The Gay-Ass Orgy With Gay Asses Everywhere

It was booty central at Island House, and I was at the center of all the booties.

Read about the first two sexy experiences at Island House here and here!

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Original illustration by Eduardo

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He had that type of soft face that made you want to corrupt him—cheeks like a chipmunk, wide eyes like a deer in the headlights. At 28, Darren wasn’t even all that young, but he had an unlikely innocence. An innocence that a gay man as handsome as he usually loses upon coming out.

He was sitting naked in the indoor hot tub at Island House. Draped around his neck was his husband's arm, a muscular therapist fifteen years his senior. Tony’s chest was pronounced, and his chest hair was trimmed. He had the body of a boxer, a firm torso, shoulders with striations. I learned the couple met on Grindr six years ago, and it was love at first fuck. They had been inseparable ever since.

They shared that they usually only fucked one another but were looking to step outside their comfort zone at Island House.

So when my friend Jayden asked if they wanted to head back to our room to drink and dance, I clarified there was no pressure to fuck—truly, it was just to drink and dance.

They looked at each other curiously, neither wanting to pull the trigger, speaking telepathically the way only a married couple can. Then, a smile crept across Darren’s innocent face. The corners of Tony’s mouth lifted in response.

“We’d love to join,” they said in unison.

Jayden, an Atlantis veteran, had set up our room as a proper gay. Circuit music blasted through the speakers. The galaxy light shone, and the ceiling now looked like ocean waves. Mixers were in the fridge. Shot glasses out, in case we wanted to shoot some tequila. Lube and poppers perched on the nightstands next to the bed.

We were ready for whatever and whoever came our way.

Image courtesy of Island House

I ended up on the couch talking to Tony, the therapist, drinking, and having some laughs. He was a Midwestern liberal—friendly with a good head on his shoulders. I’ve noticed that when you’re a liberal individual in a red state, you tend to be more grounded, more realistic, and less holier than you.

In more detail, Tony shared more about his desire to explore sexually with his husband. They were too young and good-looking to be this monogamous, this boring. Besides, he met Darren when he was young, and so Darren didn’t get to have a slut phase in his twenties. (My interpretation of his words.)

Looking across the room, we saw Darren fully embracing his slut phase. His mouth was firmly planted on Jayden’s lips. Their hands were freely exploring one another’s naked bodies. Jayden grabbed Darren’s thick, corn-fed ass while Darren stroked Jayden’s thick, protein-fed cock.

Tony smiled, his mouth shaped like a crescent moon.

We watched the two men start to roll around in bed; their flesh clung to one another as if superglued together. My cock began to stiffen, and so to did Tony’s. “Is this okay?” I asked before resting my hand on his inner thigh. Tony nodded and leaned in to kiss me—his full, fluffy lips enveloping my slivers.

Perhaps it was the playful pre-kissing chatter or the euphoric desire that endlessly filled Island House, but we had an undeniable passion. We wanted to consume each other, to bring each other pleasure.

I straddled Tony, his erect dick nuzzled in between my ass cheeks. I grabbed the back of his head and brought his mouth to mine. Our tongues interlocked like two serpents dancing the Tango. I squeezed his pointy nipples and cupped his sculpted chest. My erect dick was the only thing between our bodies.

While kissing, I saw Tony looking at his husband from the corner of his eye.

“Do you want to join them on the bed?” I asked.

“I’d like that,” he responded.

Tony lay down next to his husband and started kissing him. Jayden was on his knees, sucking Darren’s cock. I was horned, desperate to ride Tony like a cowboy. As I motioned to grab the lube, Jayden stopped sucking. “It’s out!” he said. “I’ll go to the front desk and get more.”

I had the two men, naked and erect, all to myself. The couple kissed while I stroked both of their cocks. I slurped on one dick, then greedily switched to the other. My throat was relaxed—I was relaxed—and I easily swallowed both of their cocks. “Woah,” Darren said as I swirled my tongue around his shaft while cupping his balls.

