Cuckold Island Sex Captions Stories

231,869 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

Wife's Exploration

by cpandy on Jul 5, 2009
Cheating Spouses

John sat in front of his PC trawling through Imagefap, his latest search for cuckold captions had uncovered a goldmine of unseen pics and his cock was stiff in his pants as he immersed himself in their delicious humiliation. He clicked quickly to those of a well built blond that paid a passing resemblance to his wife Doe. Stroking his cock through his pant...

Open in Reader

Cuckold Status: Active

by LockedSissySubmissive on Sep 13, 2017
Fetish

Ok, so I am officially a cuckold. There is no other term which so perfectly encapsulates the role I have accepted. I was totally complicit in my wife's infidelity and am just coming to terms with the realisation that some doors, once opened, can't be closed. Hannah and I have been married for five years now. We have an amazingly open and honest relationship...

What is This on Your Computer

by mgablea on Sep 25, 2017
Loving Wives

"Barry, what is this on your computer?" My startled wife Lori asked. Oh shit! Oh shit! Oh shit! I had royally fucked up. How could I have been so stupid? I had been browsing through my collection of pornographic pictures with cuckold/hotwifing captions and had accidentally left a picture up showing a blonde woman, who looked a lot like Lori. The woman was...

Kosi Island Ch. 00

by Karenkay on Sep 14, 2017
Interracial Love

The Prologue Kosi Island. A completely new resort situated deep in the Caribbean. An uncharted and uninhibited Island known only to those that sailed private vessels and learned of it's rich lush jungle foliage and pristine white sandy beaches. Recently developed into a private resort by a group of wealthy black businessmen who devised the idea from a plac...

Fan Fiction Captions

by pornsleuth6 on Apr 29, 2025

I have been making a lot of captions lately, so I thought it made sense to split the captions off from my short story collection (https://chyoa.com/story/Short-Fanfics.46075). They are similar things of course but different enough that I don't want to disappoint people looking for one and finding the other, update to update. The grouping on these will be fai...

Open in Reader

2020 - WIC

by Rekki on May 10, 2020
Miscellaneous

WIC, short for „Weekly Image Captions“, is a project I started this year to post an image caption each week. The characters, scenes and kinks are often different from piece to piece but there are some reoccurring themes like Timestop and Mind-Control, since these are my own favorite kinks. Since March, it‘s possible to choose the character for an upcoming we...

Open in Reader

A Free Vacation Ch. 02

by jealouscuck on Nov 18, 2019
Interracial Love

The first full night there, the men had the opportunity to fuck their wives. As with Dan, the guys had no idea that unless something out of the ordinary happened, they would not be fucking them for the duration of the vacation. Dan was definitely turned on watching Valerie dancing so closely with her dance partner. Obviously, she was equally aroused and read...

Wren Likes to Dance...

by make me watch on Mar 12, 2019
Loving Wives

"Okay... to be honest, ummm, yeah Joel is actually really hot." My girlfriend had had too much to drink. Friday night had become Saturday and we were now back home and in bed after an interesting night out. Earlier, Wren had wanted to dance so we went to a crowded club with loud music. Not my kind of place but it worked for dancing (and drinking too). More...

The Planted Seed Pt. 05

by Miguel59 on Oct 3, 2018
Fetish

My affair with Father and my marriage to Donny continued to evolve. Father and I became boyfriend and girlfriend. Donny and I were partners in my duplicity. He kept our sins secret, covered for me when he had to, and most importantly, he showered me with unconditional love. Instead of daggers to his heart, each stroke of Father's cock into my vagina made his...

The Perfectly Adequate Cuckold

by WendyHott on Jul 31, 2019
Loving Wives

Show me a man who hasn't wondered how he'd react if he walked in on his wife fucking another man, and I'll show you a liar. I can tell you this. You're never prepared for it. I came home from work that day at my usual time, five PM, just like clockwork. I get off at the store I manage at four forty-five, and it takes fifteen minutes to drive home, so it wa...