Rob is at it again, letting a handsome young stoner stay at his place for free… free except for a swing on his dick! Kyle is willing to do what it takes for a free place to stay, a bag of weed and some beer money, making these two a match made in heaven!
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Rob came back to his beach-side home on Maui with a bag of groceries, including the jalapeño spam that Kyle said he wanted. Rob hated spam, but he was in Hawaii, so he had been forced to adapt to his culinary environment — and the tastes of his new roommate. He placed the bag on the counter, then went into the living room to look at his latest conquest.
He was sprawled out on the couch, wearing nothing but a pair of boxer shorts. Kyle’s rippling muscles were bronzed, and he smelled slightly of seaspray — he had already gone surfing and come back. He watched a documentary about a Filipino surfer, but he didn’t seem to be paying much attention. Kyle ran his fingers through his thick blond hair and scratched his balls. That sent a chill up Rob’s spine because he could see the outline of Kyle’s cock for a few moments.
Rob sunk to his knees beside the couch and handled Kyle’s dick beneath his shorts. He felt a twinge of embarrassment, as he always did. But he didn’t mind that, he actually kind of liked it.
“Horny again, huh?” Kyle scoffed. “Damn…”He placed his forearm over his eyes. He did that every time Rob started on his cock, but it never lasted long. Once he got hard and got into it, he didn’t mind sticking his dick in a man’s mouth. He just didn’t want it to seem like he was too into it.
Kyle lived on the public beaches of Maui, sleeping on friends’s couches whenever he could. He spent all his time either surfing, smoking weed or flirting with girls, mostly tourists. Now he slept on Rob’s couch. He was surprised that Rob expected his dick to be available a couple times a day, but Kyle didn’t mind. He was still young enough that his balls were full of cum and always ready to bust.
“Yeah, get it deep down there like that,” Kyle said with an impassioned groan when he felt Rob’s nose in his pubic hair. Kyle would never admit it, but Rob got him off better than any girl ever had. “Goddamn, man!”
His dick perked up in Rob’s mouth. Its twitching made Rob get even more excited. He started to rub on his own dick through his pants, while Kyle got hard quickly and spewed precum down his throat.
Soon Kyle had stopped blocking his eyes, though he still grumbled like he didn’t want to do this. In fact, however, Kyle had been the one who proposed it. Rob had a reputation for letting young men sleep on his couch for awhile in exchange for a taste of their meat. Kyle came to see Rob one night a few days ago. He was drunk then, and his dick had tasted sweet as candy when he was passed out like a log on Rob’s couch.
Now Kyle giggled as he watched Rob on his dick. Kyle picked up his lighter as though he was going to smoke weed, but his bowl was way over on the other side of the living room. He would have to get up and go get it. Kyle rearranged his weight as though he was about to stand, but then closed his eyes, moaned and leaned back.
“God damn, Rob…” He muttered like he was annoyed at how good this felt. Every time he used Rob’s name, it made Rob shiver with delight and made his cock pulsate beneath his own fingers. Kyle chuckled to himself — he got plenty of women, but they never so visibly loved the taste of his cock as Rob did. It puffed up his pride and his machismo, but at the same time deflated it because Kyle still had never turned on a woman as intensely as he turned on Rob.
The doorbell rang. Rob froze in fear as though he had been caught doing something he wasn’t supposed to, even though he didn’t really need to be afraid.
What about the weed? Panic flooded Rob’s senses. There was a large amount of illegal weed in here, he thought as he savored the flavor of salty precum coating his tongue. Rob had bought the weed for Kyle — or to be more precise, he gave Kyle the money so Kyle could buy it from his dealer; Rob was too much of a wuss and a nerd to know where to buy anything illegal. Could there be police here to arrest Kyle or Rob or both of them for possession of marijuana?
That seemed unlikely. The rational part of his mind said that it wouldn’t be that. The police wouldn’t have politely rung the doorbell, for one thing. Rob was too distracted by his love for the cock in his throat to calm himself down, however.
