JACK BAILEY

Jack Bailey is a handsome and sweet little twink by day, but by night, he has a darker and kinky side. This little sweetie loves submitting to men who are older and more masculine than him; he’s all about seeing how much he can stand up to their whims and will. The ultra-hung Gustavo Cruz has Jack Bailey bound and gagged with anal beads at the start of their encounter. But the beads have got to go when Gustavo whips out his enormous uncut manhood for oral and anal sex. Jack Bailey’s little pink hole takes some incredible anal punishment, you can bet on that!
Cast: gustavo cruz jack bailey   more LUCAS ENTERTAINMENT updates
 

Justin O'Neal's (Jack Bailey) family is exasperated by his behavior. They thought things would be better after he got home from Sam Gillis's program at the ranch. There was no change. In fact, Justin's gotten worse. They decide he should spend a day with a family friend Brandon Partridge (Colt Spence) in his garage. Maybe getting his hands dirty will finally make Justin a better man.
Cast: jack bailey colt spence   more DISRUPTIVE FILMS updates
 

Jack Bailey is is a smooth-faced, blond young twink who loves to get his ass pounded by a top with a huge cock—especially when the top knows how to use it! Jack Bailey introduces himself officially to the fans of Lucas Entertainment in an interview for “Bareback Auditions 24: Thrusted And Pumped.” After the chat, Jack Bailey strips down and shows off his smooth little body before Dan Saxon gives him one hell of a workout sucking dick and getting slammed up his ass!
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Look at Jack Bailey. Headphones on. Grooving to music. On a bed. In a jockstrap. Oblivious to how his quivering ass might impact residents of the ColbyKnox compound. Mickey Knox sticks his head in the door and is transfixed. Can you blame him? :-) He pulls out his dick, which is already sticking out. After sneaking up to the bed, Mickey takes a taste of Jack's hole. At first, Jack is surprised. However, he relaxes because his backside receives expert oral treatment. “Fuck. That feels so good," Jack moans. Mickey licks, giving each butt cheek a playful slap. "So hot," he observes. "Eat that fucking ass," Jack whispers. Mickey enjoys making a roommate happy. He even plays with Jack's jockstrap. All that booty tasting leads to dessert. "You want my cock," Mickey wonders. "Oh, yes," Jack replies. Mickey stands up, pointing his greased meat to Jack's puckered hole. Once in, Mickey deeply drills down. "Take that fucking cock," he orders. "Yes, sir," Jack whispers. Mickey grabs the strap for leverage, pounding to the balls. "Nice and slow," he says. "I want to feel every inch of you." Jack's eyes flutter when his spot is smashed. "Yes, sir," he whimpers. "Pound that ass." He gets on his side. "Stick it back in," he pleads. Mickey resumes fucking. He and Jack kiss. "I love popping the strap so much," Mickey notes. The camera focuses on Mickey's tool slowly going in, and out, of Jack's hole. "Open my ass up, sir," he begs. Mickey can't gaze enough at his shaft going inside Jack's tender booty. He lifts up a leg to give Mickey all the access required. "I want to ride that dick," Jack insists. After removing his jockstrap he gets on Mickey's rod, facing the camera. Mickey pounds up. "That is so fucking good," Jack moans. He takes control for a bit, taking Mickey's shaft for a spin. "Ride that cock," Mickey instructs. He grabs both of Jack's cheeks, shaking them to his delight. Jack's too. :-) All this time he's been beating his meat. His load shoots out, landing on his hand and balls. "You came so much," Mickey observes. "I want you to come," Jack says. He gets on his stomach and Mickey resumes the fucking. Mickey slams inside of Jack, placing a hand between Jack's shoulder blades. He pulls out, dumping a messy reward all over Jack's back. Mickey eventually gets back inside Jack, nibbling his ear. "You're the best roommate ever," Jack exclaims. "No. You are," Mickey counters. Both are right!
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He's back! Jack Bailey has returned to the ColbyKnox house. In this week's update, the sexy stud is learning about yoga from Colby Chambers. They are outside, by the pool, in the Sukhasana pose. The pair, both in black underwear, get on all fours. "Really arch your back," Colby suggests. He can't help himself. Seeing Jack’s booty in that position causes him to pull Jack’s underwear aside and lick that sweet hole. "That feels so good," Jack whispers. Colby caresses Jack's back as his tongue passes between those pale cheeks. "Eat that ass," Jack begs. Colby stands up. His cock stretches the underwear's fabric. When he pulls them down, his stiff rod is right in Jack's face. He opens wide, swallowing all he can. "Suck my dick," Colby murmurs. “You're so fucking hot." Jack happily chokes down all the meat. Even when face fucked. When he pulls away, spit spills from his mouth. "Use that throat and that fucking body," Colby whispers. He gets rid of his underwear. "All the way down," he orders. "Fuck,” Jack exclaims. “It's so big.” He almost loses an eye when Colby smacks his face with his bloated head. :-) "You like my dick," Colby wonders. "Want it inside you?" "Yes, sir," Jack replies. Colby spreads lube on his meat. He saddles up behind Jack; raw dick stretches his pupil's man hole. Colby fucks slowly. But the pace picks up. Each stroke to the balls. Jack's eyes roll back. "Moan for me," Colby commands. Each time Jack’s "special spot" is poked, he offers a seductive grin. "Fuck that ass," he begs. "Are you a good boy," Colby wonders. "I'm a fucking good boy," Jack replies. Colby gets on his back so Jack can take an “afternoon ride." :-) He loudly moans when perching on Colby's tool. "Fuck, yeah," Colby says. "Work that ass." Jack jerks his johnson as he goes up and down. Colby spreads Jack's cheeks apart, pounding up. "Give me that hole," Colby directs. "Get on your back for me." "Yes, sir," Jack whimpers. With Jack’s legs in the air, Colby reenters his student. "Fuck. You're so big," Jack declares on a down stroke. "That feels so good." He gets on his side and Colby returns to filling Jack up. “Does it feel good," Colby wonders. "It really feels fucking good," Jack replies. "Fuck my ass." Colby puts a hand on Jack's booty to have the best leverage as he pumps away. "Stretch my pussy out," Jack blurts. His pussy can only take so much. Jack's load shoots out, cum landing on his chest, arm, and stomach. Colby stays inside his bottom toy. "Going to let me come in you," he asks. "Yes, sir," Jack whispers. He gets up, arching his back again. "Going to worship that ass," Colby murmurs. Jack's dick drips man milk from his lost load. The camera gives a great view under Colby and Jack. We see Colby’s tool sliding in, and out, of Jack's hole. “Take my dick," Colby orders. "Fuck. I'm going to breed you." The yoga teacher is true to his word. He deposits man milk deep inside Jack, coating his insides. When Colby’s slick dick slips out, cum drops away from Jack's hole. White goo coats the space between Jack's nuts and hole. "How did you like your introduction to yoga," Colby asks. “It was pretty great,” Jack replies. "I'm definitely going to come again.” Teacher and student kiss. They are probably planning the next session! :-)
Cast: colby chambers jack bailey   more COLBY KNOX updates
 

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