Aaron has decided that it’s time for a gap year. He graduated from college two months ago, and even though he’s technically working part-time at his uncle’s garage and his parents are well off enough that he wouldn't have to work at all if he just wanted to live on his allowance, they won’t stop hounding him about what he’s going to “do with his life.” He’s fed up with it.
Not everyone can be a super-successful tech mogul like his dad or a prestigious plastic surgeon like his mom. The pressure to live up to their legacy is more than he wants to deal with, although he’s happy enough to spend the spoils of it.
That’s what inspires the gap year in the first place. Aaron is browsing some of his favorite illicit porn forums when he comes across a thread by someone lamenting their lack of funds.
Man, if I had a spare fifty grand, I know how I’d spend my summer vacation, reads the initial post, with a link at the bottom.
At the other end of the link is an unlisted website of glossy photos depicting some kind of island paradise in the Mediterranean. A beautiful, sprawling villa overlooks a clear turquoise sea, surrounded by lush greenery and blooming flowers in a riot of colors. But it’s not the scenery that catches Aaron’s attention.
In every picture of the villa’s interior lounges a different young boy, of all shapes and colors. There are pale-skinned blond cherubs and shy little black boys and middle-eastern youths looking back over their shoulders at the camera. There are asian boys in a variety of skin tones from a slim pale Chinese youth to a darker-skinned Indian boy with an ass so big and juicy that Aaron drools onto his keyboard at the sight of it.
Enjoy the company of one of our young and eager attendants for the duration of your stay, the site advertises. Your satisfaction is guaranteed.
Aaron books his flight that afternoon.
He tells his parents he’s going backpacking around Europe, a common rite of passage for young men his age. They don’t question the expense, simply hand him a new credit card and tell him to be careful, to let them know if he needs anything. Aaron’s heart pounds in his chest as he packs his suitcase.
He’s dreamed of this kind of trip. Aaron’s body is a masterpiece of chiseled muscle, bulging pecs and washboard abs and arms like masonry and almost all of it due to the fact that his school’s gym shared a building with a youth center. The center was in charge of providing entertainment and care for the children of the university’s professors, and Aaron had gone down to the gym nearly every single day just to have an excuse to watch the various boys as they played games, rough-housed, and even occasionally watched the college students right back as they worked out.
He’d always dreamed of touching them, of sneaking away with one to have his way out back behind the building’s brick facade or in a corner of the locker room. But he’d been too nervous, too afraid of getting caught. It was one thing for his parents to get word of him drinking too much at a frat party and passing out. It was quite another for him to get kicked out for fucking little boys. And so he’d sat on a gym bench and pumped iron and wistfully eyed their little behinds in their cute shorts and filled his head with the most lecherous possible fantasies.
Now, as he steps out of the helicopter he’d chartered for the final leg of the journey and onto a path of tidy, aesthetically-arranged clay tiles beneath a perfect crystal blue sky, he feels closer than ever to those fantasies becoming reality.
The villa he’s rented is one of the smaller ones, broken into two halves. The nice half with the ocean views is for him, while the half facing inland is for a handful of live-in servants who will make sure there is always food ready and the entire place is kept clean. The website has promised that Aaron will never even catch sight of the servants if he doesn’t seek them out; discretion is apparently the keyword for this kind of stay.
He grabs his suitcase and heads into the house.
It’s exactly as the pictures depicted; a beautiful dining room greets him with a bowl of fresh fruit on the table and a glass-walled view of the water, airy and full of light. And there, sitting at one end of the dark and sturdy table, is the boy.
Even though this villa is smaller than some of the others available, Aaron had still paid extra, and this boy is why. He’s absolutely perfect, and guaranteed—at least according to the price tag—to be a virgin. In the end, Aaron had chosen someone who looks more or less like a young version of himself: white and blond, with long hair. Aaron’s own is shoulder-length and flowing, like someone modeling for a surf goods store. The boy’s hair is a little longer than that, pulled back into a low ponytail behind his head.
He looks up when Aaron enters the dining room, his beautiful blue-green eyes widening. He swallows, visibly nervous, which Aaron finds adorable.
“H-hello,” he says, in accented English. “My name is Matias. Um. Welcome.”
Aaron puts his suitcase down and drinks in the sight of the boy, prepared just for him. “Take off your clothes,” he orders immediately without even bothering to return the greeting.
For all his shyness, Matias does as he’s told. He strips immediately; he hadn’t been wearing more than a simple blue shirt and white shorts to begin with. He removes the clothing self-consciously and leaves it on the chair, coming to stand in front of Aaron afterwards.
Aaron’s libido feasts. The boy is just like he imagined—no, better! His skin is smooth and creamy, his body willowy and slim and not yet developed. In spite of his thin frame, he still manages to have a cute plump bottom that he shows off nervously as Aaron gestures for him to turn around. He’s utterly pristine.
Aaron beckons the boy over and kneels down onto the hardwood floor so he can touch.
