Cuckold Boots Asstr Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll

Accidental Cuckold

by Brass_ankle on Dec 3, 2019
Loving Wives

2002 Seattle, WA "Bobby, can you do me a favour?" Cassy asked her husband. "Depends on the favour?" He replied with a wink. "You worry too much." Said Cassy patting her husband's hand. "You need to relax." "Relax?" Bob said incredulously. "How can I relax?" Cassy ignored this, her husband was always worked up over one thing or another, be it finances,...

Conditioned to be a Cuckold

by iwallbt on Sep 26, 2017
Loving Wives

[The following is absolutely true. It will give the reader a unique perspective into how a normal guy could be lured into being turned on by being dominated and controlled by the woman he loves and adores. Indeed, to the point of being a cuckold. If you enjoy this submission, then please vote positively. I will submit Part II shortly. It's been fun writing a...

Blackmail - A Cuckold Fantasy

by jw_kk on Feb 12, 2019
Loving Wives

This is a somewhat involved fantasy, one invented and reinvented by me and my wife, toward the extreme of cuckolding - my wife and I have shared, as well as privately role-played many parts of it. Some of it we've used in fantasy realizations with encounter partners. Be forewarned, this is long, complicated, and in three parts. Once again, if cuckolding is n...

The Audio Cuckold

by Labpet1 on Sep 21, 2020
Loving Wives

*THIS STORY INVOLVES FEMALE INFIDELITY AND CUCKOLDING. AS ALWAYS, IF YOU CAN'T HANDLE THE SUBJECT MATTER, PLEASE MOVE ALONG TO THE ROMANCE CATEGORY* ******************************** Ron Cuckridge looked out into the garden, where his wife Stef was entertaining her 2 friends from work. Their Sunday afternoon girlie get together had become a regular thing....

How I Became a Chastized Cuckold Ch. 02

by gizzard on Sep 19, 2017
Loving Wives

Just two days ago I had begun my new life in chastity. My wife Angie found out about my secret fantasy courtesy of some files I hid away on my hard drive. It seems foolish to use the word fantasy anymore since chastity is now a real part of my life. Getting accustomed to wearing a chastity belt around my cock has not been very difficult to this point. To be...

Tracy's Revenge on the Ice Queen

by readyforprimetime on Sep 19, 2017
Loving Wives

WARNING: This story involves cuckold sex with a man and cumswapping. Please do not read if you do not enjoy these topics. This is a work of fiction. Names, characters, businesses, places, events and incidents are either the products of the author's imagination or used in a fictitious manner. Any resemblance to actual persons, living or dead, or actual event...

Black Cuckolding 101

by Samuelx on Sep 11, 2017
Fetish

Welcome to the world of Black Cuckold Couples, my name is Kia Haywood-Albright and I'll be your guide. When you think of cuckolding, I bet you automatically envision a White couple, a Black guy with a big dick and a scenario involving the Black dude fucking the White chick while her White hubby watched the whole thing unfold. Well, it's not always that way....

Randy Summers CFNM Dance Class

by VHarrington on Jan 27, 2020
Exhibitionist & Voyeur

CFNM Dance Class Not long after my "cuckold hand job" experience, I received a call from a woman who was a friend of the couple that had given me my first CFNM experience. She was a dance teacher at a local dance studio. She also taught part-time at one of the local Universities. It seems that one of her students was preparing to go to an audition in Vegas...

The Alpha Law: Claimed and Cucked

by FilthyFantasies on Jan 29, 2026
Fetish

The Alpha Law: Claimed and Cucked A dark, cuckold nightmare where a beta boy watches every woman he loves get enslaved, bred, and broken by the Alpha assigned to his household. Heavy CNC, non-consensual submission, orgasm denial, chastity, piss play, beatings, breeding, mind break. No red Synopsis A dark, cuckold night......

Bigger Love

by kissherfeet on Sep 16, 2017
Loving Wives

This is a serial fantasy story from the point of view of a painfully shy, under developed cuckold, about how a rich black Alpha male opens up the cuckold's very first serious love, and brings him and his puckish, but equally shy and physically under developed fiancée, into a long term polygamous living arrangement with the Alpha male's beautiful and dignifie...