Best of Jamaica story

By Charles Thomas

Published on Oct 18, 2013

Gay

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The Best of Jamaica

It can't be mentioned what beach they were on when they met, or what hotel they went to after they met. Those details, considering the fact that this was Jamaica, where "buggery" is a crime, and where gay men have been persecuted, abused and even killed because they are what they are, are best kept secret.

But be that as it may.

It was a beach, part of a beach, in Montego Bay, Jamaica where Phil saw the blonde man walking slowly through the sand, a towel in one hand and a sachel in the other. Phil, an out of work accountant, had just gotten free from a job interview with one of the hotels. He was dressed in his nicest suit, but this didn't stop him from following the blonde man onto the sand and down through the throngs of tourists. The blonde man was tall, but slim. He was wearing light khaki pants, and a thin white silk shirt that flowed around his trim torso, the first few buttons open to reveal a smooth, tan, muscular chest. He had longish, curly blonde hair that was more ringlets than curls, and that was held back loosely in a pony tail by a black ribbon. Very piraty, to be honest. Phil gritted his teeth, and licked his lips. The khaki pants, made of light ripstop material, cleaved to the blonde's tight, round buns wonderfully.

Finally, the blonde stopped. He glanced around, his eyes pausing momentarily on Phil, who tried to look as casual as he could, standing in the sand in his suit among all the swimsuited tourists. Their eyes met, briefly, and Phil felt a shock of energy go between them. It was that assurance, on his part, that this blonde god knew Phil was looking at him, knew he found him attractive, and reciprocated.

The blonde laid the towel out and then shrugged out of his shirt. Phil took a deep breath. The blonde's body was exquisite. Not heavily muscled, but strong and tautly muscled. His abs were stupendous, the pure definition of a six pack, his arms were defined and powerful without being grotesque. Phil stared at that chest, the bulging plate of the pectorals, the small, hard nipples. All encased in smooth, golden skin that seemed covered in tiny blonde hairs. The blonde man pushed his pants down, revealing not a pair of the typical board shorts worn by all the tourists, but a pair of tight, white trunks that left nothing to the imagination. Between his taut round buns, and his very obvious bulging ridge that bent off to one side, Phil didn't know where to look.

People like this didn't come into Phil's life every day. This was Jamaica. It's not like South Beach Miami, or San Fransisco. Beautiful, blonde men wearing expensive, sexy clothes, didn't just wander around this place. It was mostly fat tourists. The beautiful people had their own places to be, up at Half Moon and the 5 star hotels there. Phil was a Jamaican, and he knew how hard it was, how restrictive it could be. Seeing openly gay men parading around looking very, very hot was not common. And from the moment he saw the blonde Phil's gaydar was going off strong. And when he had glanced over and their eyes had met, Phil knew he was in the presence of a rare breed.

When the blonde lay down on his back on his towel, Phil sat down in the sand. He had forgotten what he was wearing. He had no place to go, with no job as of yet, and he didn't want to go anywhere. He was compelled to sit there and watch the blonde god who lay within twenty feet of him. And there he sat, in the hot sun, for at least 20 minutes before the blonde stood up, put his shirt and pants back on, grabbed his towel and began walking away from Phil.

Phil stood up, brushing the sand from his suit pants. It was worth it, he thought. Worth it in spades!

As he bent over and brushed the sand off his knees, preparing himself to shadow the blonde god down the beach, he felt a presence looming over him. Looking up he saw the blonde man standing there. He had turned around when Phil stood up, had changed direction and come right back to where the Jamaican was standing.

"Hello," the blonde said, a slight smile on his face.

"Uh, hello," Phil said.

"So, I figured when you started following me you were either going to rob me, or you thought I was cute," the blonde said. He had a soft voice, with a hint of sarcasm that seemed to be the usual tone. "From the looks of what you're wearing robbery seems unlikely."

"Oh, yeah," Phil said, surprised. "I'm not here to rob you!"

"So you think I'm cute," the blonde said, grinning.