He runs his hand over the smooth skin. It’s soft like velvet under his fingertips, with a sensual give to it that dimples under his fingers. He moves up the boy’s sides, down his arms and up them again, around the stretch of the boy’s neck. He trails the fingers of both hands down the boy’s chest, stopping to lightly rub at the delightful little dark pebbles of his nipples. Matias gasps softly, surprised. Aaron continues his journey down, across the taut planes of the boy’s belly, down to the soft thighs, squeezing one in each hand.
Abruptly, he grabs the boy around the waist and lifts him easily, standing and planting him solidly on the edge of the dining table. Now he can get properly close. He puts a hand on each of the boy’s thighs and pulls his legs open, spreading them apart.
There’s his cute little cock, shy and withdrawn. Aaron cups it in one hand, causing the boy to shrink back from him. He fondles the young genitals in his fingers idly, thoughtful, feeling the light heft of them. Matias’s face colors pink. Adorable.
Grabbing the boy by the waist once more, Aaron flips him over, splaying the boy’s chest out across the glossy wood and dangling his legs off the side of the table. This gives him access to the smooth planes of the child’s back, which he runs his hands down, and more importantly to the succulent round globes of his behind. Aaron grabs one in each hand and squeezes them, jiggling them around in a playful, circular motion.
Then he spreads them apart and gazes at his true goal.
There it is, the tight little pucker of muscle he’s dreamed about since he was old enough to jerk off. Aaron feels like he’s floating in a dream. He can’t believe he’s really here, with soft flesh under his hands and a cute little twitching hole in front of him, ready and waiting to welcome him in. He presses against the ring with his thumb and thrills to feel it twitch under his finger, as though nervous.
He wonders if he should wait, if he should savor it, but why bother? He’s got the villa for the entire week, and there’s no limit to what he’s allowed to do. He glances around the room. Someone has left a discreet bottle of what can be plausibly waved away as “hand cream” on the sideboard by the wall. He leaves Matias spread out where he is and goes over to the provided lube.
He doesn’t bother undressing himself, instead just unzipping his fly and pulling down his underwear enough to get his cock out into the open air. He slicks it up generously before returning to the table, pausing a moment to admire the sight.
Matias’s waiting body is framed against the glass wall of the dining room that overlooks the sea, his pale skin in stark contrast to the dark and elegant wood that he’s splayed over. He hasn’t moved from where Aaron left him, resigned and waiting with his ass perfectly presented at the edge of the table.
Aaron’s whole body thrills, his cock throbbing with desperation, achingly hard. He’s wanted this so bad for so long.
He steps up to the table and uses one hand to pull aside the boy’s butt cheek, once again exposing the tight little pucker of his hole. He places the head of his slick cock right up against the ring. Then he takes a deep breath and starts to push.
Even with just the tip in, it’s already paradise. Aaron groans as pleasure swamps him, the tight pressure barely parting for him as he forces half of his cock-head into the waiting orifice. Fireworks go off behind his eyes. The boy is so blissfully tight and hot and soft inside. His passage envelops Aaron like he’s never experienced before. Aaron nearly chokes with how good it feels.
He pauses to appreciate it, getting used to the heavenly intensity of it. Then he pushes again, a little further, pressing forward until the entire head of his cock finally slips inside, nestled in the tight heat. Again he has to stop. It’s tough to remember that this is even real, that it’s not a dream, that he really does have the head of his cock stuffed inside this little boy’s tiny ass. He looks down at the white expanse of the boy’s skin, the way it mirrors the vista of the white sandy beach outside beyond the window.
Aaron pulls his hips back the tiniest bit and pushes again, forcing another inch of himself into the boy. It’s slow going; Matias is so tight it’s a tough fit. Each extra little bit gained is a struggle. But he doesn’t stop. With each thrust, Aaron gets a little further, stuffing more and more of his generous length of cock into the virgin entrance. Matias whimpers as he is deflowered, as each extra inch of his insides experiences this new violation for the first time. Aaron fucks into him slow and steady, deeper and deeper, painstakingly working his rod into the hole.
He pushes and pushes and pushes until he’s balls-deep, buried to the hilt, and can go no further forward. Then he pauses once more, overwhelmed by not only the physical sensations but the sheer unreality of it all, his fantasy come to life, gazing at himself fully embedded in the body of one of the boys that he’s been craving for so very long.
He grabs one of Matias’s arms in each hand and pulls them backwards to give himself leverage, then begins to fuck him.
His thrusts are long and deep, withdrawing half his cock from the boy at each thrust before pressing back in to the hilt. It feels rough and harsh at first, but eventually the child’s rectum gets the idea and begins to loosen up, allowing his dick free license to slide in and out with slick slaps. As the tight orifice fractionally relaxes, Aaron allows himself to slam harder, plowing the boy open with ever sharper thrusts of his hips. He pulls the boy against him, forcing his hips wider apart, spreading his legs as wide as they’ll go until the child is practically doing a split on his cock. He thrusts and he thrusts and he thrusts and finally he comes for the first time in the boy’s ass as he’d always dreamed, an explosion of seed that fills the child with his essence, claiming him.
