Cuckold Sissy Stories

12,909 results
Orientation
Length
Source
Infinite Scroll

My New Life as a Cuckold

by CuckHubby1 on Sep 11, 2017
Fetish

I didn't start out as a cuckold. When me and my wife decided to become swingers it was going to only be single women since my wife is bisexual. We did that a few times. It was hot, but never memorable. Then we decided to try a full on swap with another couple. The first couple of times were OK. The other couples were just all right looking and the spouses ne...

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...

The Wedding Ch. 09

by betamale08 on Apr 1, 2020
Transgender & Crossdressers

The Wedding (Patti Cake part 3) Chapter 9 – Coerced, Consumed and Consummated... After wrestling my Uncle John out of his suit and laying him out on his back, I knew his passed-out routine was all a farce as he looked to me winking with a smile before going back into his pretend-coma... Faking it in front of Patti and no doubt doing so in the want of stay...

Adult Trip Pt. 04

by cuckcpl4play on Jul 18, 2018
Interracial Love

Master released me from the tree and quickly positioned both hubby and me on our knees next to one another. He handed me a brief and simple contract and ordered me to read it aloud. Obediently I read the contract as demanded. "You have agreed to be Master's dirty married white whore for the remainder of Master's trip, subsequent trips to this hotel where...

Whoops

by CuckyJimmy on Sep 25, 2018
Fetish

Having strong cuckold desires can lead you down an unpredictable path. So be forewarned. If you do not like cuckoldry or fetishes like SPH or cock worship, you may want to take the other fork in the road on a different literary path. This work is a product of very little reality and mostly fiction. Be careful, otherwise, Whoops Oh shit. Yes (my two fingers...

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...

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...

Clitty Transformation - One Month In

by DivinaTellsAll on Jan 1, 2019
BDSM

Exactly one month ago, on a cold Saturday night in Dallas, Madame Vega and Goddess Kimberly evaluated what I had previously referred to (my entire life), as my cock. This evaluation revealed what I already knew at heart. It was far too tiny and small to be used as a cock, or even considered a cock. I begged them to allow me to embark on a quest that would...

New Year Cuckold Ch. 02

by 0131aj on Sep 16, 2017
Transsexuals & Crossdressers

After the party at New Year Julian realised his marriage was over. He had have been working overseas for about five years and the strain eventually had proved to be too much for his wife. Ever since their wedding day he was aware that she was having a series of affairs with other men. She was a beautiful brunette, with superb legs and shapely figure, confide...

Sissy Manners Classes Ch. 01

by fridaysissy on Sep 12, 2018
Transsexuals & Crossdressers

It was late night, I am 10 km away from my room waiting for sharing cab or auto service to reach my room at last I joined a sharing auto service with two members including me. The other passengers stop came early, and I remain alone in auto waiting for my stop to come. Driver said he is stopping the service and returning to his home and asked me to get down....