Cuckold Sissy Stories

12,909 results
Orientation
Length
Source
Infinite Scroll

Pegged Cuckold

by DarkStarWorshipper on Dec 31, 2018
BDSM

I always loved watching my wife Jasmine dress for her bulls. She insisted on her own rules: never wore what he told her to, but what she knew would please him and her most. I could tell that she liked this one from the outfit she chose for him. Mostly it was simple: a white suspender belt and stockings; high heels; a bra. But for him, there were no panties,...

A Christmas Abduction Ch. 05

by Slebolp on Jan 15, 2019
BDSM

"I had so many questions. Some I may find out. Some I won't. Why me? Where am I? What do I have to do to get to the main dungeon rooms? Where do the dominatrixes sleep? What are they going to do to me? Will I survive? Who was driving the van these women got out of? Will my life ever be the same again?" These were the questions that I had 5 months prior. Back...

New Life as a Cuckold

by krams33 on Feb 12, 2019
Loving Wives

It all started out innocently. My wife, Alyssa, was fulfilling a fantasy of mine by becoming dominant over me. I'd shared with her my "fantasy" of her withholding sex, becoming dominant, and making me so sexually frustrated that I'd beg for sex, but I never imagined where I'd find myself a few months later. As I mentioned in my previous story, Alyssa had go...

Trish's Weekend with Sean Ch. 03

by sparkyinoh on Nov 18, 2019
Fetish

"Feel free to read the 1st part "an unknowing cuckold Pt 1" and also the 1st two chapters of "Trish's weekend with Sean". ***** The week progressed rather uneventful- work, dinner, cut the grass- a typical week for most. My ass was feeling better by Thursday and I was able to use my office chair again. I was thinking to myself if anyone in the office was...

Costco Experience Ch. 08

by R69runner on Mar 17, 2020
Erotic Couplings

I explained about my further questioning of my wife and how it hurt me when she couldn't remember the details of last night. Jackie looked deeply into my eyes and said, "Michael, you don't need a massage therapist, what you need is a psychiatrist . . . or maybe a good bartender." We had a good laugh over that. She cupped my face in her hands then softly pull...

The transformation of Mary

by Abikinkymind on Mar 31, 2020
Loving Wives

Mary couldn't believe what she was looking at. Her husband Dave had been called into work for an emergency and had left the house so fast he had left his laptop open. There on the screen was a porn video website. It wasn't the porn that shocked her, she wasn't naive enough to believe her husband didn't watch porn. The shocking part was the fact that there wa...

Penny's Big Bang Theory of Sex

by DickThePimp on Apr 17, 2019
Celebrities & Fan Fiction

Parody... Not Real This is a sex parody starring characters from the sitcom The Big Bang Theory... It takes place in 2019 My wife Penny and I have been married for two years. We've been dating for five. I first met her at The Cheesecake Factory years ago. I ordered some pie... she gave me some pussy in the bathroom. She was dating some scientist named Leon...

A Stupid Bet - The Job Offer

by brackenhill on Sep 28, 2020
Loving Wives

A STUPID BET - THE JOB OFFER Following on from the evening at Carl's house and the unbelievable night and morning with my "friend" Pete Julia suddenly became full of remorse and guilt. She asked me if I thought she had become a slut which took me by surprise. I hadn't given that any thought as the truth was that our sex life had become unbelievably bette...

Confessions to a Cuckold

by Badboy_71 on Jun 8, 2020
Fetish

This is a little erotica dedicated to those that appreciate interracial cuckolding. It is not for everyone, and if it is not for you, spare yourself some time and spare me the trolling. But, if it is for you, I hope you enjoy my little writing. *** Honey, I want you to pull down your pants while you are reading this and pull out your tiny little cock. It i...

Back Country Bookstore

by MrPixel on Jun 8, 2020
Group Sex

Another true story. These days our rowdier sexual exploits happen far from home. Cindy and I are visible personalities in our small city, with civic involvements and other high-profile interests that make people take notice. Pictures of either of us have been "above the fold" on Page 1 of the local newspaper a dozen or more times in the past fifteen years....