Cuckold Guide Stories

42,200 results
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Infinite Scroll

Assisting the Boss

by LadyShianne on Sep 12, 2017
Erotic Couplings

The turning point in my life was the day I started working for Mr. Jameson as his executive assistant. Having been hired through the personnel department, I never actually met Mr. Jameson until he returned from a trip abroad three weeks after I started. By then, I had already made the twentieth floor, where his offices were, my domain. The first time I saw...

Traveling for Business and Pleasure

by sna469 on Aug 19, 2017
Exhibitionist & Voyeur

I'm waiting for you at my hotel room and of course my special travel bag is there with me. It is, in fact, why you were so eager to agree to meet me here in the first place and just the thought of what could lie within that bag is driving each step you take. You approach the hotel room door with anticipation but with a bit of fear as well. Will there be pain...

Wife Wants To Give Me A Show

by LTD1982 on Sep 13, 2017
Loving Wives

You're headed out on a night out with the girls and your sipping some prosecco before you go out. You stood in front of the mirror putting your hair extensions in and I peer in to see if I can get you anything. You're stood with your black bra, black see-through boy shorts and your black hold-ups on. You've got you red heels on and some black beads round you...

A Present For Drew

by Eileen82 on Sep 14, 2017
Erotic Couplings

It's early evening on a Friday and we are supposed to go out to dinner and to a friend's for a party, so I stop by your office, hoping to convince you to come home and get ready with me... and so we would have enough time for a hot fuck in the shower before dinner. I walk into your office, noticing almost all the lights are off. I close the door behind me a...

Big Woman's Guide To Anal Sex

by Samuelx on Sep 13, 2017
Anal

This here is the story of Belle. A plain-faced, thick-bodied, wide-hipped, big-bottomed, blonde-haired, green-eyed, alabaster-skinned plumper from a small Iowa town. Belle had never been what anyone considered pretty. All her life, she'd been the fat chick who never gets to have any fun. The chubby loner. The lonely plumper. And many other fun euphemisms. On...

The Bare Vacation Ch. 01

by Redpandora78 on Sep 13, 2017
Erotic Couplings

Introduction We had just arrived at our private beach house in Fiji hours ago. The sun would be setting soon, so I decide to absorb some of the remaining sunlight. Without neighbors, I have no qualms about laying on the lounge chair in the nude, especially since my intentions are to entice you. Laying on my stomach, I make sure that my legs were positioned...

Jogging in the Park

by KFinch on Sep 17, 2017
Exhibitionist & Voyeur

"So you want to meet at the park to go running at 7?" I ask you on the phone. "Sure, see you there." You say and hang up. Throughout the day I have so many inappropriate thoughts about you. I have to run to train for my race but running with you is an extra treat. Running with a girl so beautiful is definitely a little extra motivation for my cause. I a...

Creative Mission

by MRUyourAuthor on Sep 15, 2017
Exhibitionist & Voyeur

You sent me the following text: "Your mission, should you choose to accept it, is to divert the blood flow from my brain until I am off shift. You may use any tools at your disposal that do not come from the Internet. I would prefer your own dirty thoughts. You may use those to accentuate points." So I got creative that day since I had off work... I'm on...

The Indoor Age

by Chicklet on Sep 12, 2017
Non-Erotic

The following is a true story that happened to yours truly, the author. It was quite a nightmare, but by actually writing about it I think that I can get over the trauma. Read the note to you at the end. I came home to find my electricity had just clicked off. Upstairs, my computer, source of joy in my small life, beeped pitifully as the back-up power strug...

The World According To Men

by Samuelx on Sep 17, 2017
Non-Erotic

The name is Richard Raymond. Friends call me Dick. And I absolutely live up to the name. In just about every way. At first glance, I seem like any regular Joe in the big city. Standing six feet six inches tall, somewhat heavyset but still solid, with dark brown skin and short hair. Just a big and tall, well-dressed and clean-shaven black man strolling down t...