Phil looked around, suddenly paranoid. Was this some sort of hidden camera show? Was he going to be featured on TV, trying to pick up a gay tourist? He blinked at the blonde, not sure what to say.

The blonde let him off the hook, reaching out a hand. "I'm Mateo," he said.

"Phil. Nice to meet you."

"Well, Phil, regardless of whether you think I'm cute, I think you're cute."

"Oh...thanks," Phil said. He looked down at himself. Average height at 5'9", in good shape, a pair of stylish glasses he had bought in better times.

"No problem. You have beautiful skin. I love the dark brown...smooth...beautiful complexion..." Mateo reached out and touched Phil's cheek. Phil looked around nervously.

"Well, maybe we can talk about my beauty somewhere else?"

Mateo laughed. "Sure! How about my hotel?"

"Okay."

And just like that, Phil was walking with Mateo up to the road above the beach. Mateo pulled a phone out of his pants and made a call. Within moments a car pulled up where they were standing. Mateo got into the back, beckoning Phil to follow him.

The ride to the hotel was quiet, with Mateo smiling out the window. Phil sat nervously against the other door, his hands on his thighs. He could feel how warm and sweaty they were and tried to control his nerves. Suddenly, as if sensing his tension, Mateo reached out and touched one of Phil's hands.

"You'll like my boss," he said.

"Your boss?"

Mateo just smiled and looked out the window as they drove, his hand staying on Phil's. Phil looked up at the driver, who was ignoring them studiously.

At the resort they left the car and Mateo walked Phil to one of the large villas. They went through the front door, which opened into a large entry way with stairs leading to rooms above. Through a door Phil could see a large glass wall, with a sliding glass door that opened up to a back yard with a small pool.

"Hey boss!" Mateo yelled.

Phil heard a sound from outside, in the direction of the pool. Mateo grabbed his hand and pulled him through the first door, which led to a large living room sided by the glass wall. Outside was the pool, surrounded by a low wall with a gate, and beyond that was the beach about 100 meters away. It was fairly private, as the only others who would be out between the villa and the beach were other rich people renting villas. But then he stopped. Lying on his stomach, on a sunchair, was a tall, athletically built brunette man, of maybe fifty, completely nude. He was in great shape for his age, with a nice round ass and long, strong legs, a broad muscular back and powerful shoulders. The man's head was turned away, buried in a towel. He had thick, brown hair, longish and curly on top and trimmed short on the sides and back, with tinges of gray on the sideburns.

"Boss, you're going to burn!"

Phil heard a muffled response. Mateo clucked his tongue and walked over to a bag lying on a couch. He rustled through the bag.

"Hey boss, I brought a friend!"

"Who's your friend?" the muffled voice asked.

"Phil," Phil said.

"I'm sorry?" the muffled voice came back.

"I'm Phil!" Phil shouted. Mateo glanced over his shoulder and winked, laughing.

"What does Phil do?" asked the boss's voice.

"I'm an accountant!"

Mateo rolled his eyes. "No one as cute as you should be an accountant. Numbers are boring."

Phil shrugged. "I guess..." He didn't know what else to say. He was standing uncomfortably, not sure what was going on. What had started as a possible hook up with Mateo had turned into him meeting Mateo's "boss."

"Are-are you guys related?" Phil asked Mateo.

"No, I'm his assistant. He's here on business, which means he sits in the hotel because he's afraid of the crime rate...says it's the murder capital of the world!"

"Yeah," Phil shrugged. "I guess you could say that."

Mateo pulled up a bottle of sunscreen from the bag. "Here! Go put some of this on that dumbass before he burns to a crisp."

Phil swallowed and took the bottle. "What about you?"

"Me?" Mateo patted Phil on the cheek. "I'm taking a shower."

"Oh," Phil said, wanting to say, can I join you? Mateo seemed to read his mind and suddenly leaned forward and gave Phil a little peck on the lips.

"Go ahead, meet the boss. He's a nice guy. His name is Adam."

