Work Text:
They'd had a nice meetup, the 5 doing a big final show in Tommy's tour. After a celebratory dinner, they had retired back to the hotel. It was Tubbo's idea to head to the hotel. They didn't have swimsuits, so they all just stripped down to their respective underwear, and got into the hot tub one by one. Philza was out first, in a pair of loose-fitting black and red boxers. Even in them, his semi-hard cock showed. He had a nice, soft body, finely decorated with strawberry blond hairs. He eased himself in the tub. He'd seen each of the guys before. Each had come in turn, asking for advice, or comfort and he'd done his best to help them. One thing lead to another and each had gotten a taste of him but none of them knew such. It'd be interesting to see what'd happen here. He surmised.
The next out was Ranboo, wearing an ill-fitting and rather plain pair of black underwear that left everything to the imagination. He was often pretty shy, so it made sense he'd get in pretty quick. Phil did admire what he could, enjoying seeing that smooth skin slip under. All that remained out was that fluffy head of brown hair, and those gorgeous eyes. Those same eyes darted to Phil, and then crimson spilled across his cheeks, quickly looking away as Phil offered up a reassuring smile. “It's alright mate. Just relax.” He offered, spreading out a bit, arms resting on the brickwork surrounding the water. Heat seeping in and soothing.
Tommy was the next, racing up in a skimpy little red pair of underwear. Phil raised his voice quickly “Tommy, it’s not-” but it was too late. The blond jumped in, legs clutched to his thin body. A massive splash hit the tub's current occupants, Phil couldn't do anything but laugh at the absurdity.
Tommy's blond hair, plastered to his head quickly surfaced, with a cry. “Oooowww!” He said, clutching his tailbone, turning and twisting. Unintentionally giving Phil a good show of the hairy teens body. The two blonds actually had the largest cocks, the sopping wet fabric clinging to Tommy's bulge.
“Yeah, mate, it's..it's a hot tub, it's not that deep.” Phil tried to bite back the humor with a bit of concern, but it looked like what was more bruised was Tommy's ego. He sank down under the water in short order, focused on blowing bubbles in front of him, brooding. Phil could see a sneaky hand move under the fabric to rub that cute little butt.
The only thing that took Phil's eyes off the blond, was the next person to come in. Tubbo was unashamed of his body, worked on it a good bit, probably the most in shape of the 5. Veins visible in his arms, defined biceps, a bit of a toned butt as he passed. He was similarly hairy to Tommy, curling over his chest. He was clad in some green briefs that hugged his ass. He stepped in, water swallowing the toned thighs and calves. Noticing Phil's eyes, he turned a bit. He was definitely also a big people pleaser, which was a great contrast with-
“Hope you weren't having fun without me!” Phil rolled his eyes, turning back, and then doing a double take. Will was certainly showing himself off, anyways having to be the star of the show. Seems like he actually did have a swimsuit…the skimpiest speedo Phil had seen. Spangled with the British flag, radiating red right from his bulge. Even his trail seemed pointed right at it. Completely matching his usual fuck-boy attitude. He slowly walked over, showing off clearly. Tubbo rolled his eyes and splashed some water at his feet. Wilbur’s eyes widened, and he playfully pinwheels his arms, before sliding in just next to Phil. He put an arm behind his head, touching Phil where the others couldn’t see. His nails tracing over the forearm. Wilbur was certainly bold. Phil's eyes just looked forward, trying not to betray anything. Wilbur was, as always, desperate for attention.
Phil caught the glances his way, and preened slightly. It was really nice to have so many guys interested in him. Wilbur's other hand sunk into the water as he said “Damn, okay this thing is tighter then I thought!” He laughed. His hand went down to his growing bulge, and then, did not resurface. Instead, Phil had to not jump as he felt Wilbur's arm cross around his back, hand slipping into the other side of the briefs. Long fingers reaching, to slowly stroke over the dormant monster cock Philza was packing. It did spring up lightly at the attention, Phil sliding a look over to the brunette. Wilbur bit his lip, and squeezed the head lightly. Wilbur had never fully taken the dick, but that tongue was certainly amazing.