Aaron sighs in pleasure as he comes down from the high of his orgasm, softening enough to finally slip free of the boy’s hole. He helps the child down off the table and leads him upstairs to the bedroom to put away his things.
After placing his clothes in the closet and his toiletries in the en-suite bathroom, he turns to the bed for the second round. Matias's ass is just as tight the second time, bent over the edge of soft and downy expanse. His passage, now slick with Matias's cum, welcomes him more smoothely this time, parting around Aaron's eager member. Aaron takes his time deep-dicking the boy, reveling in the blissful pressure of his interior, pounding him over the bed for most of an hour before filling him with a second helping of semen.
Over the course of the next few days, Aaron allows himself to live every fantasy he’s had for the past six years.
He takes the boy on the bed, on his hands and knees, driving him hard into the mattress. He takes him on the beach, sitting on his lap on a beach chair, forcing the boy to bounce up and down on his cock while he relaxes. He chokes the boy with his cock under the table while he eats dinner, seasoning the delicious food with delightful little whimpers around the phallus embedded in the child's throat.
Every room of the house has lube stashed somewhere discreet but convenient, and by the end of the second day Aaron has fucked the boy in every single one on his side of the estate. Each time he goes a little harder, drives a little deeper, makes it just that much more punishing. Matias’s virgin hole is quickly fucked into a ghastly parody of its previous innocence, drenched and swollen and gaping, twitching in desperation every time Aaron leaves it alone long enough to catch his breath. Aaron can’t help himself but be drawn to fill it again, sliding back inside the boy like a puzzle piece made to fit, fucking him ever-harder, jamming his meat as deep inside the kid as it will go.
It’s day three of this little fuckfest. Aaron has just come inside the boy’s ass for the fourth time this morning and is admiring the way the cute round mounds of his buttocks are painted pink from the incessant slapping of Aaron’s flesh against them. The buttocks are well displayed, too, as Matias kneels on the coffee table in front of the TV with his ass lifted up in the air and the front of his body hanging off the end of the low surface.
Aaron can’t help but inspect the hole as it’s offered to him. It looks so lovely now, abused like this, knowing that it’s been three days of his own regular attention that have left it in such a ruined state. Aaron playfully teases at the tender and puffy muscle with his fingertips, pushing against it, causing a bit of cum to bubble up from the load he’d deposited inside earlier. He chuckles to himself.
Idly, Aaron pushes his fingers inside, pressing three digits through the ring of muscles and up into the tired and squelching passage. The walls of flesh part easily for him, swallowing him in without trouble like they’ve taken this kind of penetration all their life.
It makes Aaron curious, wondering how far he can push things. He pulls his hand out a little and adds his pinky, pressing all four fingers into the boy up to the palm of his hand. Now he’s beginning to feel a little bit of resistance. Aaron grins and works his hand back and forth, feeling around the insides of the child’s passage. The walls are hot and slick and surprisingly soft around him. He pulls his hand out again.
Lining his fingers up like the head of an arrow, Aaron pushes in once more. Once again he hits the base of his fingers, and this time he keeps going, keeps pushing, jamming his thumb inside as well, pushing and pushing and forcing his hand further as it slides knuckle by knuckle into the boy—the whole thumb, the wrist, and then he’s shoving his arm into the child, deeper and deeper, fisting the boy, fucking him with an entire limb, spreading his hole open wide as inch by inch of his forearm disappears into the formerly-virgin hole.
Matias cries out, whimpering in pain and squirming, but he’s tired and weak and can do little against the invasive penetration as Aaron forces more and more of his arm into the child’s rear end. He’s openly sobbing by the time Aaron is elbow-deep in his ass, and continues to cry as Aaron joyfully draws his arm partway back out and begins to fuck him with it, slamming it back and forth and delighting in the way the child’s anus distends around his bulging muscles, desperately trying to accommodate the thick intrusion that thrusts into him over and over.
Aaron fucks the boy with his arm until his fingers go numb, fisting him for the rest of the morning. By the time he’s done he’s so hard he feels like he could die from it, turning the boy around to use his mouth while the child’s ass recovers from the massive girth it just accommodated. He pulls out when he’s close, rubbing out his orgasm the rest of the way so that he can come on the boy’s face, coating his features with a hearty helping of cum.
He can’t help himself from returning to toy with the boy’s ass while he pants from the receding force of his orgasm, slipping a few fingers back in and trying to gauge if it will be ready for his cock again soon. He feels an unparalleled sense of contentment as his fingertips wiggle back and forth inside the exhausted hole. It’s only day three of his vacation, and it’s already more than he’d ever dreamed he could get to do. And this is only the beginning.