With that Mateo turned and trotted off, leaving Phil standing there with a bottle of sunscreen and directions to put some on the naked man outside. He turned and walked slowly through the doorway to the pool area. He could see over the wall, just barely. No one was around. Looking down at the man lying on the sunchair he swallowed. That was a nice body. He looked like one of those idle rich guys who had nothing better to do than use their gym membership and play jai alai all day.

"Uh...sorry to bother you sir, but Mateo said to come bring you some sunscreen..."

"Oh, fine, thanks," Adam said. "And call me Adam, please."

Phil shrugged out of his coat and got down on his knees next to Adam. He looked down at the tanned body. Finally, licking his lips a little, he squirted some cream on his hands and, after rubbing his palms together to warm it up, began smoothing it over his skin, working it in, starting at the shoulders. Phil had never touched another man like this before. His hands shook a little as he smeared cream over the soft skin of Adam's upper back. Firm muscles, soft skin, a killer combination. He worked his way down to the small of his back, and then lost his nerve as Adam's ass twitched expectantly.

"You've got nice hands, Phil," Adam said.

"Thanks," Phil said faintly. "Y-you've got a nice back."

"Thanks," Adam said. "Can you get some coverage on my ass?"

"Uh, sure," Phil said. He put some cream on his hands and rubbed them together to heat it up a bit then placed a hand on each ass cheek. He began to swirl them around, rubbing the cream in. As he'd swirl the ass cheeks would pull apart and Phil could see Adam's anus clear as day. Adam didn't seem to mind, in fact he was definitely enjoying it. His hips lifted up, his back arching, as Phil's hands slowly worked the cream into his ass. Suddenly Phil heard a noise and saw Mateo walk through the door. He was wearing, it seemed, nothing but a short towel wrapped around his waist that just barely covered his bare ass. Phil could see movement in the front, the tip of a long penis just sweeping around under the edge of the towel. Mateo held his finger to his lips, to keep Phil quiet and he crept up to them.

Grabbing the bottle of sunscreen Mateo held it in front of himself, like an erect cock. He pointed his fake cock at Adam's slowly gyrating ass and began making a humping motion, sensually gyrating his hips in time to Adam's own gyrations and Phil's working hands. Then, throwing his head back comically and using both hands to grip the bottle he squeezed, shooting a stream of white cream onto his boss's unsuspecting ass and back. When the cold cream hit him Adam jerked and yelled. Mateo laughed and straddled his boss's legs. He began vigorously rubbing the cream into Adam's ass and back.

"Lookin' good boss," Mateo said. "What do you think, Phil? Hot, huh?"

Phil had to agree. "Yes," he said. At that point Adam rolled over onto his side, looking up at Phil. Phil stared into Adam's green eyes. He had a handsome face, a strong jaw, nose and high cheek bones, with a broad forehead. The full lipped mouth smiled at Phil.

"Thanks Phil," he said.

"My pleasure...Adam..."

Mateo grabbed Phil's arm. "Come on, my turn," he said. He pulled Phil over to another sunchair. Mateo climbed onto the sunchair's cushions upright but on his knees. He poured some sunscreen in his hand and then had Phil hold out his hands, pouring a dollop in each. "On my back," Mateo said, then he pulled the towel off, throwing it to one side.

Phil paused, gazing at Mateo's beautiful body. Mateo turned in profile, surely to give Phil a better look. His six pack abs led down to a light, blonde fuzz over a long, thick penis that arched out from his body in a half-erection. Smooth, hairless balls were tucked in below, in a tight sac. Phil began running his creamy hands over the long, muscular back. He didn't want to rush, but he really wanted to feel those taut, round little buns in his hands. Soon enough he worked his way down and finally reached that perfect ass. Phil got down on his knees and began to caress the firm globes, his cock hard as a rock by now in his slacks. Unable to help himself he pulled the ass cheeks aside, gazing at the swirly hole beyond.

