Alessandro Haddad is already making quite a splash here at CockyBoys. After getting properly initiated by Jack Hunter, Alessandro is ready to put those bottoming skills to use again. With those dark features, that irresistible accent, and that cute face full of expression... there's so much more to him than meets the eye. Raised in a small town without many gay people, Alessandro describes what it was like for him to finally embrace his sexuality. Now 24, he's built up so much confidence that he's a natural pro at fucking on camera, eager to share with the world his most intimate abilities. He says he's always had a thing for older, bigger guys because they "know what they are doing." And if there's one guy who fits that description, it's Jimmy Durano. The chemistry between the two is immediate and extremely hot -- Alessandro certainly knows what he likes! After flirting in their underwear, Jimmy invites Alessandro over to the bed where he strips off his underwear and gets a good grip on that perfectly round ass. Jimmy loves taking the reigns, especially on younger, smaller guys like Alessandro. He instructs Alessandro to suck him off and then get on top of him so he can eat his ass. Already very turned on, Alessandro scoots forward and begins riding Jimmy's cock gently at first and then harder and harder. He lays back on Jimmy's torso where Jimmy happily does the thrusting. The wall-to-wall-to-ceiling mirrors only makes the guys more passionate, loving the feeling of total exposure. Eventually, Jimmy leads Alessandro to a nearby couch allowing him to pound him even deeper. Jimmy pulls Alessandro close to him so he can see his face contort while picking up the pace. After almost pushing Alessandro over the edge, Jimmy decides he wants Alessandro to see for himself how rough he's taking it and brings him directly to the mirror. Drilling him from behind with lots of dirty talk and little mercy, Jimmy quickly makes Alessandro shoot his load only inches away from the full-body mirror. But Jimmy isn't done yet -- he turns Alessandro around and pulls him back to the bed to help him get off by licking his balls. It doesn't take long before Jimmy explodes too, looking deep into Alessandro's eyes staring up from his crotch.
Cast: jimmy durano
alessandro haddad  
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Jimmy Durano should have finished painting the office already, but he's barely halfway done. Jimmy's boss, Ace Era, is furious with him, but Jimmy doesn't give a fuck: he shows Ace what he thinks of him by rolling a giant stripe of paint across Ace's expensive dress shirt and tie. Ace is so mad he tries to fight Jimmy, but Jimmy has the upper hand because he knows how to subdue his blustering boss. Grabbing the back of Ace's head, Jimmy pushes Ace's face into his crotch. Whipping out his dick, Jimmy slaps it across Ace's lips, and since Ace is such an eager cock whore, he can't resist opening his mouth and allowing Jimmy's meat down his throat. Jimmy strips off his shirt, revealing his perfectly smooth torso and bulging muscles. Ace bends over a desk and Jimmy eats his ass. Paint splatters across ace's face and arms as their rampant connection gets more and more intense. Jimmy strokes his hard, uncut cock as he presses his face into Ace's ass. After teasing Ace with the tip of his cock, Jimmy thrusts his thick meat inside Ace's hole. He pounds Ace with vigorous, slamming pumps, and the tattoo that says 'FUCK ME' across Ace's ass bounces with the force of the impact. Turning over, Ace throws his right leg over Jimmy's shoulder and gets totally drilled by Jimmy's cock. The intense pressure makes Ace spill his seed, shooting it across his muscular torso. Getting down on his knees, Ace opens his mouth as Jimmy blows his load; cum spills everywhere. When Jimmy stands and heads toward the door, Ace asks, 'Where are you going?' 'You fucking finish the job,' says Jimmy, as he slams the used condom against the sticky paint on the wall.
