The Hot Tub Orgy at Island House Was the Ultimate Free-For-All

But I waited until fucking Mr. Clean's doppelgänger to cum.

After last year’s trip to Island House, a sex-positive, clothing-optional resort for men located in Key West, I knew what to expect. I knew that the guys there were actually open to making new friends and wanted you to approach them. I knew my naked interactions could be as platonic or sexual as I wanted them to be. And I knew that the cubs with fuzzy peaches would be pre-lubed with poppers in hand, ready to get raw-dogged at a moment’s notice. 

Photo courtesy of Island House

So this year, I didn’t waste any time. This year, I was going to fuck absolutely everyone. I needed this. For the last five months, I had been working on edits for Boyslut: A Memoir and Manifesto, and frankly, I was losing my mind. One morning, I’d wake up thinking I was the voice of a generation and I would change the lives of thousands of people across the globe. But by the time evening struck, I would convince myself the book was trash, I was going to get canceled, and I’d never work again as a professional writer. 

Clearly, I was a little all over the place, and I needed a break. And if there’s something that helps me relax and clear my head, it’s eating ass, breeding holes, gagging on dick, and having my guts rearranged. Some people relax with CBD and a candle-lit bath. My version of self-care involves a lot more cum. 

Alas, the first evening I arrived, it was too late. My plane was delayed for four hours, and I was exhausted and in a poor mood. But after ten hours of sleep, I was ready to go, and I was not going to wait until the evening to get my dick wet. No sir. I told my friends—one of whom was Mickey, the tenacious bottom who took 10 loads at the first Boyslut party—that we all needed to fuck now. Needless to say, both he and my friend Jayden Woods (NSFW) were game. 

We went to the indoor hot tub and promptly dropped our slutty bikini bottoms. The Jacuzzi was empty, except for an unassuming, hairless man in his mid-forties. His eyes widened as we got our cocks out before plunging into the water. He was merely there for a schvitz and likely wasn’t expecting live entertainment. So I asked if he’d be okay with us being a little naughty, and obviously, he said yes. (Still, I wanted to ask. If you were actually just in the mood to relax in the Jacuzzi, and then three guys came in and started fucking, you might be a little annoyed.) 

Jayden raised himself out of the water, revealing his wet bubble butt. I spanked it a few times before I bent him over the side of the Jacuzzi. I then spread his cheeks and began feasting. Unexpectedly, he somehow tasted sweet. I thought I’d get a mouthful of chlorine—it shows you how hungry I was for ass that I still ate it anyway—but it didn’t taste like bleach. It tasted like booty, incredibly clean booty.

I stood up to eat his meaty behind, my erect dick now fully out of the water. Mickey started sucking like a good little boy while I kept eating Jayden’s ass. When I stuck a finger in Jayden, he recoiled. Chlorinated water doesn’t make the best lube. Rookie mistake not bringing our own bottle with us. A Boyslut of my stature should know better, but my all-consuming horniness was at the wheel. And he is not one to plan. 

Jayden ran back to our room to grab some lube, and Mickey took his place, only he got on all fours. His muscle butt hung over the edge of the Jacuzzi for me to ravage. I started licking his ass and our fortysomething friend, let’s call him Lee, started sucking my dick. It was like musical chairs; everyone had shifted one position over. I thrusted down Lee’s throat while ravaging Mickey’s ass. 

God, I needed to fuck. I needed to be inside Mickey. We had fucked a few times before, and he was a beast. He made me feel like a human dildo. I loved flipping the script—being objectified while I top. I loved that he was using me for my dick. I wasn’t using him for his hole. 

“I really want to fuck you,” I said. 

“Do it,” he said. Lube be damned. 

When I stuck my dick into his wet hole, I let out a sigh. Lee repositioned himself to suck on Mickey’s dick while I penetrated Mickey from behind. I held Lee’s head down on Mickey’s cock as I pounded. Lee would gag on Mickey’s dick, causing Mickey to involuntarily flex his cock, which, in turn, would cause Mickey to pulse his asshole. The sexual chain of contractions connected all three of us; it was as if Lee was sucking my dick, too. 

None of us attempted to curb our loud moans, so soon, we had some spectators. As they came in, I asked the first two men if they were okay with what we were doing. They both said yes. I didn’t ask the third man when he entered, only to see me balls-deep. 