“Damn it…” Kyle leaned forward to look out the window. “It’s my boys.” His friends were out there, three young surfers like him. There was Pony the dark-haired and stormy youth, Yoritsune the punk-haired short one and Makana the pretty-faced indigenous Hawaiian. They were all lean and wiry, with flat bellies more from general waywardness, high metabolism and lack of solid food than from actual exercise.
Rob couldn’t see the young men because his face was still buried in Kyle’s crotch. Now that he knew it wasn’t the police, Rob didn’t care what happened — everyone in Maui knew that Rob would jerk off men who needed a place to sleep. Rob was fine with that, he wanted everyone to know, that’s how he found new guys.
“Hey, Kyle, come on out. The wind is picking up. Good surf starting, should be a couple hours of perfect waves.” That was Makana, who had a handsome boyish face and naturally bronze skin, as well as a pretty lilting, syllabic accent. He was too boyish for Rob though. Kyle, on the other hand, was a strapping lad with hair like a movie star and a beautifully muscled body. He had a handsome, angular face with a slim nose, and his long limbs were well-muscled and wiry. Kyle exuded machismo and sweated swagger, which made Rob so horny he had wanted to jack off from the moment he first saw Kyle scratching at his balls beneath his shorts — he had been drunkenly swaying on the front porch then, right where his surfer-buddies stood now, and Rob had been hiding to look through the window, right where Kyle now kneeled.
“Go away, come back in like five minutes. I’m busy,” Kyle said, holding Rob’s head in place on his cock. As he spoke, he kept pumping his hips, gently, humping Rob’s tongue and his throat. His voice was tight and clipped. He had none of the slackadaisery he usually exhibited. Rob realized with a muffled giggle that Kyle didn’t want his friends to know what was happening. “Go on, I’ll be ready in a couple minutes.”
Rob was crouched between Kyle and the wall. His blood ran hot as he slurped on Kyle’s dick. He tried to make it difficult for Kyle to ignore, just as a sort of game — it hardly mattered, since Kyle had told his friends what he was doing. But there was a difference between Kyle telling his friends that it happened and Kyle being unable to leave because he was amid doing it.
Kyle groaned and pumped his hips instinctually, slamming his dick all the way into Rob’s throat. Rob sputtered, now wedged so tightly between Kyle’s crotch and the wall that Rob couldn’t move at all. He could even hear the motion of Kyle’s friends outside — if it weren’t for the wall separating them, they’d be so close they’d have gotten splashed by the spit that sputtered out of his mouth. But because of the wall, they didn’t know anything except that Kyle was behaving strangely.
“You don’t want to miss it. There should be some good waves in a little while.”
“Not that he’d catch a single one of them. Got no skills.”
“Fuck you, Pony,” Kyle said. He no doubt intended for it to be mean, or at least rude, but he was so distracted by his dick that his words sounded weak and half-hearted. He glanced down at Rob’s face, disgusted to see a man there, and shocked to see his precum running in rivulets down Rob’s cheeks and chin. “Hey, gimme a sec, lemme talk to them-“
But Rob didn’t stop swallowing. Kyle’s cheeks turned ruddy and he looked back to his friends out the window.
“We haven’t had really good surfing weather in months. What’s wrong with the weather these days? We used to have killer waves almost every day.”
“Guys, just go! I’ll meet you on the beach,” Kyle snapped. He blushed. A few beads of sweat appeared on his strapping chest, and he closed his eyes. He ground his dick down Rob’s throat, like he needed to hit it at every angle with every single spot on his shaft. He could have pulled out — Rob held him in place by his ass, but Rob was not strong enough to really force it. He was just barely strong enough to make Kyle have to work on it to pull his cock out, and it would be obvious to his friends that something was happening.
Kyle was still trying to play it cool. So he wiggled his hips, trying to get his dick out without moving too much, while Rob gripped Kyle’s muscular asscheeks. Rob even tried to get a finger in his asshole, but Kyle’s cheeks were clenched shut.
Then Kyle let out an impassioned moan. Now there was no denying what it was — a moan like that came only from the crotch.