Cast:
jimmy duran ace era  
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A curious porn consumer growing up, Will had always been transfixed by Jimmy's tall and muscular body, his thick cock, and the aggressive way he takes control when he pounds an eager bottom. Seeing an opportunity to live out his ultimate sex fantasy, Will took Jimmy to a remote location on the shores of Fire Island -- a laid back and judgment-free "gay paradise" where the guys got to explore the beaches, soak in a romantic sunset, and get naked as soon as possible. After some passionate kissing back at their cabana, Will was ready to knock Jimmy's socks off with a toe-curling blowjob. With Jimmy now rock hard, Will took him to the shower outside (obscured only by a glass wall and some bamboo stalks) and allowed Jimmy to rim him as the water dripped down both their bodies. Will possesses the rare talent of being both very verbal and very submissive when he's getting fucked, but it didn't take much for Jimmy to understand how badly Will wanted to get pounded right there and then. Judging by Jimmy's quick thrusts and the hard sounds of his lower abs slapping against Will's butt, it's pretty clear how much Jimmy wanted to jack-hammer Will into oblivion as well. After their romp in the shower, the guys dried off on a nearby deck chair and continued fucking in the heat of the moment. Will laid back and opened his legs wide so Jimmy could go as deep as possible -- the sounds Will can make are indescribable! With his dick still hard as ever, Will climbed on top of Jimmy and rode his cock until he reached the point of no return, blowing a huge load with Jimmy's cock still firmly planted inside. Will wanted to be as close as possible to Jimmy's cock for his grand finale, and his eyes were literally inches away from Jimmy's long and satisfying cumshot. Whatever expectations Will may have had playing out his ultimate sex fantasy with Jimmy, it's pretty safe to say they were met on Fire Island!
Cast: jimmy durano
will wikle  
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Muscle hunk Derek Bolt kneels eagerly in a steel cage sporting a leather collar and jockstrap. Brazilian stud Jimmy Durano approaches his sub and asks 'have you been a good boy?' Derek replies 'yes, boss' and Jimmy unlocks the cage and attaches a metal leash to Derek's collar. Led out on hands and knees like a dog, Derek resists his 'boss' until Jimmy brings Derek to his knees and feeds him his uncut cock as a treat. Derek takes a proper mouth fucking from his boss as streams of saliva trickle down Jimmy's nutsack. Boss man Jimmy wants a taste of his boy so he makes him assume the position and dives face first deep into Derek's smooth crack. Spit dribbles from Derek's hole as Jimmy works his tongue around the eager center. Derek begs for his boss' cock and Jimmy enters his ass with a swift thrust deep inside with his humongous meat. Jimmy fucks his boy doggie style first then leads him into a sling for a better angle at Derek's manhole. With shouts of 'Yes, Boss!', Derek takes every thrust with stride until he jerks out his load all over his jock. Ready to bust, Jimmy pulls his cock out and explodes a thick load adding it to the creamy mess all over Derek's soaked jock.
Cast: jimmy durano
derek bolt  
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Jimmy Durano and Ricky Roman enjoy a day at the beach on Fire Island before returning to the house to heat things up on the back patio. The rinse the sand off their feet then strip down for the main event. Fucking! Ricky pulls Jimmy's thick uncut cock out of his pants and wraps his mouth around the swollen head. Bobbing his head back and forth and riving Jimmy insane with his talented mouth. Jimmy strips off Ricky's pants and spreads his cheeks to get a good look at his butt hole. Fingering Ricky's butt and getting it ready for his cock. Jimmy moves the action over to the day bed so he can slide his tongue in Ricky's hole. Treats him to a first class rim job before flipping over so Ricky can sit on his thick cock. Ricky is right there and slides that pole all the way in his ass in one go. Slowly settling on that thick stick before bouncing his hips up and down in a perfect fucking motion that has both of them moaning. Jimmy changes position so he can fuck ricky doggy style and Ricky loves it! Driving his hips back against Jimmy's rock hard cock as Jimmy pounds that hole like there'e no tomorrow. Ricky is moaning loud enough to alarm the neighbors but that doesn't stop Jimmy for one second! The two switch positions one more time so Jimmy can fuck Ricky on his back. Ricky's rock hard cock is straining against his tight belly when Jimmy reaches down to grab that dick. Ricky tells him he's close but Jimmy just says, "I wanna see you cum!" And in a couple of strokes Ricky is shooting a thick load all over his belly. Bucking and quivering as the last shots of jizz fly out of his dick. Jimmy is right behind him and pulls out just in time to deliver his own load on top of Ricky's puddle of cum. He takes a second to catch his breath before leaning over and kissing Ricky one more time. It's been a long day but it's time to clean up and get going.
Cast: jimmy durano
ricky roman  
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