting increasingly frustrated. It's affecting our intimacy - especially our sex life which is now frequently no more than once...

A Small Problem

by Rbhy2 on Mar 2, 2019
Cheating Spouses

"Hey baby I'm home" you said as you walked into you apartment. The building wasnt much, just an old converted motel that you and your girlfriend Kay had scraped enough money together from your menial, part time jobs to afford. "Hey babe I'm in the shower" you hear coming from the bathroom on the back. "I'll be out in a sec" You...

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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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Halloween Party

by cuck2serveU on Nov 26, 2017
Interracial Love

Trish and Brent hosted the Halloween bash this year. Once again Jennie was still busy with her new vanilla man so she opted to send a replacement for me to service. Once again it would be a surprise because that's how she rolls. As always, this party is the most expensive of the year because it's held at a hotel in Vegas and there is an entry fee for all cou...

I Make Believe I'm a Cuckold

by donaldelliott11 on Jan 20, 2020
Fetish

[Writers love feedback. Please comment on and rate this story. About 99 readers out of 100 do *NOT* bother to do either one. The story carries the label "BCS". In other words, if I put it in the Loving Wives section, it would be lambasted as Bi Cuck Shit. Tough crowd over there.] +++++++++++++++++ Every few weeks I travel with a female coworker to three-da...

Ella Cucks Her Patient Ch. 07

by CuckFantasy69 on Oct 6, 2020
Exhibitionist & Voyeur

I knocked on the door and used the waiting time to catch my breath as I jolted to Ella's place right after work. I waited for a minute and let myself in after I realised the door was open. I looked around but couldn't find anybody. Just when I was wondering what was going on Ella was behind me and said "Ah, you're here, good. I had a realisation yesterday an...

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...