Oh man did I ever hit the jackpot with Skyler Caine. He emailed me directly with his pics and asked if I thought he had what it took to be a Cockyboy. When I saw his pics I thought Christmas had come twice this year! I knew immediately that I had to have him on the site. That face, that body, that tattoo and did I mention that hot cock of his and an ass that can get pounded for days? In his own words "I'm a bottom naturally" "I like getting fucked - any which way". You can't help but love a guy who says that! You'll be seeing a lot of this kid.
Description: The scene opens with Hugo and Skyler already shirtless, showcasing their beefy, tatooed upper bodies. Skyler pins Hugo and begins licking and sucking at his nipples. Next thing you know, Skyler's hard in Hugo's mouth. Hugo licks frantically up and down the shaft of Skyler's cock and covers it in his spit. He fingers Skyler's asshole and we see his body clench around Hugo's finger. The scene jumps to Skyler deep-throating Hugo's enormous wang. Skyler sucks down hard, pressing his nose to Hugo's belly. Next, a close up shot of Hugo inserting his wet cock into Skyler's ass. His balls slap against Skyler's cheeks as Skyler groans, "Yeah, fuck that ass." Hugo is a true fuck machine, with his perfect round balls and even pelvic thrusts. The guys kiss as Hugo rams Skyler's ass, spreading his [more....]
Description: Favorite Cockyboys Bobby Clark and Skyler Caine waste no time getting down to business. They start the scene off in the shower, already naked and hard. Skyler drops to his knees immediately and deep throats Bobby’s cock while Bobby face fucks him. Bobby isn’t shy about telling Skyler what to do as he uses and abuses his mouth. After Skyler is done working on Bobby’s dick Bobby bends over so Skyler can eat his ass out. But the party’s just getting started! Bobby tells Skyler to lay down in the tub and then pisses all over him! Skyler laps it up as it splashes into his mouth and all over his body. Bobby isn’t done bitching out this bottom yet though. Skyler bends over while Bobby paddles that hot tight ass of his. Once Skyler’s ass is nice and tender and ready to be fucked Bobby [more....]
Description: I told y'all that Buddy would be back for some man on man action. I partnered him with power bottom Skyler Caine to see if he could keep up and, lucky for Skyler, he definitely could. Skyler starts off the scene servicing Buddy's hot straight cock while Buddy guides Skyler's head up and down his shaft. Skyler REALLY works Buddy's hard cock for a good long while making it nice and wet. He does such a good job that Buddy actually returns the favor and blows Skyler for a little bit. Then Buddy straps on a condom and starts pounding Skyler on his back. Skyler's so keen for that cock that he climbs on top next to ride it so he can get every inch of it deep inside his ass until he finally shoots his wad all over Buddy's chest. Then Buddy pulls out and jerks out a load all over Skyler's face - [more....]
Description: Skyler, that insatiable bottom, is back and on the hunt for, what else? More hot cock. So I threw muscle-stud Robert into the ring with him to see if he could tame that hot tight ass of Skylers. The two start off making out for a while before Skyler makes his way to Robert's hard cock. Skyler lays flat on his stomach while he expertly works Robert's dick, showing off his very impressive oral skills. After Skyler has thoroughly serviced Robert's big dick Robert returns the oral action and blows Skyler for a little bit before he straps on a condom and starts plowing him missionary style. Then he bends Skyler over and fucks him doggie style. He must doing something right because he's got Skyler moaning and panting in no time. After getting fucked hard for a good while Skyler is ready to [more....]
Description: What's the best way to pass time in detention? With some gay ass fucking of course! Jesse and Skyler have been baaaad boys and as punishment they're locked up together alone in detention with nothing to do but each other. After a bit of making out Skyler stands up and leans against the teachers desk - clearly wanting Jesse to blow him. Jesse happily complies and soon has Skyler's entire cock is his mouth. Skyler, being quite a fan of cock himself, drops to his knees so he can show off his oral skills on Jesse's big thick dick. Then Jesse dives into that beautiful bubble butt of Skyler's, taking turns between eating it out and fingering his tight hole. Once Skyler's ass is wet and ready Jesse gives him his dick from behind and Skyler LOVES it - just check out that huge smile on his face if [more....]
Description: Yum yum yum…time for another scene from our upcoming Cockyboys/Bel-Ami mash up dvd. This time it's lucky Skyler Caine that gets to sample some European cock in the form of Florian Nemec. The two blonde boys start off licking each other's bodies all over - paying special attention to the nipples but it isn't long before cock hungry Skyler heads down south to deep throat Florian's huge dick. Then Skyler sits down on the sofa and spreads his legs wide so Florian can alternate between sucking Skyler's cock and eating out his ass. After Skyler's hole is hot and wet, Florian starts working it with his fingers until it's ready for his big dick. He fucks Skyler on the couch missionary style slowly at first and then works up to a full speed ass pounding. Skyler wants as much of that cock as he [more....]