Of course, everyone was okay with what we were doing. That was why they were at Island House. And, if for some reason, they were really uncomfortable with men having sex at a gay resort known for men having sex in public, then they could go to the outdoor hot tub.

By the time Jayden returned with the lube, three more men were in the Jacuzzi. Jayden saw I was busy, so he called over the fiftysomething Tom of Finland Daddy with gauged pierced nipples and a thick cock, and commanded Tom to fuck him. 

Boing! Tom’s dick shot up, and I realized he had a Prince Albert, too. On brand for an older daddy.

I kept fucking Mickey but now had a live show right next to me: Jayden getting railed while standing up, pushing his juicy ass deep down on daddy’s dick. Watching how hard Tom fucked Jayden encouraged me to fuck Mickey even harder. I slammed my dick in and out of his ass until I was out of breath. Mickey, though, needed more cock, and summoned another spectator to take my place. 

Lee, good reliable Lee, sucked my dick while I relaxed. He was my own personal fluffer, keeping me nice and hard. With his free hand, he started massaging my anus, and that’s when I was ready to go again. A little ass play on me goes a long way. 

“You want this dick down your throat?” I asked. He looked up at me submissively and mumbled, “Yes.” I grabbed him by his throat and the back of his head and pushed my dick down his mouth. Lee got the memo and began sucking hard and fast. His tongue swirled around my dick as he made loud slurping sounds. 

I started to overheat. I was in an indoor hot tub, after all. I told Lee I was going to grab a water, but once I got out of the water, a twenty-five-year-old cub walked in, butt-ass naked. I learned he had just finished working out in the gym next door—leg day. No wonder his hairy ass was looking so massive and breedable. 

I remembered Jack from the year before. We had fucked last time. We reintroduced ourselves, and I let my hands wander between his cheeks. He was pre-lubed. 

“Want to bend over for me?” 

He took a whiff of his poppers, surreptitiously hidden in his hand, and said casually, “Absolutely.”

He placed his elbows onto the wall and bent over at a perfect 90-degree angle. I slid right inside of him. There’s something about fucking a muscle bottom with a hairy ass that screams capital-G, Gay. When I fuck smooth effeminate twinks, it’s fantastic. Don’t get me wrong. But it’s a different type of sex, where I don’t think to myself, I am fucking a man. But when it’s a bearded, hairy cub, I feel so gay, in the best way imaginable. 

I gripped his waist for support and plunged deep inside his wooly ass. I relished how his ass hairs tickled my shaft as I thrusted. I turned his head to the side, so we could kiss while I took him from behind. Then I put two fingers in his mouth, and he sucked it like a good boy.  

Meanwhile, Mickey was next to me, holding onto his ankles, as a new man annihilated his hole. He repeatedly shouted, “harder,” as this man, who I hadn’t even seen walk in, thrusted with everything he had. Mickey and I locked eyes and, at the same time, gave each other winks. 

I really was beginning to overheat, and I wasn’t going to be the bitch who passed out in the hot tub while fucking, so I told Jack I needed to grab some water. 

“Come find me later,” he said before giving me a peck on the lips. 

I grabbed some water and looked at the clock; it was happy hour. Now I love many things about Island House—the openness, friendly guys, food, ample places for public fucking—but the best part of Island House? Happy hour. They do happy hour right. You get four free drinks in that hour and a half, and they pour those drinks strong. This attracts all the guests; everyone at the resort comes down to drink and socialize. And by drink four, you see a lot of boys cuddling up close to each other, and if you look for it, you’ll find a lot of hard dicks getting jacked off in plain sight. 

Photo courtesy of Island House

I chugged a few glasses of water and headed to the pool deck, where happy hour was already in full swing. Naked boys’ cocks were floating in the water, each had their own Tara Reid (Island House’s signature fruity cocktail) in hand. Some men were lounging on the chairs, taking in the last moments of sun, while others huddled at the bar, making sure to get the most out of happy hour. I found another friend I had traveled with talking to a gaggle of cute boys, so I introduced myself. 