Tommy hopped up and began to splash at Wilbur again. “Why'd you even get it then? To show off your prick?!?” Wilbur's hand retreated to splash back, before coming over and belly flopping onto Tommy who squealed and flailed about the water in the tub sloshing around. “Tubbo help meughhshs-” Tommy's cry for help was cut off by his head going under again. Tubbo laughed and surged forward, tackling Will who yelped.
While the three were splashing and fighting playfully, Ranboo scooted over to Phil, who just asked, “Not gonna join in mate?”
Ranboo gave a nervous laugh, “I think I'd, drown…” he cast his eyes back. He then, moved closer, dropping his voice. “Can I,,,?” His hand reached forward, cautiously. Phil gave a nod, beckoning him in, hand resting on the smooth back, hand stroking over it, reassuring. Those painted white and black nails stroked down the relaxed stomach, almost in awe. Ranboo was always so nervous but, so nice when he felt comfortable doing things. He was sensual with it. Both hands slipped along his inner thighs, tracing. Pleasing. Almost making the fine hairs stand on end as they swayed in the chaotic mess of the tub. Phil had to bit his own lip, a soft shudder going through him.
“That's good, Ran,” He uttered softly, and the twinky streamer’s hand retreated to hide his own growing bulge. He gave a look over his shoulder, spooked as the noise of the other three began to abate. He backed off, looking like a deer in the headlights. Phil just slightly shook his head. He needed more confidence.
The four settled back, Tommy and Wilbur now on the far side, Tubbo moving straight back. Seemingly accidentally, he sat in Phil's lap. But the fact he stayed, the cleft of his underclothes resting perfectly against the shaft, let Phil know it wasn't accidentally at all. After half a minute, when the others were settled he jolted, turning his head. “Shit, sorry Phil.” He wiggled it lightly, grinding, before getting up, and moving to his side.
“No worries.” Phil reassured him. He was fully hard, eight inch fat hog concealed under the water. Tubbo gave him a gracious smile, only one able to see the full length being this close. Tubbo was a bit of a people pleaser when it came to intimacy. It was cute, in a way, Phil thought.
“Naaah, you’re hogging him all to yourself!” Tommy splashed forward, grabbing onto Phil, his other hand reaching down, pretending to grab at his crotch, “Big hunk of-” Tommy’s words fell flat when he touched the erection, brain seeming to process what he was holding. “uhh. “ He looked back, and then quickly moved to Phil’s side, opposite Tubbo. “Yeah.”
Wilbur raised a brow, “Yeah Toms? What is it?” He seemed, curious, if not suspicious. Phil had to bite back a laugh, a bemused look overcoming him. Tommy was certainly always the most eager, but he had only just tried things out with Phil on the tour. The older man could remember helping him with privacy, the first time the other blond had really been out and away from home for a long time.
“Nnnnothing.” Tommy said, looking up at Wilbur carefully. “You didn't see anything.”
“Suuure.” Wilbur said. “It sounded like you were kinda being gay for Phil, Tommy boy.”
“Was not!” he protested, going as red as his underwear, feebly splashing at Wilbur, who just laughed.
“It did, kinda sound like that,” Tubbo chimed in.
“Haha, yeah that'd be…totally weird.” Ranboo said awkwardly, causing their heads to swivel towards him. He shrunk back, realizing how inauthentic it sounded.
Phil sighed. “You have to stop disparaging yourself.” He said to Ranboo. “It's not weird.”
“Yeah, Ran it's okay.” Wilbur brushed his shoulder against Ranboo, swimming over to Phil. “Even though I’m straight I know how hot Phil is, full daddy.” He smiled, sitting across Phil's lap, arm wrapping around his shoulder, other hand gesturing out theatrically. He blinked, at the fully hard shaft, looking up at the strawberry blond, who gave a sheepish smile. The cock head strained against the fabric it was in, and what was containing Will's tight ass. The lanky male seemed to come up with a realization at that moment. “We’re all fucking Phil huh?”
