27 Mar 2024
Jack Bailey kisses Luke Hudson's toned torso, slowly working his lips down towards Luke's bonus hole in this new Jock Pussy video. The two engage in verbal play and Luke deep-throats the horny stud.
Things get even hotter when Luke rides Jack's rock-hard cock, sending the twink's eyes rolling in the back of his skull. The bearded bottom encourages Jack to keep fucking, working his pussy on stud's throbbing meat. When he can't take another minute, Jack deposits his large cum load into Luke's hungry hole.
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29 Jan 2024
Jack Bailey and Luke Hudson don't waste any time diving into some deep kissing in this new Jock Pussy video. T-shirts and cargo shirts go flying. Luke pounces on Jack's fat juicy cock and makes the twink moan. Jack is hungry, too, and rolls Luke over to chow down on the trans guy's pussy.
Jack tongues the T-dick until he has his sexy man begging for cock, which he's happy to offer. Jack slides into that tight hole with a satisfied moan.
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28 Jan 2024
Justin O'Neal's (Jack Bailey) family sent him to a remediation camp in an attempt to curb his unruly and entitled behavior. They thought things would be better after he got home from the ranch, but there's been no change, in fact, Justin is worse than ever.
In A Brat & A Gentleman at Disruptive Films, Justin's father thinks spending a day with a family friend Brandon Partridge (Colt Spence) in the mechanic's garage will help. Maybe getting his hands dirty will finally make Justin a better man.
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5 Nov 2023
In The Breakdown over at Him Eros, Andre Donovan and his twink lover Jack Bailey have broken down and they're standing at Coach's door asking to use his phone. While Andre makes the call for roadside assistance, Coach gets Jack naked and plays with the twink's cock.
When Andre enters the kitchen, he finds his lover on all fours on the kitchen counter with a butt plug in his ass and Coach is showing the milking technique he's perfected -- and it drives guys crazy. Andre pulls out his cock and watches the man working over his lover's stiff cock.
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23 Apr 2023
When A Cowboy & A Gentleman opens at Disruptive Films, Justin O'Neal (Jack Bailey) is arriving at the remediation ranch, a place where rich families send their entitled sons to curb their destructive behavior. Justin immediately begins giving ranch hand Sam Gillis (Cliff Jensen) a hard time. Sam gives it right back.
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1 Dec 2022
Do you remember dirty Uncle Carl? He seduced his best friend's son, Toby (Jack Bailey), in Virgin No More at Disruptive Films. When Toby tried to pursue something romantic with the sexy older man, Carl rebuffed him saying that he only fucks virgins. His tune changed when Toby and his friend Will (Scott Finn) needed a place to spend the night after a concert.
Toby is back with another friend, Nick (Trevor Harris). Does Uncle Carl get into Nick's ass, too? Come inside and see what happens.
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16 Oct 2022
Jack Bailey is hanging out with his stepbrother, Jordan Starr, and the conversation turns intimate. Jordan has been dating a guy and they nearly went all the way the other night, but didn't. Jack asks why and Jordan confesses that he's a virgin and is nervous
"Would it be a good idea if you lost your virginity with me?" Jack asks. "But we're stepbrothers," Jordan says. Jack shrugs it off saying that it would be more comfortable with him than a stranger.
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30 Aug 2022
Jack Bailey has been crushing on Killian Knox ever since his mother started bringing him around. But the boy's crush gets out of hand and when Jack's mother announces Killian is her fiance, Bailey loses it.
In Disruptive Films' Out of My Way, Jack tries to convince his stepfather-to-be that they could be happy together, he even crawls into bed and takes care of the man's cock. But as Killian continues to rebuff the boy, Jack takes things to a chilling level. "There was no denying that my mother was in the way," Jack writes in his journal.
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4 Jul 2022
Happy Fourth of July! Are you doing anything fun today? How about taking some inspiration from these horny studs at Family Dick. Isaac Parker invites his employer Derek Allen and his stepson (Jack Bailey) for a barbeque and swim.
Isaac is bucking for a promotion, so he invites his pool boy (Taylor Reign) to make this a foursome his boss will never forget.
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20 Jun 2022
Dirty old pornographer Clay loves Jack Bailey and he's fucked the blond twink many times before on Raunchy Bastards. In Full-On Nympho Maniacs, Clay brings in newcomer Liam Addison who loves fucking, getting fucked, sucking dick, getting sucked ... you name it!
"I knew before we began that I would have a lot of fun with these two. Turns out, we all had a blast and I fucked both boys."
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13 Jun 2022
Scouts Troye Jacobs and Jack Bailey are hiking in the woods in Catching Scoutmaster at Scout Boys. They're on the lookout for a spot where they can do some dick sucking. They set their packs down by a tree and fall into a passionate kiss.
They didn't notice Scoutmaster Charger was only a few feet away jerking his cock. He, too, was craving a bit of alone time. He quietly walks over, dick in hand, and surprises the boys. What happens next? It's probably not what you're thinking ...
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7 Jun 2022
Nico Nova returns from a walk when Rough Oral opens over at HIM Eros. Jack Bailey is exactly where he left him - blindfolded and lying on the couch with his hands bound behind his back. "Are you ready to show me how much you love me?" Nico asks.
He pulls at Jack's underwear revealing the boy's soft ass cheeks, then he kisses and nibbles them. Nico orders his blindfolded boy to suck his cock. Before he lets his boy feed, Nico says, "Really slow ... I want you to take your time."
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1 Jun 2022
Dirty old porngrapher Clay brought gay porn regular Masym Thorne over to Raunchy Bastards for a new scene called Breeding Jack Bailey. Since Masyn hadn't filmed with the site, Clay asked if he was able to cum while fucking a guy's ass.
Masyn said that he usually uses a video on his phone to get close. "We don't work that way here," Clay says. So Masyn took on the new challenge and after pounding the daylights out of Jack's tight hole, he delivered a beautiful creampie in the boy's ass.
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1 Jun 2022
In Troop Time at Scout Boys, three scouts return to camp filthy and disheveled. Their leader sends them into the tent to get out of their dirty uniforms for a lesson in hand-washing their clothes. Instead, once the boys have stripped down to their underwear, Scoutmaster Kipling encourages two of the boys to kiss. "It's just a game," he says.
Minutes later, after all the scouts have kissed one another, the leader tells Troye to put his mouth on Marcus' cock. "My mouth?" he asks. "Yes, it's just a game." Indeed, and a game Scout Jacobs excels at. Come inside and see how far this goes ...
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20 Feb 2022
Professor Payne ... it has a deliciously nasty ring to it, doesn't it? Twinkology 101 is a new scene from Next Door Twink featuring Carter DelRey, Jack Bailey, and Trevor Harris who are hot for their teacher, Dakota Payne.
Trevor and Jack get into an argument during class, and Trevor says, "If you want to kiss the teacher's ass so much, why don't you go pulls down his pants?" That gives the professor an idea, so he locks the classroom door.
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