First Jerkoff Buddy On A Family Vacation (Patreon)

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Everyone is 18+ and fully consenting.

Chapter 1: Hot Tubs

My family took a vacation to a Caribbean resort one summer. I was in the goonerest phase of my life (I still am, but it was newer then), and I spent the whole first day at the pool, hiding my boner and staring at girls in bikinis. There were so many of them, tan and dripping and adjusting their tops every time they climbed out of the water. I had been half hard since we landed. Every few minutes I tucked my boner up into my waistband and pretended to care about my book or my phone.

And the whole time, I hadn't gotten a single chance to beat off. My family was always right there, in the next room or knocking on my door to head down to dinner, it had only been a few hours on the island, and I was so backed up I could feel my pulse in it. 

And throughout the day, I opened Tinder every chance I got, hiding my phone against my thigh on the pool chair, swiping for some random vacation pussy. A resort like this had to be crawling with girls as horny and bored as me, I figured. Maybe I'd even lose my virginity, or at least get some real action for the first time in my life.

I chatted with a ton of girls, but most of them were stuck in the same situation as me, pinned to dinner tables and shared rooms, no way to slip off from their families. So I basically started a subconscious planning sesh for my masturbation session for later, screenshotting the hottest girls on Tinder and stockpiling them. At least I had a room to myself in our suite.

Around ten my family finally called it a night, and I stepped onto the balcony in my solo room. It was overlooking the pool, and there were some hot girls hanging out down there, doing their thing. The night air was pleasant, and I was alone. I could jerk off out here, I thought. But I decided not to do that quite yet. 

I snuck out of the room and walked down to the pool level. A hot tub was still bubbling, steam curling up into the warm night air, and I stepped in. A random guy was in there already, around my age.

He was athletic where I was skinny, and everything on him was round. His pecs were perky, almost like tits above the waterline, his biceps bunched into bulbous grapefruits when he put his arms behind his head, and when he shifted up onto the seat his butt pressed into bubbly globes against his shorts. 

I stepped in, nodding to the dude as I looked past him, trying to remain cool as I sized myself up instinctively. He was maybe a couple inches taller, and built like a wrestler. I felt mogged, but it didn't really matter at that point. Still, I kept looking over at him through the steam and I didn't really know why. We got to talking.

“Where you from?” he asked.

“Ohio. You?”

“Jersey. How long you here?”

“A week,” I said.

“Same. My family dragged me down here too.” He put his hand out above the water. “Kurt.”

I shook it and told him my name.

Water beaded on his round pecs when he leaned back against the edge of the tub. "Worst part is I can't even beat my meat," he said. "Somebody's always in the room." 

We both laughed. "Dude, I lucked out," I said. "I got my own room in my family's suite this trip."

"Bro, I miss my masturbation station at home," he said. "Dual monitors. Lotion in the nightstand. A door that locks." He counted each one off on his fingers, water dripping off his wrist, and we both cracked up, loud and boyish, our laughter carrying across the dark pool deck.

Our attention drifted to the girls. They weren't far away, and they thought they were being discreet, but three of them straight up started comparing boobs in their bikinis, cupping them over the fabric and talking louder than they realized.

"Bro," Kurt said. "I'm beating off under the bubbles right now."

I about choked on the steam. "Dude. What?"

Under the bubbles his arm picked up speed, and he quit hiding it after a while. He just looked right at me while he stroked, grinning through the steam. 

"I kinda hope they see us, honestly," he said. "Getting caught would be hot. I like being ballsy." 

He kept up a filthy play-by-play under his breath the whole time, about the girls' tits, about what he'd do to each one of them, totally relaxed, like we'd known each other for years. Dude was a certified freak.

After a minute he shifted up onto his knees and pressed his crotch against one of the jets, hips flat to the wall of the tub. 

"Bro, this jet hits different," he said. Nobody on the pool deck could see what he was doing except me. His round bubble butt crested the foam behind him, two meaty globes bobbing out of the bubbles every time he ground his hips forward.

"Bro, get over here," he said. "You gotta feel this."

I looked at the girls, I looked at him, and some horny autopilot in me made the call before the rest of me caught up. I waded over and knelt up beside him on the bench, pulled the front of my shorts down under the water, and pressed my dick against the jet.

It hit me like a vibrator. A hard, steady pressure beating against the underside of my shaft, hotter and stronger than my hand had ever been, and I had a whole day of backed-up pressure behind it. My hips pushed into the wall of the tub on their own and I had to bite down on a moan.

"Told you," Kurt said, watching the girls cup their tits over their bikinis across the pool.

There was only one good jet, so we traded it. He ground on it while I watched, and I took it back when he slid off, both of us keeping our eyes on the pool deck, when we weren't watching each other. My third turn, my balls pulled up tight and fast and I tore myself off the jet.

"Dude, I almost just came in the water," I said.

He grinned at me through the steam.

