Sissy Cuckolds Stories

7,178 results
Orientation
Length
Source
Infinite Scroll

Forgotten Island Pt. 03

by Sungmehetu on Sep 19, 2017
Novels and Novellas

Neighbors Day 97 Jenny Blitzen hated this part of the day, and couldn't really see what the value of her Empress chair was. Second Wife or Second Mother, seemed like a good idea at the time, but what it really meant was Lynn's personal torture slave. Sure it was true Jenny had less work to do, and now that she had taught all three of the girls how to sew...

Sadistic Startup

by edrider73 on Oct 12, 2017
BDSM

For tremendous help with editing and improving this story, grateful thanks to author/editor hentaikitten, whose specialty is luscious, sensually saturated interracial matings -- not couples of different skin color but of different species, such as a male demon with a human virgin and an elf with an orc. "Don't you have an ounce of self-respect?" Frankie scr...

Stretching Naomi/Switching Danielle

by darkbondagewriter on Feb 6, 2018
BDSM

Copyright © 2017 David Caddell All rights reserved. - For as long as she could remember, she had always felt destined to endure a struggle of internal conflict as if driving her life like a car stepping on the gas and the brake pedals simultaneously - Could it ever be any different? During such frequent nights of emotional turmoil, Naomi would often pick...

Convention Seduction

by robotchr on Sep 17, 2017
BDSM

I met her the first day of a four day professional conference in Philadelphia, a stunning redhead in her mid-40s, about 10 years younger than me. I noticed her at the very first session I attended. She sat in the same row as I did and I was immediately struck by her beauty. What little makeup she wore was impeccably applied. She was wearing fairly conservati...

The Film

by cupbearer on Sep 14, 2017
Fetish

It all started . . . I was about to write "so innocently", but the truth is that it didn't start all that innocently. There was always an element of sin and fascination in the making of The Film. To begin with, anyway, there were four of us: Vanessa, Kelly, Daisy and myself. I was separated from them in more than one way. I was the only guy, for a start. T...

A Dose of His Own Medicine

by fmcchris on Sep 12, 2017
BDSM

(Author's Note: A wonderful fan and friend provided me with the inspiration for the following story. Thank you for the idea, Allan! Your imagination is almost as wild and crazy as mine!) Jim Wilson didn't know it, but he was being condemned. Even as he made his way into his office his fate was being decided by his company's mostly female staff—thirty-sev...

Zephyr

by JimBob44 on Sep 16, 2017
Sci-Fi & Fantasy

*Author's Note: Any persons engaging in consensual sexual activity are at least eighteen years of age. Chapter 1 Bobby Boudreaux smirked at the 'Nerds, Dorks, and Losers' that gathered in the living room of his apartment. The group of them was all students at the university, except for Derek, his roommate. Derek was a graduate student, studying for his doc...

Loosening Up Bk. 10 Ch. 01-05

by SteveWallace on Oct 5, 2020
Group Sex

Loosening Up -- Book 10 -- Road Trip: East Chapter 1 -- Florida Dave panted to a stop in front of his house. This was the end of a five-mile jog with Bridget. When he could talk, he gasped, "You do this every day?" "Yep. I really feel great the rest of the day." "All right, take me with you every day until I leave. I didn't realize I was so out of shape....

The Craziest Sexy Love Story Ever

by silkstockingslover on Sep 13, 2017
Anal

Summary: Straight white, black stud, cheerleader, nerd & submission Note 1: Although a rather unorthodox love story...this is a Valentine's Day 2014 Contest Entry because I wanted to try something different and because I believe love can occur in so many ways. Note 2: Choosing a category for this story was a struggle as the more I wrote the more the st...

Amanda

by tsto123 on Sep 25, 2017
BDSM

High school was not a fun place for me. Being more of the geeky outsider, more interested in science, computers, and the related pop-culture associated with those interests, meant I had few friends. It also meant that I was so far out of the social ladder that I wouldn't be able to see the bottom rung with a pair of binoculars. So, when Amanda, one of the mo...