Instantly the tub exploded with accusations and excuses, only silenced by Phil's cheeky nod. “Took ya long enough!” He laughed. “Seriously, surprised none of you caught it when the only people going off for private time did it with me.” He grinned. “Buuut, now that you all know, I think we should have some fun with it. Got it?” The four nodded, easily commanded by Phil. His cock throbbed at that, being able to control someone as rambunctious as Tommy and as egotistical as Wilbur felt, nice. Important.
“Alright so. I am a little pent up but, you four have been fantastic about getting me off. So, if we're going to do something all together, only one of you will be able to, well, get my cock. So, I'm going to have you try and earn it.” He explains. “One at a time you're gonna try and blow me, under the water~” He smirked. That should give a nice level playing field to all of them. “When your mouth touches my cock, then your turn starts. Whoever does the best wins. I'm not going to cum yet though, so if I pull you off, just know you did good.” He smiled. “We'll go in the order you all entered the tub since I think that's fair. Alright?” They nodded, Tommy raising his hand.
“Yeah mate?” Phil asked “What is it?”
“If you're only going to, fuck one of us, what happens to the others?” He cocked his head.
“We'll all be doing fun stuff together. I won't be the only one, frisky and pent up, so you can also enjoy each other.” Phil said. “I'm sure the rest of you also need to get your rocks off because that show was long.” He chuckled, Wilbur seconding it. He gently pushed Wilbur off him and stood up fully, before unbuttoning the boxers and pulling them down. His matted down nest of blond pubes directed all eyes to that bobbing, thick shaft, pointed straight out under its own weight. Hit two thick nuts churned under it, tight to his skin even with the heat from the tub. He looked at the others.
Will of course got the hint first, standing up to peel down the speedo, slinging it around his fingers as he stood proudly. His pubes were shaven to perfectly show off his thin, but decently seized five and a half inches, and balls that hung low under the cock. His fingers played over the dick, showing off before he swayed his way over to the other side of the tub, sitting down to wait his turn.
Next to stand up was Tommy, his underwear already down to his knees, rose pink 7 incher surrounded by an unruly tangle, the teens small balls below not quite matching the size of his shaft. His head darted around, wanting to see everyone’s reaction to it. He got a thumbs up from Tubbo, and an appreciative nod from Ranboo. Seemingly satisfied enough, he sat back down, next to Phil, knowing his time would be coming soon.
Tubbo stood, turning to Wilbur, and likely, deliberately away from Will, giving a shimmy of his briefs down, shaking his well-formed ass right at Phil, which got the older man to smile. He was shaved clear down there, for easiest access, and he turned demurely, giving each of the other males a turn to gaze on him, a smattering of light pink across his cheeks. His small dick was hard, standing straight up from the neatly trimmed little patch, the cute three incher underhung by the balls that looked almost comparable in size to the shaft. Tubbo certainly knew how to present himself. He settled back down, next to Ranboo, giving him a small whisper of encouragement.
Ranboo stood, with Tubbo’s hand resting on his back before he stepped out into the middle. His hand slipped into the underwear and he shucked them off.He was smooth down there as well, shaft topped with a cherry red head, fairly average looking otherwise. Phil reached out, and pulled him, gently guiding him between his legs. “You’re up first, Boo.,” he said. “You’ve got this.” He reassured. Ranboo settled, hands resting on the legs, still looking up at him. He swallowed, thickly, pressing his eyes closed, trying to focus. Phil did not wish to break his concentration so he just admired the man. Soon enough, those brown hairs dived under the water, and Phil watched through the ripples as he neared. The lips soon brushed the cock. Ran’s lips were very soft, well maintained. A treat to rub his cock against, and Phil very nearly did, before catching himself. This was about each of their skill, not what he could do to them. Ran was able to wrap around the head, lips moving slightly up around it, tongue brushing against the head. His body began to float up, pale ass breaching the surface, as the other streamers realized that Phil knew this would happen. Phil just lied back with a smirk, admiring the ass and letting the twink work, before the lips eventually left. Ranboo was up shortly, gasping for air, face warmed by both the heavy blush, and the water. He moved back to his seat, but Phil could spy him stroking his shaft softly under the water.