Rob giggled as the hairs on the back of his neck stood up. He redoubled his efforts to swallow that cock better than he ever had before. He nestled his nose deep in Kyle’s crotch, nuzzling his pubic hair and his firm flesh. He slathered spit all up and down the shaft and licked the pulsating veins until Kyle gasped.
“Hey, what are you doin’ in there?”
“Oh, damn, you’re lettin’ your sugardaddy jack you off right now, huh?”
“Oh, that’s nasty!”
“You doin’ that right now? Right in front of us?”
“Holy shit, man, you are crazy!”
Kyle laughed and cheered. He pumped his biceps and ran his fingers through his dirty blond hair. He had always covered up his insecurity and anxiety about this situation, even when it was just he and Rob together, but now that his friends were here, Kyle seemed to feel a need to prove how copacetic he was.
“I’m makin’ him swallow my shit,” Kyle said with an exaggerated grunt. “Gonna get some dome off him. You guys wanna watch?”
“No!”
“Hell no!”
“No way! I don’t wanna see your dick, man!”
But Kyle ignored them. He couldn’t really plow into Rob’s face any harder than he already was, because Rob had been deep-throating him and had already swallowed every bit of Kyle’s cockflesh. But since the surfers outside couldn’t see that, Kyle pretended.
He grabbed Rob’s head and held it in place. He bucked his hips back and forth, pulling his dick all the way out and then slamming it right back in. Huge gobs of saliva stuck his shaft and dripped onto the floor as Rob swallowed.
“Yee-haw!” Kyle held on to Rob’s head with one hand and held his other in the air like a cowboy riding a bucking bronco. He laughed and his friends joined in.
“You fuckin’ weirdo!”
“Ask your sugardaddy for permission to go surfing.”
“Hey! I don’t need his permission,” Kyle said with a sneer. “I come and go whenever I want. I tell him when I want to blow a nut. That’s how this works.” Of course that wasn’t strictly true, but Rob didn’t mind the lie. He loved being dominated by alpha males and would have been fine with it if Kyle came to him when he wanted to blow a nut.
“You got any beer money, man?”
“Hey, get him to give us money for beer!”
“You stick him in the ass yet? He’ll prolly give it to you if you stick him in the ass.”
“Maybe…” Kyle laughed like he was confident, but Rob could tell he was not. Kyle grumbled. He didn’t answer his friends. That was because he didn’t know if Rob would agree. After making a big deal out of the fact that Kyle called the shots in this relationship, Kyle couldn’t very well ask for beer money and be refused. That would shake the carefully constructed front he hid behind.
But Rob wasn’t about to make this easy for Kyle either. He continued slurping on that thick surfer meat, which smelled of salty seaspray and beach sand. He pretended he hadn’t heard the surfers talking about beer money. One of Kyle’s conditions for moving in here had been that he would not, under any circumstances, stick anything in Rob’s ass.
That guarantee, however, was losing its ironclad certainty by the moment. Rob could see nothing but the big beautiful cock in front of his face, but he could tell that Kyle was looking at him to gauge his chances. Kyle was willing to do it now, either because he really wanted beer or because he wanted to prove to his friends that he was rapacious enough to do so, or maybe he had always wanted to ramrod a man but needed a good enough excuse to convince himself it was okay.
“Come on, man, get more money outta him. Just like twenty bucks. We could get a bunch of forties with that.”
“I don’t want forties of malt liquor, Makana, I ain’t homeless.”
Rob grinned, ignoring the argument between Kyle and his friends. Instead, Rob called his father, who didn’t answer — that was normal. He didn’t answer most of the time because Rob usually called to make his father listen to Rob squander his inheritance. Rob hated his father, who in turn hated the lower classes. That was why Rob got into rough trade in the first place, to anger his father. So now whenever he could, while slurping off losers, slackers and white trash, Rob called his father and made him listen to it.
The voice mail recording beeped, and Rob made sure to groan extra-loud so his father would hear it. He didn’t know if his dad actually listened to the entire message, or if he just realized who it was and deleted it. He probably just deleted it, Rob thought, but it made him feel good to make the message as long and as loud as possible.
