Jack Bailey

Lake Need – Sc. 1

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Synopsis

As the Johnny Rapid and his boys load onto a houseboat and head out on the water, Jack Bailey finds Johnny Rapid on the top deck and asks, ‘so when are you gonna fuck me?’ Johnny smirks and pulls his shorts down to reveal a rock-hard dick that Jack instantly goes down on. With spit dripping from his chin, Jack takes off his shorts so Johnny can dip his raw cock into Jack’s eager ass. On top of the boat and out in the open, Jack gets his hole reamed hard and bareback by Johnny. When Johnny wants Jack to do the work, he sits back to let Jack ride him. Switching positions one last time, Jack is on his back as Johnny piledrives his tight ass until Johnny jumps up and shoots his load right in Jack’s mouth.

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Johnny Rapid Studios

Lake Need – Sc. 1 – Jack Bailey & Johnny Rapid

Jack Bailey
Jack Bailey

Johnny Rapid
Johnny Rapid

Gustavo Cruz Dominates Jack Bailey

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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!

Gustavo Cruz Dominates Jack Bailey

Gustavo Cruz
Gustavo Cruz

Jack Bailey
Jack Bailey

Pretty Young Thang

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Pretty Young Thang – Alex Meyer, Jack Bailey & Johnny Rapid

Alex Meyer
Alex Meyer

Jack Bailey
Jack Bailey

Johnny Rapid
Johnny Rapid

Johnny walks in and find a perfect pair of twinks, blond Jack Bailey and black-haired Alex Meyers, kissing in their underwear without him. “Which one of you two sluts is gonna suck my dick?” he asks, and they give his favorite answer: both! Jack and Alex suck his cock and take turns deepthroating Johnny before he lubes up Jack’s hole. This pretty 22-year-old wants that dick, and he pulls his legs back as Johnny eases it in before he rides the top. Johnny fucks Jack in spoon and then cums on his face, and Jack makes sure to clean it all up.

Jack Bailey Bottoms For Dan Saxon

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Jack Bailey Bottoms For Dan Saxon

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!

Twink Spit Roast

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Twink Spit Roast – Jack Bailey, Cole Maverick & Hunter Maverick

Nothing hotter than an eager twink looking to get spit roasted by two top daddies. Jack Bailey is an all-American, blonde hair and blue eye, apple-pie kinda guy that you want to eat up and get deep inside of, so naturally we did. We loved having Jack come shoot with us! He’s a tall and lean sweetheart. We shot three videos with him and each is nasty and aggressive and hot; just the way Jack requested they be.

Am I Qualified?

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Am I Qualified? – David Skylar & Jack Bailey

It’s Jack Bailey’s first day at the new job his stepdad David Skylar got Jack at his company. Jack knows he’s underqualified for the job, but it doesn’t seem to matter to David, who got him the job because he wanted to be around him more. He knows exactly what Jack is qualified to do…and damn is he good at it!