One ageless man wearing a pearl necklace and a tiny black thong sculpting his perky behind caught my eye. He was petite, not even five feet, and with his shaved head, he looked like the sexier younger brother of Mr. Clean. (And Mr. Clean is already sexy, so imagine how fine this guy was.) When we caught each other’s eyes, there was an immediate connection, and I knew I would fuck this pocket gay. And I knew he was going to be good. 

“I’m Zach,” I said, staring into his big brown eyes. Mr. Clean shared his name, and we both paused, still staring intently into each other’s pupils. 

“You’re very handsome,” I said. 

“Look who’s talking,” he replied. 

I quickly learned he was a local who loved coming to Island House to meet boys from around the United States. He also hand-designed his pearl necklace from recycled jewelry from his grandma. 

I put my arm around his back and pulled him towards me. “Is this okay?” I asked. 

“Of course,” he replied. I knew the answer, but it’s always good to ask, even in a place that utilizes opt-out consent more than enthusiastic consent.

“Can I touch?” I followed up, my hand hovering over his ass. 

“Please,” he said. 

“I need to get into your booty,” I said reflexively. It was a thought I didn’t mean to say out loud. 

“When and where?” he replied without missing a beat. 

A part of me didn’t want to miss the rest of happy hour and the opportunity to schmooze, but I wasn’t going to miss a chance to fuck this tiny, sexy man. 

“Now, and my room?” I suggested. 

He smiled and said, “Yes.” 

“We’re going to head back to the room. We’ll be back in a bit,” I told my friend. He looked at me in awe. What can I say? I work fast.  

“God, you really are so tall,” he said back in my room. Both naked, we examined our bodies in the mirror; I was a giant compared to him. We were a porno waiting to be filmed.  

I then turned to him, grabbed his ass cheeks, and lifted him up. He straddled his legs around my waist as we kissed, our tongues dancing together in harmony.

When I threw him onto the bed, he giggled. He liked being tossed around, and I wasn’t the first guy to throw him. The moment I lay down, he climbed on top of me and began kissing me. He hugged me like a koala cub while I grabbed the sides of his face with both hands and pressed my lips to his.

When he pinched my nipples, I involuntarily arched my back, and he grabbed my dick. “I want you inside me,” he said. 

“Not until I taste you first,” I replied. And with one fluid motion, I flipped him onto his stomach, spread his cheeks, and began licking his smooth, creamy hole. For a pocket gay, he had a surprising amount of meat on his ass, and I palmed two handfuls. After alternating between licking his hole and smacking his cheeks, I grabbed some lube, and my dick disappeared inside of him. He squirmed ever so slightly.

“You like that?” I asked. 

“Yes,” he whimpered. I let my weight fall onto his tiny frame; my chest now flush against his back.

“Fuck,” he said, squirming. I grabbed him by his wrists and held him down. 

“Stay right there, baby,” I said. 

“Yes, daddy,” he said. 

“You love daddy’s dick inside you?” I asked. 

“I love daddy’s dick,” he said. I sped up my stroke, every inch of me exiting his ass before thrusting back in. 

Typically, I’m not incredibly turned on by smaller, thinner twinks. I tend to like my men big and thicc, but I was downright spellbound fucking Mr. Clean. His size and propensity to submit made me feel like a god. I was Big Daddy, and he was my little sex doll whose sole purpose was to make Big Daddy feel good. 

And he did. I felt euphoric, a combination of pleasure and power. When I learned he liked being choked, it was game over. I turned him around and looked him in the eyes as I wrapped both hands around his tiny neck. 

“Take it,” I said, and he moaned. 

As I released my grip, I gave him a big smooch. 

“Ride me,” I commanded. 

I flipped over, and he hopped on top of me in cowgirl. He rode me slowly, periodically pulsing his hole. “I could milk this dick all night,” he said. 

“Do it,” I said as he bounced up and down, letting me feel every inch of his insides. 

When he started kissing me again, I knew I would shoot. While I wanted to cum in his tender hole, I also wanted to see the load that had been building since the hot tub shenanigans. 

I pulled out and told him to stroke me with his hand. He listened like a good boy. I grabbed the back of his head to kiss him harder as I came all over my large, hairy pecs and his small, smooth chest. 

“Fuck,” I said, looking at him. His eyes were big and bright. 

“That was incredible, he replied. I nodded. There was nothing more to say. The sex was, simply put, incredible. 

But that’s how it is at Island House. The sex is always incredible.