"Okay," Mateo said, suddenly, "who am I kidding? I want some of that yummy." He turned around toward Phil and sat down, with Phil kneeling between his legs. He grabbed Phil, wrapping his arms around the Jamaican's neck and pulling him in for a kiss. Phil reached around Mateo, caressing the blonde's back, running his hands down to the hips, the tops of his thighs and then back up to the back. Phil's tongue was going crazy in Mateo's mouth, thrusting in and dominating the blonde's tongue, which wrapped around and swirled caressingly.

Mateo reached down suddenly and grabbed one of Phil's hands when it paused on the top of his thigh. He pulled it down unceremoniously, planting it squarely on the pulsing erection there. Phil groaned as his fingers wrapped around the hard shaft in an underhand grip, whereby he immediately began tugging. He felt another hand touch his chest, and then he realized Adam was unbuttoning his shirt.

"You're over dressed," the older man said. "We can't have that..."

When his shirt came off Mateo broke off the kiss and ran his mouth down to one of Phil's nipples. He took it into his mouth, suckling it. Phil continued to tug at Mateo's incredibly hard prick, but he turned his face to Adam. The older man kissed him, even while his hands were busy undoing his belt, unbuttoning his pants, and pushing them down his thighs. When Phil's thick, 7.5 inch hammer sprang free, Adam grabbed it and squeezed.

"Oh," Phil moaned against Adam's lips. Mateo switched nipples, and Adam's free hand slid down to cup one of Phil's ass cheeks.

"That's a nice ass," Adam sighed. Phil let go of Mateo's cock with one hand, took it with the other and then he reach out to grab Adam's cock, which swung freely at his side. Now he had two beautiful pricks in his hands, and he was stroking them both. He and Adam continued kissing, while Mateo's tongue and lips went to town on his nipples.

After a few moments, Adam decided to take over. He stepped back and told Mateo to lie down on his back on the sunchair. While he did this Phil kicked off his shoes, socks and pushed off his pants and underwear until he was as naked as the two other men. Adam pulled Mateo back until his head hung over the end of the sunchair. He had Phil move to that end, on his knees, so his fat, hard cock was waving in Mateo's face. Mateo didn't have to be told. He reached up and pulled Phil's cock down straight, bending his head back upside down and taking the thick shaft in, deep until his nose touched Phil's balls. Phil grunted and took a deep breath at the sensation. How could he take it all in? He reached down, caressing the smooth muscles and skin of the blonde's chest and stomach. Adam lifted Mateo's legs and sat down behind him. Then, Adam brought his assistant's hips up so that his ass pointed straight into the air. Mateo was essentially held against the edge of the sunchair, on his shoulders, sucking voraciously at Phil's thick cock while Adam sat behind his back, holding his body up by his hips.

"Hold his legs," Adam said. Phil reached up and grabbed Mateo's legs, which were swaying around as he balanced on his back. He watched, amazed, as Adam grabbed Mateo's long cock and pulled it up sharply until is stuck straight up in the air between his spread thighs. Adam took the hard cock in his mouth, giving it a quick, almost violent suck, before he let it plop out. Adam then sucked each of Mateo's balls into his mouth, swirling his tongue around. Mateo was moaning as he continued to suck on Phil's hard meat. He was steadying himself by holding Phil's hips and he began to push and pull to get Phil to fuck his mouth. The sensation was intense for the inexperienced Jamaican.

While he was fucking Mateo's mouth, Adam began to fuck Mateo's ass - with his tongue. It started with a few flicks of the tongue, then swirling and licking, then the older man began to pop his stiffened tongue into his assistant's tight asshole. Mateo squirmed and moaned, but continued to work Phil's hips back and forth, his mouth stretched over the heavy, hard, dark slab that fucked his face.

