Cocky Boys

CockyBoys – Arad WinWin Fucks Allen King!

08 Arad WinWin Fucks Allen King


Allen King was very excited to meet Arad WinWin. While Arad is still starting out in the industry and doesn’t yet have the massive following that Allen has, Allen couldn’t get enough of Arad’s sculpted muscles, dark and handsome features, and his thick cock! Arad was just as thrilled to meet Allen — he’d of course heard of him via social media and his eye-catching body — but never thought he’d also get to do a scene with him on that first day!
Allen got to work on Arad right away — hungrily kissing and stripping Arad as Arad stood there in disbelief as one of his all-time favorite porn crushes unbuttoned his pants and pulled out his dick. It wasn’t until Arad experienced the feeling of Allen’s lips engulfing his dick that he came to, fully immersing himself in their undeniably hot chemistry and gradually taking more and more control. He took hold of Allen’s gorgeous ass in his jeans, steadied Allen’s head as Allen sucked him off, before finally turning Allen around to rim and hammer him doggy-style. (more…)

CockyBoys – The Stillest Hour: Part One!

07 The Stillest Hour Part One


From award-winning director Jake Jaxson comes THE STILLEST HOUR, a twisted new take on the psychosexual thriller that explores the power of perception and reality.
Norman (Will Wikle) is a highly committed psychotherapist in New York City whose life, whether he knows it or not, has been reduced to a cyclical pattern of idealistic perfection and strict personal routines. His professionalism and obsessive habits are soon tested when one of his clients, a headstrong and independent artist (Colby Keller) details — through series of sexually provocative sessions — a budding relationship with an impressionable millennial (Levi Karter) who appears to be stalking him. When Norman becomes captivated by this power play, the tables are flipped as the boy soon becomes involved in the personal lives of both men. (more…)

CockyBoys – Justin Matthews Fucks Christian Bay!

06 Justin Matthews Fucks Christian Bay


Justin Matthews is back in town and ready to play. He’s heard a few things about how tight Christian Bay is and wants to give him all the attention he craves. A sensual walk down by the pond quickly leads to some hot and heavy making out and before long Christian is begging to suck Justin’s cock.
Back at the house, Christian and Justin are more than ready to taste one another. Christian quickly pulls out Justin’s cock and is on his knees to take all of it in his pouty, willing mouth. Justin is eager to fill Christian and experience just how tight he really is. (more…)

CockyBoys – Arad WinWin Dominates Marco Montgomery!

05 Arad WinWin Dominates Marco Montgomery


Cockyboys newcomer Marco Montgomery likes the idea of being controlled when it comes to sex and this smooth and slender dude has no problem giving up his ass to the right guy. Arad WinWin’s style is more dominant and he loves telling his partner what to do so it sounds like a match made in heaven!
These two start making out in the shower and Arad is quick to push Marco to his knees and tell him to suck cock. Marco has no problem obeying his alpha partner and quickly swallows that fat cock. Swirling his tongue around the head and shaft as Arad moans his approval. Arad lets Marco have his way with his cock then pulls him up and kisses him forcefully on the lips. Looking him in they eye with a look of complete control that is impossible to forgot. (more…)

CockyBoys – Justin Matthews Fucks Ashton Summers!

04 Justin Matthews Fucks Ashton Summers


It’s been awhile, but Justin Matthews is back and better than ever. With his rock-hard abs and equally rock-hard cock, he’s more than ready to make one lucky and unsuspecting bottom run for his money. Good thing Ashton Summers and his perfectly round bubble-butt are ready and primed for the task.
The two start off with a passionate flare as Justin and Ashton kiss fervently, but things fire up quick. (more…)

CockyBoys – Arad WinWin Fucks Liam Riley!

03 Arad WinWin Fucks Liam Riley


Liam Riley is very horny… and he wants to get fucked. This is his ultimate fantasy: he’s in a hotel room, he leaves the room, he sees a man in the elevator. He doesn’t know if the man is gay or straight, but he likes the thought of being taken advantage. And Arad Winwin is just the kind of aggressive top this man very well maybe.
"Room 717, ten minutes," Liam says, exiting the elevator. He leaves the door to his room unlatched. He hops in the shower filled with nerves at the pit of his stomach… just as the man walks in. (more…)

CockyBoys – Missed Connections: Jay M. Fucks Danny M.

02 Missed Connections Jay Mercer Fucks Danny Montero


While working on his hot bod at the hotel gym, Danny Montero spies hottie Jay Mercer working on his abs and can’t keep his eyes off of him. Danny’s fantasies play out in his head and upon returning to his lonely hotel room, he decides to take a chance on his missed connection.
Fantasies come true when Jay shows up in Danny’s hotel room and takes control. Pushing Danny up against the wall, Jay kisses him passionately before turning him around and exploring Danny’s tight ass. (more…)

CockyBoys – Max Carter and Alex Killborn Flip-Fuck!

18-Max-Carter-and-Alex-Killborn-Flip-Fuck


We haven’t seen Max Carter in a while, but we’ve certainly missed him! He’s definitely become a fan favorite after his breakthrough performance in Answered Prayers, and now he’s back for some more hardcore action. We set up a meeting with him and new CockyBoy Alex Killborn and had no idea what to expect — they’re both such quiet, thoughtful guys but ended up looking adorable together!
After Alex won an arm-wrestling match, he was handsomely rewarded with a blowjob. But Max then took it one step further and started fucking Alex a short while later — first in missionary on the bed and then with Alex on top.
Alex was in heaven after getting drilled, but he wanted to return the favor to Max. He started off sucking and rimming Max, but Max quickly climbed on top of Alex and rode his cock until he was close. Just before Max reached the point of no return, Alex flipped him over and nailed him until they both shot their loads all over Max’s torso… all making for one mind-blowing flip-fuck!
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CockyBoys – Caleb King Fucks Mickey Taylor!

17-Caleb-King-Fucks-Mickey-Taylor


It’s always interesting when a new CockyBoy like Mickey Taylor does his first few scenes with us. It’s like he’s at the buffet for the first time, trying out different guys and receiving a unique experience each time. One thing’s for sure — he certainly wasn’t expecting the wild pounding he got from Caleb King!
In a lot of ways, Mickey and Caleb are opposites. Mickey’s got an inked up and pierced body with a very sensitive and passionate personality, while Caleb looks like a relatively clean cut boy-next-door but is actually an extremely rough and aggressive top! It’s safe to say both Mickey and Caleb were in for quite a few surprises…
Mickey was in heaven as he sucked Caleb’s thick cock, and was even happier when Caleb returned the favor. But that quickly shifted into Caleb rimming him and then pounding him ass up before he had a chance to catch his breath! Caleb then flipped Mickey on his back and fucked him some more before shooting a huge load on his lower back.
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