Jay's Stories
patreon
One Shot | Sharing a room with my straight friend in Cabo...
🕑 Added 2025-08-15 14:00:03 +0000 UTCEveryone is over the age of 18
----------------------------------------
We all wanted that “spring break in Cabo” experience. Some of us had to use our student loans to pay for it but it felt like we would regret it if we didn't go. Still, not everybody was able to come along so we ended up being a small group of 2 guys and 2 girls. We weren't dating those girls so we roomed separately. Spencer is my tennis buddy so I knew it would be smooth sailing to share a room for a week.
So here’s this story:
We wanted to make it as fun as possible, so we set up some party rules. We got to pick the girls’ swimsuits and they got to pick ours. Naturally, we went with really skimpy ones that would show off an amount of skin worthy of spring break. That being said, Spencer and I were ready for the worst when the girls handed us the bag at the hotel door.
“It's not one of those dissolving ones right? I didn't bring a spare,” I say as I peer inside the bag. They went all out with the stuffing paper inside.
It wasn't. They both were speedos; one had bananas on them and the other one had eggplants. So basically we’re going to put our junk out there for the whole week.
“Dude, it's going up my crack,” Spencer says from the bathroom. He comes out to show me and indeed I get a full moon.
“DUDE!” I turn my head in horror. “I did not need to see that.”
“Yeah well you're going to be looking at it all week. The other one might be looser.” Spencer turns to look at his ass in the mirror. “It's not my fault I got it going on.” He attempts to jiggle his ass.
“Oh Jesus,” I take out the other pair of underwear and stretch it out in my hands. It's seriously tiny. I'm not even sure if I hope that I'll bulge a lot or a little. At least the same amount as Spencer does or else I'm going to be the butt of the joke forever.
I go to change into it in the bathroom and wince at the feeling of everything down there compressed together. I'm used to wearing loose boxers so this is definitely… something else. Nothing has ever been quite so deep in my crack.
When I walked back into the room, I got blasted by another shot of Spencer’s two asscheeks on the bed. He flipped around on the bed to check me out and started laughing.
“Dude, I can see your balls.” He points. “At least now it's confirmed you've got some big cajones.” His own bulge looks like more dick than balls.
“At least we get to see the girls in theirs,” I pull at the bottom of the underwear. I swear to god any higher and the vacationers are gonna see my wrinkly ball skin all week long.
“Speaking of which, they are probably ready by now. We're supposed to meet them at the beach.” Spencer stands up and grabs a bottle of sunscreen. “You do me and I do you?”
“No homo,” we say in sync and grin at each other. I reach out with my hand and he dispenses a huge glob of sunscreen in my palm. I spread it on my palms while he squirts some into his own hands.
“Make you get the whole tattoo,” Spencer mutters as he slathers the thick white cream onto my shoulders. His tattoo covers his left pec and wraps a little around his side. “Fuck, this is going to take forever.” I could tell by the way that Spencer was rubbing my shoulders that the thick cream isn’t soaking in the way it’s supposed to.
I place my gooey hand on the left side of his chest and almost recoil at how warm he is. It is hella hot here in Mexico, of course. I push the cream around his skin, noticing how far the grease of it drags. He doesn’t have a ton of chest hair, but the thick white liquid is definitely getting caught on the hair follicles. Spencer lifts his arm for me to get the rest of the tattoo and jumps when I accidentally get too close to his armpit.
“Hey!” His arm closes and squeezes my hand under his intensely warm side. I pull my hand out, greased by the sunscreen.
“Sorry,” I chuckle. “That was dramatic.”
We continued to put sunscreen over our upper bodies. He did my back first, and then I did his. We see each other’s physique at tennis all the time so I felt fairly comfortable with that part of it. It’s when it got to the bottom half that it got more awkward.
“We should probably do this ourselves,” I suggest as he finishes up with my lower back.
“I’m already here. Nice ass, by the way.” Spencer slaps my right cheek while laughing. I flinch at the feeling of cold cream on my exposed cheeks and then his thumbs gliding through a part of me that no one else ever touches. It feels almost tender, like those muscles never get massaged or stretched properly. “Turn around.”
I turn around to face him, and look down at him on his knees. He spreads sunscreen on my calves and looks up at me with a smile.
“No funny business,” Spencer says while winking at me. He moved from my calves to my thighs and that’s when I felt myself getting aroused. It was hard not to when his fingers moved higher and higher up, until they were literally an inch away from my balls. Thankfully, with the tight underwear, it stopped my erection halfway. “Alright, your turn.”
We’re about the same height, so when Spencer stands up, we’re standing face to face. There was an embarrassed look in his eye. I didn’t quite understand it until I crouched down with the sunscreen bottle.
“Hey, it’s just…”
His cock was clearly erect, right in my face. The banana shape of it against the tight fabric left nothing to the imagination. I could even make the shape of the head.
“Me too,” I say quickly, hoping to resolve his embarrassment. In fact, seeing him hard is making me hard too. I’m not one to watch gay porn or whatever, but I’ve always liked watching a hard dick get sucked. I quickly finish up with his legs and stand back up. He still looks embarrassed, albeit more relieved than before.
“We should get going,” Spencer says. He adjusts his package. “Fuck, you can see everything.”
“Oh shit, I missed a spot.” The white spot on his nipple glistened under the light. I reach out and rub it in with my thumb.
“I think I’m going to have to deal with this before I go.” Spencer adjusts the small underwear. “Maybe you should too?” He makes a nod at my tightened speedo too.
“Alright?” I say with uncertainty. I mean, it’s not a bad idea. I knew this conversation would probably come out sometime during this week. Neither of us were going to go a whole week with half naked girls around us without jerking off. I go to sit down on the bed.
“Wait!! You're going to get sunscreen all over your bed!” Spencer stops me. With how much of it is on my ass, he's probably right.
“How then?” I asked.
Spencer grabbed a towel from the bathroom and laid it out on the bed. He tossed me one and I did the same thing on my bed.
“No gay shit ok? Keep your eyes to yourself,” Spencer says jokingly as he slides his speedo down. He groaned audibly and I understood the feeling when I pulled mine down. My balls could finally breathe again.
My cock grew quickly now that it's free and being in a room with someone else made it feel more exciting.
“Well, now we have a use for the sunscreen grease.”
I glanced at Spencer stroking his cock. His hand did seem to glide easily. We didn't have any porn, so I closed my eyes and thought about the girls in the bathing suits we chose for them.
Ah…
The sunscreen is slippery on my hand, which makes for a decent lube. I've always gotten more horny in a hotel room and I'm glad to have this chance to get it out before I'm surrounded by half naked people in the sun. Especially in that speedo.
“The girls just texted. They're ready,” Spencer says.
“Alright,” I whisper back.
“I think I'm going to bust,” Spencer says. My heart speeds up and I let my curiosity get the better of me. I open my eyes and peek over at him. Just as I focus in on his cock head above his fist, a string of cum flies out, backlight from the window.
Oh fuck!
I breathe out sharply as I nut too, emptying my balls onto my stomach. I watch Spencer’s toes curl in the light and his calves flex as he rubs himself to completion. I look away when he uses the towel underneath him to wipe his hand.
“Phew. Well, I feel better.” He sits up and dries his crotch with the towel. “You done?”
“Yeah yeah, I'm done.” I sit up and do the same thing with my towel. Spencer turns his head to look at me before I can cover up. His mouth turns downwards in an impressed expression.
“That thing is going to fit better in the speedo now.”
Comments
Bryan G
Love it. ❤️
Jay
LOL you guys what's happening with this post! Is it too random as a sudden one shot ?