"Okay," Adam said, finally. He motioned for Phil to move. Phil stood up, his prick covered in Mateo's spit. Adam pulled him around behind Mateo, who had lowered his body back down to the sunchair. Phil sat down, straddling the sunchair. Mateo scooted his body toward him, lifting his ass, and wrapping his legs around Phil's waist. Adam reached down and grabbed Phil's hard cock. He bent down and Phil felt his mouth engulf him. He leaned back, groaning, not sure how much longer he could go like this. After a few slobbery sucks, and a bit more spit, Adam pulled Phil's stiffy down, positioning it against Mateo's wet, pulsating hole. Phil leaned forward and thrust in, pushing his cock as hard as he could into the blonde's ass. For his part Mateo wasn't shy about it. He grabbed Phil by the shoulders and lifted himself up, to get a better angle, and then slid himself down the Jamaican's prick.

"Oh my God!" Phil breathed. Mateo set the rhythm, clinging onto his dark brown lover, working his legs and arms to slide up and down the hard pole. Phil steadied himself with a hand behind him on each edge of the sunchair, thrusting up with is hips as the blonde rode him wildly. Mateo pulled in close, moving his hips up and down quickly, his tight anus stroking Phil. Phil buried his face in the curly blonde hair, gasping for breath as he felt his body begin to go numb, the familiar tingling feel of his skin, the tightening of his ball sac. He could feel the blonde's cock rubbing against his belly and up to his chest as Mateo moved. Suddenly, Mateo jerked a little and gasped, then hot liquid spilled onto Phil's chest and stomach, pouring in great spurts from the throbbing head of the blonde's erection. That was enough for Phil.

"Oh, I'm goin' a cum!" He thrust up hard and felt his whole world explode as he shot load after load into the pulsating bum of his blonde lover.

After a few moments they collapsed, Phil on top of Mateo, his dick still deep in the blonde god's ass. They lay breathing heavily. After a moment Phil remembered Adam was there. He felt the older man's hand on the small of his back. It slid down to his ass, where it grabbbed a hand full of ass. Both Mateo and Phil looked toward Adam. Mateo's boss was on his knees next to them, his still enormous erection arching up, his arm reached down to Phil's ass. Adam pushed his stiff penis down and touched the fat, velvity head to Mateo's wet lips. The blonde eagerly opened wide, taking the thick meat in. Phil leaned foward, thrusting his tongue out to lick the top of the shaft as Adam thrust into the young man's mouth. Phil reached up and took hold of Adam's ass, just as the older man was holding his, caressing, kneeding and pulling at the firm flesh.

Adam pulled out of Mateo's mouth and thrust at Phil, who opened wide and felt the thick meat invade. The hot, hard cockhead filled his mouth, sliding over his tongue like a powerful serpant. He felt it throb and pulse on his tongue, oozing pre-cum, which coated his mouth. Adam's fingers slid between Phil's ass cheeks and touched his anus. He bent down toward the Jamaican's ass and spit, coating the crack with lube, his fingers working it in. All the while his thick prick slide in and out of Phil's mouth.

Phil began to feel the cock in his mouth twitch and swell, and suddenly Adam pulled back. He came around behind Phil and knelt behind him. Phil arched his back, feeling Adam lean down onto him. He felt the older man's penis, hard and stiff as a steel rod, settle between his wet ass cheeks. He didn't insert the tip, but held the cock in there like a weiner in a bun. Mateo pulled the Jamaican's head down and kissed him, tasting Adam's precum with his tongue. Adam began to thrust, sliding his cock between Phil's slick ass cheeks, his prick poking up high with each thrust. His hands pushed Phil's ass together, wrapping around the thick cock as much as he could as he thrust. Phil groaned at the feel of Adam's cock sliding up and down over his anus, rubbing him roughly. Finally, after only a few thrusts, Adam grunted and his hot cum splashed it's first shot between Phil's shoulder blades. The next shot reached the small of his back, and then another, and then a stream of jiz loaded onto Phil's twitching ass.

It doesn't matter where exactly this happened. What hotel, or resort. Long after Adam and Mateo had left Jamaica, Phil relived their visit, often stroking his cock to explosion as he remembered the taste and feel of what he had experienced. For their part, Adam and Mateo always knew they had a ready guide to show them the best parts of Jamaica.

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