JACK BAILEY

Jack Bailey

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Sweet-faced Jack Bailey may look like a wholesome midwest boy, but rather he's a holesome, sexually driven cum-hungry bottom. Jack is a top-satisfying sub with a smile, happy & eager to take a big cock that comes his way and cums inside him. His social media profiles don't say much which should tell you that his actions speak louder than words. Jack is a real-go-getter, ambitiously going from social media to self-produced videos to studio work.

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Jack’s room is under renovation, and while the paint dries, he’ll need to share a bed with his stepbrother, Damian. The issue is that Damian has never shared a bed before, and he knows Jack will disturb his sleep with his antics. Still, he can’t just deny his stepbrother and push him away. Things get weird when Jack wakes up to Damian stroking his own cock. Damian explains it’s a presleep ritual and that it’s the best. Jack is intrigued and wants to learn. The stepsiblings stroke each other’s dicks, and it’s clear they’re both getting turned on. They take a leap forward and start sucking each other off. It’s Jack’s first time having a cock in his mouth, but it feels so right, especially with his stepbrother - the familiarity of Damian makes it all the more sexy and exciting. Damian tops Jack and fills up his tight hole with a hot, sticky load that he’s been holding in. Next, it’s Jack’s turn to top. He’s already tired, but the sex is too good to stop, and he wants to show Damian how much he means to him by fucking him hard and giving him a load, too!
Cast: jack bailey damian rose   more BROTHER CRUSH updates
 

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
 
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Recent Movies

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Nico Coopa finds his stepbrother Danny Parker on the gay hookup app, Strokr. But, when Nico makes a joke that they fuck, Danny starts to get flustered. Is Nico serious?
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Penetrated And Pounded

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When Lucas Men of this caliber all appear within the same movie, you know you’re going to have your ass PENETRATED AND POUNDED. First up is Sir Peter, who whips out his huge uncut manhood for Shy Montana to suck and service. Gustavo Cruz binds and dominates the blond twink Jack Bailey. The beautiful hunk Lobo Carreira bottoms for the macho Harold Lopez. And Shy Montana returns for another fucking—this time from Tomas Brand, the King of All Muscle Daddies.
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Head In The Clouds


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.
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