Gay Cuckold Resort Stories

601 results
Orientation
Length
Source
Infinite Scroll

A Week at Sandals

by HerLittlePiggy on Feb 13, 2018
Gay Male

This is the first part of a week long journey. Please provide feedback and let me know if you want me to post the next chapters. If not, no harm no foul. *************************** I awoke immersed in total darkness with a dull headache and a dry mouth. I could hear my wife sleeping soundly beside me in the big, king sized bed and I struggled to fill in t...

Discovered and Used Ch. 02

by walterio on Jul 4, 2018
Gay Male

PRELUDE The scene is Chuck's recreation room was very erotic. Jerry was lying back on the pool table with his ass at the edge. His legs were drawn up and Chuck was drilling the sweet ass with his big dick. Leaning over the table, Jerry was getting his ass fucked by Ben. The four of them were completely naked and Jerry was kissing Timmy. Chuck had Ben fuck J...

My Gay Crossdressing Vacation Ch. 05

by Flame666 on May 12, 2020
Gay Male

As I was falling asleep, I realized that the egg and the plug were still inside me. Terri must have put the plug back in after fucking me. I wonder where the remote for the egg is. Oh well off to sleep. I was dreaming, I could feel soft hands on my back and running over my panty clad backside. Then I realized that it was not a dream. A pair of delicate hands...

Comfortably Numb

by Nils Huim on Jun 19, 2018
Gay Male

The humiliation was now complete, and Sean was loving it. He was down on his knees on the kitchen tiles wearing nothing but a pair of lace panties, and his wife's lover's cock was in his mouth. It was a beautiful thing to behold (and taste). Long and proportionately thick, from behind its bulbous pink head until it disappeared, at a slight curve, into Gary'...

Double-Teamed by 2 Sexy Daddies

by BottomBoyUK on Jul 31, 2019
Gay Male

My ex and I had broken up 6 months earlier on good terms. He had always planned to retire at the age of 62 and buy a villa on a gay resort in Gran Canaria in the Canary Islands. We both knew this would be the case when we started seeing each other 18 months before, and although he had tried to persuade me to move abroad with him, I was still in my early 20s...

Triangulation

by sr71plt on Aug 18, 2017
Gay Male

"I know you'll leave me. You're just waiting for us to get back to Manila, and you'll leave me." Stanley was curled up in the fetal position on his berth in the compact cabin of the Bayliner 2855 yacht. He and Lance had been anchored off the Hilton Cebu Resort twin towers in the Philippines for two days, and Stanley had been drinking himself beyond pout and...

In the Giant's Shadow

by KeithD on Feb 12, 2019
Gay Male

"Yes, I suppose you could add in a work semester, but—" "And not lose too much of the time if I continue to take and turn in assignments?" "Yes, but . . . this is hardly the time to . . . oh shit, oh fuck, do that again." Mark Carlson, who had stopped rising and falling on his professors' cock in a cowboy ride to ask the questions, moved his hips from sid...

My Gay Crossdressing Vacation Ch. 02

by Flame666 on Apr 21, 2020
Gay Male

We pulled into the parking lot, Paul kissed me again and told me that they would pick me up at 9:30 the next night for our date and tour of the gay bars. I got out of the car and started to walk into the resort but noticed that the bar was closed and I was hungry. There is a Circle K about 2 blocks way and I decided to walk over and get some cokes and some e...

Hotel Rooms are for Horny Boys

by SluttyBisexualGuy on May 29, 2018
Gay Male

This story includes alcohol, seduction, and the kind of sex that might make you squirm in your seat if you're reading this on your laptop during the middle of a college literature class lecture. Pick your moment of enjoyment carefully. Alec and Ronan tossed and turned beside each other in the hot hotel bed sheets as their drunken stupors had yet to even co...

Racing with the Devil Ch. 07-08

by KeithD on Apr 1, 2020
Gay Male

Chapter Seven: The Silent Servant, Ferdinand Ferdinand could tell that something was disturbing the ambassador as soon as he'd come back into the room. He knew what the man and his son had been arguing about. It wasn't because their voices had been loud; it was because he had been just outside the not-fully-closed door, listening to them. It was his busines...