Out of nowhere his arm hooked around my waist and he pulled our hips together. His grip was strong, fingers digging into my side, moving my body around like I weighed nothing. We ground on the jet at the same time, dicks touching under the water, and he grabbed both of them in one fist, holding them together so the vibration pounded through both of us at once.

We finished at the same time. I felt his dick throbbing against mine, pulse after pulse, his fist crushing us together while our loads mixed into the bubbles. My legs shook under me on the bench, and he kept grinding on the jet until he had wrung us both empty.

"Bro," I said, when I could talk again. He just grunted, or kind of whined, his eyes still closed.

I barely caught my breath before his arm hooked my hip and hauled me back against the jet. I was still oversensitive, flinching at the first hit of pressure, and I pressed into it anyway. He bunched our dicks back together in his fist and we started up again, hips grinding into the wall of the tub side by side. We finished a few more times like that, trading the jet in between, each load coming slower and thinner than the last. My balls ached. By the end my legs were useless under me on the bench, and he was still grinning.

We sat back on the bench and kept talking, about girls, about lifting, about nothing. At some point the bubbles timed out and shut off on their own. Through the still water I could see his dick drifting up off his thigh, still hard, or at least mostly there. And it was so much bigger than mine. The girls had wandered off and it was just us out there. 

After a minute of talking, he stood up and climbed out, butt naked on the deck, and I stared openly at his muscular ass flexing with each step, his big dick swinging as he walked, his balls hanging heavily behind it.

He slid back into the water and didn't say anything, just leaned his head back against the edge. I couldn't let it go. 

"Bro, your dick is so big. Way bigger than mine," I said. "I wasn't gonna say anything, but damn."

"Didn't even notice," he said, shrugging. "Let's compare."

We stood up above the water line in the hot tub, facing each other over the water, and I pulled the front of my shorts down to my thighs. We were both hard again, and neither of us mentioned that part. He grabbed both of us again and put them together in one fist. His hand was still hot from the water, and he squeezed slowly, lining us up base to base. His dick dwarfed mine. It was thicker and longer, curving a bit to the side over his knuckles, a monster parked above his big heavy balls, while mine pointed straight out underneath it like its little brother. I could feel his pulse where our shafts pressed together, a steady throb against the underside of mine. We both looked down at them over the still water, taking in the comparison.

"Mogged," I said, and we chuckled.

"Yours is a good size though," he said. "For real."

We climbed out eventually, pruned and lightheaded, and grabbed our towels off the deck. I told him my Instagram handle and he repeated it back to me a couple times, nodding, since his phone was up in his room.

····[]····

I was in bed around midnight when a follow request came through, and a message right behind it.

Kurt: Yo

Kurt: You up?

Me: Yeah

Kurt: Look at this

A porn link. I opened it, and he sent another one before I even finished the first.

Kurt: Hold on. Moving to the bathroom, my family's in the room

While he relocated I sent him the Twitter girl I was obsessed with, this amateur slut with her own page who answered her own DMs, and he sent back a string of his favorites, each one filthier than the last. We traded them like baseball cards.

A picture of his dick came through next, hard against his stomach, bathroom tile behind it. I sent mine back without hesitating, my heart racing the whole time. 

As confusing as it all felt, and as sore as my poor dick already was, I started beating off again. I propped my phone against a pillow and filmed myself stroking my meat, whispering for him how much I liked the girls he kept sending, what I wanted to do to them. My heart pounded harder sending that first video than it ever had for any prospective chat with a girl. 

He sent his own back from the bathroom mirror, his fist working steadily over his big dick. It was barely contained in his grip, and I could see his round pecs flexing above it. We traded videos until I was close to finishing. And just as I felt myself peak, I hit record.

I filmed the shots of cum shooting out of me, a few weak spurts after everything the jet had already milked out of me, and when my hands steadied I took a picture of the load splattered up my stomach, and I sent him that too.

Post-nut clarity hit me for the first time all night. He stopped answering, and the longer my phone stayed dark on my chest, the surer I was I'd ruined everything with him, for some reason.

But even then I still felt good. My whole body sank loose and heavy into the bed, my sore dick softening against my thigh, and I caught myself grinning in the dark. For the first time in my life I wasn't ashamed of being a horny freak. I felt liberated. Sexually. 

I put my phone down on my chest, letting myself drift off. A few minutes later it buzzed. It was a video of him cumming onto his iPad, ropes shooting across the original Twitter girl I'd sent him, his load sliding down her picture. It felt weirdly meaningful.

····[]····

My family went down to breakfast the next morning. It was a huge tropical fruit buffet, and omelets and stuff like that, mountains of mangoes and a guy in a chef hat making pancakes too. Kurt was there with his family, clear across the room, a tank top stretched over his round pecs. We nodded at each other like two normal dudes who had definitely not jerked each other off in a hot tub. 

Halfway through eating, I caught him looking at me. He held a banana up beside his face, casually, while his mom talked to others at the table. He wiggled his eyebrows. I lost it, laughing into my orange juice, and he dropped his head, shoulders shaking, both of us laughing at a joke nobody else on that tropical paradise island would understand.