“Come on, Kyle do it! Get the beer money, man!”
“What’s the point of having a sugardaddy if you don’t get sugar out of him?”
“Fine!” Kyle barked at his friends. “For fuck’s sake…” He pulled Rob off his cock, and they both shuddered. Rob shuddered because he was disappointed that he didn’t get to taste that remarkable cock anymore, and Kyle shuddered because he didn’t want to ask this question. “Hey, uh, Rob…” Again his use of Rob’s name made Rob shake with desire. Kyle sneered at him. “You, uh… I’ll stick you in the ass, if you want. But you gotta give me some beer money.”
“Okay,” Rob said with a smile. He made a kissy face at Kyle, who looked away. Rob laughed into the phone. “I’ll give you beer money to stick me. There’s cash in my wallet. But you gotta cum in my ass and gimme a reacharound.”
Kyle scoffed as though that should have been obvious. “I don’t do that,” he said. “Only perverts give reacharounds.”
“Slam it in, Kyle!”
“No mercy! Ram him like a bitch!”
“Uh! Uh! Uh!” That was Pony, the dark-haired one. All Rob could hear was him grunting, but he guessed from the sounds and the way it made the others laugh that Pony was pantomiming fucking a woman in the ass.
When Rob turned around, his face finally poked above the windowsill, so he saw Pony, Yoritsune and Makana standing out there on the patio. He blushed at their shocked looks. He jutted his ass back onto Kyle’s erect cock. Rob decided to just try to force it — Kyle wouldn’t want to look like he wasn’t in charge of this situation in front of his friends.
Kyle took a deep, nervous breath. He rested his fat cock on Rob’s asscheeks at first. He looked out the window and steeled his nerves, not wanting to look like he was second-guessing himself in front of his friends. Rob moaned directly into the phone, which was still recording his voice mail, while Rob grabbed his tube of lubricant and greased his ass up.
Finally he was ready, his cock hard, Rob’s ass lubed up. Kyle looked very nervous as he pushed his dick into Rob’s ass. When he was finally in, he sighed in relief as though there was some chance he wouldn’t be able to find Rob’s asshole and he was glad he had succeeded.
There was a burst of pain in his ass, a familiar sensation to Rob. Rob had taken it in the ass from plenty of men in his time. It always began with this uncomfortable pain, which soon turned into waves of pleasure.
But as always, it didn’t stay that way. By the time Kyle’s dick was halfway in his ass, Rob felt his entire body loosen and tremble, as intense sensations wracked his petite frame. Kyle shuddered as well.
“I’m in!” he yelled to his friends, who clapped and hooted like Kyle had defeated a conquering army.
“Lemme see!”
“Fuckin’ gross! Make it loud, Kyle!”
Makana came right up next to the window. He tried to peer down and watch Kyle do it, but from this vantage point that wasn’t possible. Rob was back below the window and all Makana could see was a little of Kyle’s pubic hair. He still grinned broadly as though that was what he wanted to see.
“Let’s hear those balls slap against his ass, man! Thwack! Thwack! Thwack!”
It seemed Kyle was trying to slam his dick in in such a way as to make a loud thwacking sound, but he wasn’t entirely successful. There was some noise made when his balls hit Rob’s ass, but it wasn’t loud enough to be heard through the window, especially with Kyle’s friends carrying on.
The last of Kyle’s reluctance disappeared with the final few inches of his dick sliding into Rob’s ass. Then they were in perfect sync. Rob backed his ass up as though it was his job to pound into himself with Kyle’s cock, while Kyle flailed his hands like he didn’t want to touch Rob any more than absolutely necessary. He grabbed the ledge in front of the window and held on tight.
“Get enough money off him that we can bring something girlie to the party! Wine coolers!”
They were all pantomiming gangbanging a woman now. Pony still mimed out violently fucking a woman. All three bounced around on the porch, laughing as they ground their hips into imagined orifices.