When Phil turned to look at Tommy, the blond was already going under. He blinked, and in that next instant, he felt the blond grab onto his thighs, and then shove himself fully down the length. Bubbles immediately shoved up, as Phil openly moaned, and Tommy realized going quickly was not his brightest idea.He flailed about, hairy ass and legs sticking out as he tried to keep himself down, but quickly pulled away, floating to the top, flipping onto his back and gasping for air.
Tubbo gently pushed him aside, letting him recover, before moving forward, looking Phil in the eyes. He was playing bashful but he absolutely wanted to win, to be the one to please Phil enough to get fucked. His nails traced over the legs as he settled between them, before moving down, beginning to stroke. He lined up, winked, and then went under, with full confidence. His lips hit the head, and slid down about halfway. He stopped there, instead of working his mouth, and began to work with his tongue. Twisting his head, and his wet slick appendage polishing the head, running around the tip. Phil bit his lip, this was, absolutely the best by far. And he kept it up too, breathing out through his nose regularly, before he finally ran out of air. His tongue pressed against the shaft one more time, before surfacing. He immediately looked up at Phil. Phil’s own black painted nails stroked Tubbo’s hair, as he said, “So good. So very good, Tubbo.” The brunette basked in the praise, eyes closing just letting Phil touch and appreciate him. A fond smile crossing both of their faces. Once Tubbo gave a satisfied sigh, he retreated. Ever gracious, unlike the one who was up next.
Wilbur strode over, actually sanding up and looking over Phil, hands caressing his own body, before he slipped down back into the water. His eyes never left Phil’s, and his hand drew up once his groin sank under, and pulled him in with a daringly deep, but over all to quick, kiss. He continued the kiss down down down, tongue lapping at skin dappled lightly with fine strawberry blond hairs. He took a breath, and then let it out, right where the treasure trail was beginning at the water line, ticking. He then dove under, with no breath in him. Phil’s brows rose in concern, and he moved to grab Wilbur, but he froze. Wilbur latched onto his cock, taking it to the root, and hollowed his cheeks. As the hair waved in the water he began to suck as if his life depended on it. As his body fought for breath, his throat tightened, and Phi’s eyes got blown out, hunching over, finding Wilbur’s head and gripping on. Christ he was good. “Mah, mahte, fuck..” Phil swore. The entire mouth was wrapped around the cock, the start of his throat rubbing and toying with the head, the tongue running laps up and down the shaft. Phil nearly went cross eyes, and he had to actually pull Will off. Will looked up, half dazed and confused. “Mate, yes fuck. You win.” the blond gasped out.
Wilbur laughed, sounding delirious, “Good! That’s good! Excellent, really! Just,” he gave a lopsided grin, “Had to really give you the suck of your life huh.”
“That you did Will.” Phil laughed along, a little incredulous. “How did you…”
“Mmm. Just a trick I learned. If I want something I’m ready to do anything he chuckled then drifted away. Before bringing his legs up, presenting his ass. “So! Time to fuck me~!”
“Well, hold up.” Phil chuckled, rubbing the ass, “Everyone’s going to enjoy it here so…let me show you how we’re going to do it…”
In a few minutes, with Phil’s directions, the positions were set. Wilbur in front of him, held up by Tommy, who would use his throat, Tubbo atop Wilbur, second place getting to use the first place mouth, and first place the second placer’s, and then Ranboo behind Phil. Phil took in the sight, all the hot young bodies he had enjoyed in the past, dappled with water, and shining in the moonlight and underlighting in the tub. He grasped Wilbur’s hips, lining up with that as yet untaken hole. “All ready?” he asked. After receiving various nods. He began.
Wilbur felt the cock push into him, and stuffed Tubbo’s cock into his mouth to not sound out a pleasured moan. He wanted to be the center of attention, but not that way. The main event. And so he began to swirl over that small shaft, doing his best to pleasure. Phil sunk deeper and deeper inside, soon hilting. Wilbur’s mouth vibrated around Tubbo’s cock.
