Gay Cuckold Resort Stories

601 results
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Infinite Scroll

Fantasy Island

by Bakeboss on Aug 18, 2017
Gay Male

It was yet another long dreary day at work and as usual, Rene was spending his time surfing porn on the company computer. Rene was becoming increasingly bolder as he had been steadily coming out of the closet, yet at work he still hid under the strait umbrella. As far as tec support discovering his surfing for porn at work, he had become so bored he no longe...

Just Not Enough: A Gay Cuckold Tale

by CinaedeFuri on Jun 8, 2020
Gay Male

"Ooh, yeah, fuck me, baby!" Dawson screamed, as his husband was fucking his hole. But for Christian, it was just another rote fuck with his husband. He loved that Dawson was a verbal bottom who loved getting his hole plowed, but Christian wanted to top sometimes too, and Dawson didn't like foreplay either. He wanted to get right into the fucking. Still, Chri...

My Life as a Cuckold

by HerLittlePiggy on Sep 14, 2017
Gay Male

I heard the door open and my wife stumbled in. It was late but no later than her usual night out with the girls. She staggered into the bedroom and I could see in her eyes that she was drunk, which was also the norm for her weekly girls night out. I knew what would come next. She peeled her clothes off and left them in a pile beside the bed which creaked...

My Role in Porn

by Cyanlot on Aug 18, 2017
Gay Male

Like any twenty-two year-old guy whose girlfriend had just dumped him, I was at a bar, drowning my sorrows. I didn't know the bar. Not wanting to run into any acquaintances, I'd picked a dive a few miles from my neighborhood. I'm not much for hard liquor, so I was slugging down beers and spending almost as much time going back and forth to the john as drinki...

Andre Finds Love Pt. 02

by eviltwin52 on Aug 18, 2017
Gay Male

In chapter 1 I told how I first became aware of the power and allure of black cock and how I met my wife Lee. My new bride Lee, and her lover, Leshaun were still on our honeymoon and were due back in 2 days. I'd been invited to my in-laws while Lee was off on her jaunt. Dad, my father-in-law, and I just watched his wife get blacked fucked. Dutifully, we...

My Gay Crossdressing Vacation Ch. 06

by Flame666 on Jun 9, 2020
Gay Male

I woke up looked at the clock, it was 10 am the sun was out and hot, it was a beautiful day. I rolled out of bed realizing that I had cum all over me, in my hair, in my mouth and leaking out of my boi pussy. I peeled off my 40 D breast forms and headed to the shower. While in the shower, I thought about my plans for the day and the coming night. I remember...

Drums in the Night

by KeithD on Oct 26, 2020
Gay Male

Rise, fall; rise, fall. This was usually when inspiration came to me—when I was riding a man's cock. It wasn't working today, though. Inspiration wasn't coming. Guido, an Italian-American hunk, even at fifty, was coming, however. The coming of Guido was well worth working for. I reclined back, grasping his knees, and continued rising and fall on his shaft as...

His Hot Gay Assistant Ch. 03

by walterio on Aug 20, 2018
Gay Male

AUTHORS NOTE: There are few brief descriptions of heterosexual encounters in this chapter. SIX MONTHS OF WORK AND TIME FOR A VACATION For the duration of the Minneapolis project it was very routine travel and sexual encounters. On Monday at my home office Michelle and I would prepare status reports for the client, review theme and then I would fuck him. I...

The Sequel

by raphaelite on Aug 18, 2017
Gay Male

Okay, so I always said I really liked girls. And I was right. I still do, lots. I also said I wasn't into guys. You know, watching them with each other, thinking about them with each other, especially not doing anything physically with one. So I was wrong about that one. After I ended my protracted fling with the first guy who ever pursued me, I figured I...

My Gay Crossdressing Vacation Ch. 03

by Flame666 on May 11, 2020
Gay Male

I woke up. My bra undone, panties covered in lube and my nylons pushed down my legs. I felt as if I had been used. As I became more aware, I realized that I had been used and really enjoyed it. On the first day at the gay resort after getting dressed, I had walked over to a gay bar and been picked up by a nice guy, named Paul, just a bit older than myself. H...