True Stories Of Cuckholding Stories

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Length
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Infinite Scroll

On The Road: Anthology

by StabilizerEmerald on Apr 22, 2025

An anthology of girls getting into trouble while road tripping. Any resemblance to real people or places is purely coincidental. Please add! Table of Contents Cassanova, WY - Eliza stumbles into a town with a unique tradition (****/Fetish) 80 in a 65 - pulled over for speeding on a rural highway where justice can be creatively delt (****/exhibitionist &...

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The Adventures of Joe the Pirate

by Noira on Sep 14, 2017
Humor & Satire

Author's note: warning, sarcasm ahead. Do not read if you are easily offended by stories that do not take themselves, or anything else, seriously. Written with the intent of getting as many Lit categories in one story as possible. — It was a brilliant day in Brilliantville, and Joe the Pirate sprawled out on his quilt, which happened to be made of various...

Post Cuckold Insecurity

by MasterfulMistress on Sep 17, 2017
Loving Wives

After My Cuckholding Introduction Wow, what a night of revelations that turned out to be. Attending our first sex club event with our swinging friends Dave and Linda was indeed an undreamed of sexual feast. I witnessed my Amy fucked with the most staggeringly big cock imaginable. To see her cunt stretched beyond the wildest of imaginations being both amazin...

Adult Resort - Dream Pt. 01

by hotorangecouple on May 22, 2018
Loving Wives

Trying to get back to writing stories about our life and fantasies. No comment because we all know how that goes with anonymous. ***** I had this dream the other night. Let me give you a little background. My wife is sexy. I mean just sexy. Long legs, great little ass. Beautiful. I'm NOT a boob guy, but her boobs are just amazing also. Blue eyes, beautiful...

First Time Cuckholding Husband

by candycumming on Sep 17, 2017
Loving Wives

Janie couldn't believe she was actually going to do this. But Chad had placed the ad and was insisting they couldn't back out now. She straightened her garters. She couldn't decide if the full set of black, lacy lingerie was overkill for meeting a stranger from craigslist. If her husband wasn't going to be there she would be terrified. Well, that wasn't exac...

Kira's First Errands Ch. 02

by dan57 on Sep 17, 2017
Loving Wives

It had been six months that Dan, Tom and Kira had initiated this bizarre game of part time marriage, at Dan's whim. They had been on vacations in Florida when he made a joke telling Kira she acted as the wife of their close friend Tom. He was still a bachelor and, from time to time, she helped him for his laundry, sewing back buttons, shopping for him or occ...

Consumed Ch. 03

by NotWhatSheSeems on Sep 3, 2017
Erotic Horror

De Valmont was able to ignore the sounds coming from the bedroom very easily. Claire tended to scream during their violent sex, so her pitiful cries could be easily overlooked. The servants were very well trained. No one asked any questions or went anywhere near the Master Suite. Or perhaps they were just frightened of him. That is the thought that made hi...

Alice’s Adventure at Alpha Phi Rho

by fastandsloppy on Dec 3, 2019
Group Sex

Author's note: This story contains interracial sex. If that bugs you, you have been warned and I don't want to hear from you. All racist comments will be deleted. As always, all other comments, complaints, praise, critiques, deification and/or damnation are most welcome. *** As we drove through an unfamiliar suburb in the late October twilight, I looked...

Sharing My Wife Liz

by midwestmomlvr on Sep 15, 2017
Loving Wives

Up until two years ago, my wife Liz and I had been completely faithful to one another. That's a pretty decent accomplishment considering we've been together for over fifteen years. Although I had been harboring the fantasy of watching someone else fuck her for nearly ten years, I didn't start dropping hints about it until four years ago. It took two years...

Crossdresser Gets His Ch. 02

by CourtStJester on Sep 12, 2017
Transsexuals & Crossdressers

She certainly had a busy night. Between the time she came home and found her husband in her clothes and the time they woke up, she had fucked him with her 10-inch dildo four times. He was barely able to tolerate the first two times, and the third and fourth were excruciating. Sometime after that, his wife either pulled the dildo out of his ass or he expelled...