Tubbo felt Wilbur’s pleasure, and dived onto the average cock in front of him, treating it as anything but. He had a front row seat to Phil’s cock sliding in and out of the groomed ass, Wilbur’s anal ring stretched over the pale shaft. He decided to work in rhythm with it, as Phil drew back, he went down, bobbing and twisting to squeeze every inch of power he could in return for the heavenly suction he himself was getting. He hated being needy but, he was sort of already indulging so, he wiggled his shapely cheeks to get Tom to focus up.
Tommy was caught up in the show, his friends, and guys he had idolized, getting down in utter debauchery. But when that ass shook he snapped out of it. He was more then horny and eager enough to not leave his best friend hanging. So he pushed inside too, balls slamming into Tubbo’s cheeks as he hilted in one thrust. Looking down and smirking at Wilbur, who could see him fucking right above him.
Ranboo was already pressed up to Phil’s ass, those thicker cheeks enveloping his head. This was perfect for him, a single task to do, just hanging out here, and burying his face away. Phil was smart with it. His tongue moved up, and began to lick, circling the wet hole before pressing past the rectum, squirming and sliding against the taunt ring of muscle. Going deeper, pressing his entire face in to please Phil. His own lean fingers stroked his cock, self pleasure sliding up Ranboo’s spine to combine with the service into a fuzzy ball of pleasure overtaking him.
Phil reached back with a hand, to brush Ranboo’s hair, to praise him even though all he could get past his own lips were pleasure-broken moans. Seeing Tubbo methodically bob and please, Tommy working deep inside him, Ranboo working his hardest deep into Phil’s own hole, and fuck Wilbur’s tight hole, clenching. Like his mouth before, trying to wring out the pleasure by any means necessary. And it was working. His other hand was grasping onto Wilbur’s thigh, needing to ground himself with each pound into the pink sphincter.
Tommy came first. Tubbo’s toned cheeks gripping onto his inexperienced dick had him hunched over, still grasping Wilbur’s shoulders to hold him up, but his legs were certainly wobbling as he felt like he was cumming his brains out in Tubbo’s ass. “Fuck, Fuck ,Tubs you’re-ghah, fuck!” he could only exclaim, pistoning in and out a few more times as he spurted deep inside.
From that declaration, Tubbo came. There was no greater pleasure to him then serving so as that length deposited a hot and thick stream of affirmation, his penis spouted off, sending a few shots right into Wilbur’s mouth, but he didn’t stop sucking and serving for a second.
Phil was actually the one to cum next, that deep tongue of Ranboo’s hitting the perfect nook inside to get him worked up. When the little noise that escaped him hit Ranboo’s ears, that twink went all out, sliding, hitting, and swirling over that nerve node until it was Phil’s turn to release. His fat load sank into Wilbur with pulse after pulse, the pounding stopping so the blond could ride the waves of his orgasm out.
Ranboo’s pace had increased drastically with the work, jerking his cock rapidly as he successfully helped Phil reach that ecstatic height. His jets mingled with the jets of the tub, sperm spreading out into the water as he withdrew. Panting to catch his breath, laying back, and letting the water stream slide over him, pleasurably.
Wilbur suckled down Tubbo’s cock even as it released into him, watching cum droops dapple his forehead from Tommy pulling back., But when he felt the ejaculation deep inside him, he finally fired off. Three quick shots, and then softening. Lips finally pulled off Tubbo’s cock with a sigh, breathing, even as his tongue licked off the last droplets, leaving a sensual strand dangling.
Slowly the males separated, all recovering from a physical, and mentally blowing experience. None more than Phil, who had each of the others around him or settled on a knee, together, soaking in their own bodies' reactions to each other's work. It was quiet, with only the burbling of the tub in the night, and the stars overhead.
The silence was broken, of course, by Wilbur, who cheekily looked out to the others and said, “Well…when are we going to do round two?”