Description: It's time for some more Love, European Style with our 2nd scene from the upcoming Bel Ami/Cockyboys DVD. We sent that hot piece of ass, Skyler Caine overseas to be pillaged and used by Bel Ami heartthrob, Kris Evans. After a day of exploring the town, Kris takes Skyler back to his hotel so Skyler can explore his dick - which Skyler is MORE than happy to do. Almost immediately Skyler drops to his knees and hungrily gobbles up that uncut cock, taking the entire thing down to the hilt. Then Skyler decides to explore the backside and gives Kris a damn fine rimjob. After Skyler face fucks Kris for a bit he lays down on the sofa and lets Kris GO TO TOWN on his ass. He slams that American ass like there's no tomorrow, fucking it missionary, then doggie style, and finally cowboy style. Skyler is [more....]
Description: The King of Kink is back and just in time to fuck one of our hottest bottoms, Skyler. These guys don't waste anytime. Skyler drops to his knees right away to worship Wolf's big fat dick as Wolf instructs him on how to "suck his shaft". Man, I could watch Skyler suck dick all day (And I'm sure he'd be just as happy to do it all day). Wolf decides that he wants some ass though so Skyler lays down so Wolf can ferociously eat his hot hole. Once Skyler's hole is nice and warmed up Wolf plunges his hard cock deep inside while he sucks on Skyler's toes and tells him to "take that cock you fucking dirty pig". Then Skyler climbs on top so he can bounce up and down on Wolf's big dick, taking in every inch. After Skyler's ass has been sufficiently ravaged Wolf pulls out and jerks out a thick white [more....]
Description: Mega studs Austin and Skyler start with a make out session on the couch and by the intensity of their tonsil hockey I knew this was gonna be one of the hottest fucks ever! Skyler pounces on Austin, horny for his ripped body and his rock hard cock - which Skyler's soon slurping on like it's the dick he's been waiting for all his life. Austin is so paralyzed with pleasure he says "God! You can suck a dick!" And it's no lie! Skyler bobbing up and down on Austin's meat, pumping and sucking for all he's worth with Austin's incredible abs just above is a sight you DON'T want to miss! Then Skyler bends over to let Austin stick that whole fucker balls deep into his greedy little hole. Austin mercilessly pounds Skyler's ass like the street thug brute that he is. Skyler is practically screaming in [more....]
Featuring: Skyler Caine
Description: Y'all are in for a treat this week. Introducing my latest find - Skyler Caine. You're gonna cum in your pants just looking at this kid. He starts off playing with his dick before slipping off his jeans and undies. When he's nice and hard he slowly jerks off that hot cock of his - making sure to work the whole shaft. It isn't long before he's moaning out loud and twisting his nips as he plays with his cock. It really gets hot though when he bends over and starts fingering that hot ass of his. God damn - wait until you get a look at that ass. Working that hole of his gets Skyler so worked up he flips back onto his back and shoots his load all over his stomach. Trust. You'll be seeing a lot more of this kid. Check it [more....]
JDoussa on 04/26/2009 I was once a film editor, but I have never seen a young man as hot as Skyler. He is sensational. I have troubloe breathing normally just watching him do his thing. More! please.John Doussa guest on 05/05/2009 Can't wait to see this stud in some hot m2m action. Hell if I was a cockyboy, I'd let him break me in. Aloha, Kaleo falcon on 07/13/2009 Quiero ver a Skyler en una doble penetracion anal myguest on 08/07/2009 I joined this site specifically for Skyler. He is by far one of the hottest new guys in porn, and I expect to see more from him. I know more people that have come to visit this site, from Seattle, Miami, and across the US just to see him. Much love, Will natalie on 08/30/2009 i joined this site ONLY for skyler caine...i am a female and i love to masturbate to him EVERYDAY. he is the best and no one can top this beautiful god... usertom9qw on 01/24/2010 Nothing sexier and erotic than a hot looking masculine guy like Skyler taking it in the ass, and cumming with a big cock in his ass michaelf on 03/10/2011 Skylar what bottoms strive to be - a hot guy who loves to deep throat and makes it look effortless and takes a ass pounding w no screaming, minimal whimpering, and never tries to push the top off of him because its hitting too deep. if u want to get fcuk' retiredheineken on 02/15/2012 I agree with Mitch dtd 03/10/11. Skyler is exactly what everyone should be and love to do.