“Don’t forget about the reacharound, if you want to get paid,” Rob said. He dragged one of Kyle’s arms around his body to his crotch.
Kyle wrinkled his nose but gripped Rob’s shaft. His hand barely touched it — just a couple fingers — but Rob was already on the verge of cumming, so he didn’t mind.
“C’mon, rub it, I’m not paying you if you don’t do it,” Rob said breathlessly.
Kyle grimaced and murmured to himself. He was glad his friends couldn’t see that he was giving a reacharound now. It was hardly the first time he’d touched another man’s cock — they circle-jerked sometimes, when they were drunk enough — but he wasn’t proud of it.
He stroked Rob’s cock with one hand loosely. He hoped to not make Rob cum, so Kyle could finish first and make Rob get himself off. But Rob was already so close that, basically as soon as Kyle gave Rob dick a few full-hearted strokes, it sent Rob over the line.
Rob’s own orgasm hit him suddenly, waves of bliss flowing through him. Rob sprayed a load into his hand and onto the carpeted floor beneath him. Some of it even landed on his cell phone, which still sat on the floor recording the sound of Kyle’s frenzied gyrating.
“You like this, man? This alright wit’ you?” Kyle asked with a cocky grin. He grabbed Rob’s wallet off the floor. He took all of the cash that was in it, more than a hundred dollars — way more than was necessary to buy a couple forties and some wine coolers — and passed it through the window. “I’ll meet you in five minutes. Just get to the beach.”
“You don’t want us around, huh? Why not? You gonna make out with your sugardaddy?”
The other three surfers were laughing. Their voices faded, suggesting they were leaving to go buy beer, but they kept calling Kyle a pussy as they walked away. Kyle blushed but ignored them.
Once they were gone, Kyle moaned like he had been holding that in and now needed the release. He started to grind his hips, forcing his dick in deeper. Rob cried out as intense aftershocks of his own orgasm rocketed through his body.
At last Kyle lost his final inhibitions. He grabbed ahold of Rob’s ass with both hands, holding him in place while Kyle pounded away at that tight hole. His huge, throbbing cock slammed in and out of Rob, who buried his face in the ground and kept his ass high in the air.
Cum sprayed in Rob’s ass. It was a hot, thick load, full of creamy heat and stickiness. It drifted throughout his body, trickling streams of manjuice seeping into every corner of his body. Rob let out an ear-rattling, hair-cringing moan as that cum just kept on filling him up.
It lasted for what felt like both a long time and not long enough, Rob thought. He felt a torrent of cum dripping into and out of his ass, and he savored it, making sure to aim all of the sounds he made — and that Kyle’s cumming cock made in his asshole — into the phone. Kyle’s dick slowly limpened inside Rob.
“Okay, thanks for the money, man,” Kyle said with a long, slow groan. He stood and gingerly let his cock slide out, then wiped his dick off. Kyle blushed. He tried to hide it, to look confident, like he did this all the time, but Rob could sense that he was relieved he had gotten through it without embarrassing himself.
“Thank you. That was amazing,” Rob said breathlessly. He hung up the phone and tucked it back in his pocket. Kyle either didn’t notice or didn’t care.
Kyle grabbed the shirt by the door. He didn’t put it on, he just carried it — in case he needed to enter a store later. He slipped into his flipflops, ignoring Rob who laid there on the floor basking in the glow of his post-orgasm warmth. Kyle opened the door and grabbed the surfboard he kept out on the front porch.
“Leave some dinner for me in the fridge,” Kyle said before he stepped away. “I’ll be back later. Or not. If I find a girl, I’ll sleep with her tonight.”
He walked away before Rob could answer. Rob said, “Okay…” weakly, even though he knew Kyle had gone. He laid there and savored the feel of cum inside himself, resting his head on the spot where Kyle had been sitting earlier. It smelled like his ass.
Rob fell asleep there, on his knees and smelling Kyle’s body even though he had gone. He was glad to have met Kyle, but Rob was beginning to think it was time to move on.
He was ready to find a fresh new slice of rough trade who needed a place to sleep.