I grabbed both men by their asses and scootched them closer together so that I could take both of their cocks in my mouth simultaneously. I enveloped both their heads and cupped their penises with both hands, stroking their bases while I sucked.

They stopped kissing to watch me, to share in a moment of pleasure.

Jayden returned with more than a bottle of lube. Beside him were two more naked men, both of whom I knew biblically. I had blown both men earlier that afternoon in the video room. In fact, I came blowing one of the men, the guy with the comically large, low-hanging leviathan.

“Oh, hello again,” he said upon entering, seeing me with two cocks in my mouth. (God, those men must have thought all I did was suck cock…and they wouldn’t have been wrong.)

I stopped sucking to give the new attendees a hearty hello, and by that, I mean I walked over, gave them both a hug, dropped to my knees, and started sucking them. They had barely entered the room, and there I was, the welcome hoover.

But I only sucked them for a second—I had already had my time with them that afternoon and had two guests who were patiently waiting on me.

With the full bottle of lube in one hand and a fresh bottle of poppers in the other, I felt armed for battle. Darren had the fattest of the asses, so, of course, I asked to fuck him first. He looked at his husband like a puppy dog, silently seeking permission.

“It’s up to you,” Tony replied.

Darren looked back at me, smiled, and flipped over—assuming the position on his hands and knees. I spread his supple, bubbly cheeks, stuck out my tongue, and licked his hairy hole. It tasted of chlorine and sweat. I spread his cheeks as far as they could for better access. I stuck a lubey finger inside of him and pressed downward. He was tight, but after manually manipulating the smooth tissue in his rear end, he opened for me. I lubed up my cock and inserted just my head.

“How you doing?” I asked with just the tip in.

“Great,” he replied. I slowly inserted the rest of me, aware of his husband’s eyes hot on my skin. Once I was fully inside, I let my dick rest inside of him. “How does that feel?” I asked.

“Perfect,” he replied, his voice floaty. I started to thrust gently, purposefully. His juicy ass bounced on my dick and clapped against my shaft. Tony leaned in to kiss me, to be more integral to the scene. I kissed him while I fucked his husband. Tony’s hand stroked Darren’s cock while I fucked his mighty ass.

I reveled, feeling the curves of both men. Tony’s chest. Darren’s ass. My dick was inside a slick, wet hole.

I don’t want to say this is what Island House is about. That would diminish Island House to just sex when it’s so much more. But undeniably, this is, at the very least, a part of what makes Island House special.

On the bed beside us, Jayden was sucking a dick while taking the monster cock in his ass. His moans were muffled by the dick down his throat.

Tony stood up on the bed and placed one foot over his husband, who was still taking my cock. He shoved his ass cheeks in my face, so I could feast while fucking. His ass was big, like his husband’s, only his was all muscle. I wouldn’t be able to last much longer. I was too horny. There was simply too much stimulation. Too much ass.

I felt my testicles rise and shouted into Tony’s ass, “I’m going to cum.”

“Cum in my husband,” he said. My knees started to buckle. My asshole puckered. My abs flexed.

“Argh,” I shouted as I released my semen into Darren’s hole. Darren backed his ass up on my dick as I came, then squeezed his hole, sucking the remaining juices out of me.

”Fuckkkkkkk!” I yelled as more cum fired out of my dick, lathering his insides. Tony grabbed the back of my head and shoved my face deeper into his ass. I spurted out the last of my cum, my body twitching and convulsing like a robot short-circuiting from a logical paradox.

After my climax washed over my body, I collapsed onto the bed, out of breath. I told the married couple to join the three men on the other bed. I watched as the five men played—sucking and fucking. Eating and licking. Dicks slapping against both types of cheeks.

I couldn’t help but wonder what Tony and Darren were thinking—whether they envisioned their sexual exploration at Island House culminating in an epic orgy. But that’s the allure of Island House; you never know what shenanigans await you.