In a country like Jamaica where it seems like every male is hung like a horse, gay sex is not only taboo, it's also damn near impossible! Especially when trying to shove one of those huge Jamaican cocks up another guy's ASS for the VERY FIRST TIME!
My Jamaican photographer recently learned this the hard way when he talked the handsome, light-skinned "top" Marky into giving up his tight VIRGIN ass to the cute straight boy Deno in their second encounter together. When the whole experience proved to be too overwhelming for Deno, we hired a sexy young stallion named Dillon - easily the most attractive and HUNG Jamaican model so far - to be our "replacement dick" and further stretch open Marky's stubbornly tight hole!
If you're looking for non-stop ass-pounding action, then this isn't the scene for you. Unfortunately, both dicks ended up being way too big for a virgin to handle! However, if you're turned on by the idea of watching a masculine "top" bravely give up his ass for the very first time - first to a curious straight boy trying to fuck a guy in the ass for only the second time in his life, then later to a horny bisexual "top" with one of the BIGGEST DICKS ever seen on this site - then sit back, relax, and enjoy this exclusive "double feature" from Jamaica!
In Part 1, Marky and Deno are reunited for a "sequel" to their memorable first scene together.
Just like he did the first time, the photographer leaves the room to let both guys get better (re)acquainted.
Deno seems more aloof and reluctant this second time around - most likely overwhelmed by just how far he's taken his experimentation with guy-on-guy sex in such a relatively short amount of time. He even expresses concern that his GIRLFRIEND will find out what he's doing to earn extra cash!
After reassuring Deno that his girlfriend won't find out about "their thing," Marky reaches over and grabs the embarrassed straight boy's dick though his jeans.
"I hope you know how to handle it!" Marky teases, warning Deno that this will be the very first time he's let anyone fuck him.
Both boys eventually stand up, strip out of their clothes, and awkwardly grind their big dicks together. Marky then drops to his knees and briefly stuffs the straight boy's cock in his mouth.
After getting his "first taste" of butt-fucking in his previous scene with Devon, Deno seems amusingly eager, and even IMPATIENT, to try fucking a guy again! When it's finally time for Marky to give up his cherry, Deno bends him over the couch and starts squeezing and spanking that cute, hairy ass!
The photographer is careful to get some nice close-up shots of Marky's tight virgin asshole - what he playfully calls the "promised land" - before Deno pokes the head of his huge dick against it and slowly pops open that pretty pink cherry!
"That's what we call the Island Monster!" the photographer explains as he zooms in for a close-up of Deno's thick dick plunging in and out of Marky's tight hole.
Marky's exclamations and facial expressions (plus the size and tightness of his tiny pink hole) leave no doubt that he's a true "top" trying dick for the very first time.
He gasps and curses and scowls, even running from the dick a few times when it goes in too deep. But considering the fact that a dick the size of Deno's could send even the most eager and experienced "bottoms" running for the door, Marky shows real courage by surrendering to the dick as well as he does!
The footage of Marky being fucked is hot while it lasts, and for awhile Deno even seems to ENJOY the new sensations of another man's virgin asshole tightly squeezing and stroking his dick!
Unfortunately, however, Deno eventually lets his mind get the better of him, and his dick refuses to cooperate any more after that. Part 1 comes to a premature halt with a cumshot from Marky, and brief closing comments from both guys.
A couple weeks later, my Jamaican photographer recruited new model Dillon to take Deno's place so he could provide me with additional footage of Marky getting fucked (and a more satisfying scene overall).
Dillon is a sexy, masculine 23-year-old who likes to smoke, drink, and party. Even though he insists on wearing a mask, the disguise does very little to conceal his striking good looks or diminish his magnetic appeal. In addition to having an irresistibly sexy and outgoing personality, Dillon possesses a beautifully sculpted young body and one of the BIGGEST dicks I've ever seen!
From the second that Marky and Dillon first meet, there's a mutual attraction and chemistry between these two horny bisexual guys that just couldn't exist between Marky and a straight boy like Deno.
There's a generous amount of steamy and sensual foreplay - including lots of tongue-kissing and nipple-licking - leading up to the moment that Marky finally yanks down Dillon's underwear and pulls out that BREATHTAKING dick....
It's hot as hell watching that massive thing grow to full hardness in Marky's mouth, stretching those sexy lips open wide as streams of spit spill onto the floor.
But things REALLY begin to heat up when Dillon starts rubbing his dark monster-cock up and down the tight crack of Marky's cute, light-skinned ass - clearly eager and impatient to plunder its forbidden insides!
Dillon is both patient and persistent in his efforts to "break in" Marky's stubbornly tight ass. In the end, however, his oversized dick turns out to be just too damn big for virgin male ass - the "curse of the Island Monster," I guess you could say!
There's still some rare and thrilling footage of Dillon's powerful dick splitting open Marky's cute little hairy ass - and hardcore gay porn from Jamaica is something you definitely don't see every day!
Dillon eventually has no choice but to give up and settle for a sloppy-wet blowjob from Marky. There's more tongue-kissing, nipple-licking, and dick-sucking as Dillon grabs Marky by the head and deep-fucks his pretty mouth. This builds toward an exciting climax in which Dillon pulls his dick out of Marky's mouth and blasts hot, creamy cum across Marky's face, followed just seconds later by Marky shooting his own impressive "nutt" onto his stomach.
The scene concludes with brief closing comments from both guys as Dillon's warm cum still drips down Marky's face!