Jack Bailey | Actor | Actress

Profile

Jack Bailey

Born : 29th-Oct-1997

Movie Credits

Lake Need: A Trip to Remember

Johnny Rapid rounds up all his best buds and heads to ‘Lake Need’ for a boy’s trip, but don't let the serene waters fool you, there's nonstop bareback action on deck in this sun-drenched adventure. Critically acclaimed director Edward James captains a houseboat on ‘Lake Need’ filled with a cast of horny studs getting off with their best friends. On their first day on the boat, Jack Bailey corners Johnny Rapid on the top deck and gets his ass stretched until Johnny feeds him his seed. While the rest of the boys are out fishing, Blaine Porter takes Jack Bailey back to his room to get to know him and his hole a little better. Cyrus Stark and Jesse Bolton notice Johnny putting in all the work, so they offer up their holes as a thank you. A naked hike between Jax Thirio and Nic Sahara turns into an open-air cocksucking, ass fucking session for all to see. So, come on! Grab your bags and join the boys on ‘Lake Need’ for a hot trip you’ll never forget!
Released : 1st-Jan-2021

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Break Him In Raw 2

We are excited to showcase this group of young (Cocky)boys to the studio. From Jordan Starr's massive cock to Alex Gonzalez's bubble butt, we've got plenty of young talented studs. Edward Terrant breaks in Ryan Jacob's tight hole, and Roman Todd shows Alex the ropes. Damien Grey is the raw receiver of Jordan's fat dick, while Kane Fox's cock finds a warm home in Jack Bailey's ass. These boys are definitely being invited back so we can all watch them Break Him in Raw.
Released : 20th-May-2022

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Cabin Fever

Released : 2nd-May-2022

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No Step-Son of Mine

In No Step-Son of Mine, when John Vickman (Pierce Paris) catches his stepson, Oliver Marks (Jordan Lake) setting up for a Pride party in their backyard, he's angry. Not because of the party, but because Oliver is wearing a skimpy outfit. Since Oliver is planning to wear it out in public, John tells Oliver to get inside so he can show him exactly how he's 'asking to be treated by dressing so slutty. Toby (Jack Bailey) is staying at his 'Uncle' Carl's apartment after a concert. As Toby's dad's best friend, Carl (Dale Savage) has always been in his life and has seen him grow up, is looking forward to spending quality time with him. Carl is anticipating Toby's over as well, but for a different reason. Now that Toby's eighteen, Carl's intentions toward the younger man are less pure.
Released : 25th-Jan-2022

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Bond With Me Stepdaddy

Alex Turner is scrolling through an app looking for a quick hookup when he sees... his stepdad Ian Holmes? Michael Roman wants to help Jack Bailey celebrate finishing a tough semester at college, so he plans a nice dinner just the two of them. But, Jack wants to celebrate through other means. What could Jack possibly want? Trevor Harris wants to bond with his new stepfather Chris Damned, but Chris is more interested in watching sports than giving his step-son attention. Trevor does what it takes to get Chris to open up, and that includes opening up his hole. Scott Finn is looking through his step dad's laptop when he stumbles across some gay porn. When he confronts him about it, things start to heat up... Enjoy Bond with Me Stepdaddy.
Released : 24th-Jul-2022

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Hot Boy Summer 2

Hot Boy Summer is back and hotter than ever! These hot boys love cum and love getting fucked hard and used by Hung Daddies.
Released : 1st-Jul-2021

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Inseam

Subtle glances, inviting looks, suggestive gestures, and provocative signals define the art of sensual gay seduction in Inseam. While preparing for his wedding, Chris Damned assembles the hottest wedding party and assistants, who help him prepare for the festivities by partaking in the silent persuasion that leads to the most intense bareback action. Director Trenton Ducati expertly orchestrates the groom's big day and the intimate moments that evolve into unrelenting hardcore encounters. Inseam will have you loosening up that collar, dropping those trousers, and letting your inhibitions fall to the floor with them.
Released : 3rd-Nov-2021

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Back in Town

Nathaniel Arnold (Andre Donovan) is Back in Town for his father's funeral. The place is steeped in memories for him, and many of those memories include Tony Lyons (Adam Ramzi). The two had a clandestine relationship in high school. Though time has passed, there's still a connection between Nathaniel and Tony. They explore the relationship while exploring themselves. Years after graduating, Sam Romero (Jack Bailey) gets in touch with his former English teacher, Mr. Howard Dennison (Greg McKeon). After reconnecting on social media, they decide to meet up. Sam is grateful to Howard for allowing him to be himself with him and understand that it's okay to be who you are without apologies. Their affection and tenderness turns sexual as they realize that their growing feelings are mutual.
Released : 27th-Dec-2022

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A Virgin No More

Toby (Jack Bailey) is staying at his 'Uncle' Carl's apartment after a concert. As Toby's dad's best friend, Carl (Dale Savage) has always been in his life and has seen him grow up. He trusts Carl, and is looking forward to spending quality time with him. Carl is anticipating Toby's sleeover as well, but for a different reason. Now that Toby's eighteen, Carl's intentions toward the younger man are less pure. He sees the man Toby's became and wants to get closer to him, so he'll do what it takes to make sure that happens.
Released : 17th-Sep-2021

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Split Me Open

Big dick superstar Sean Xavier leads a stunning cast of hung studs ready to split open any bottom that crosses their path. Joining Sean are notoriously hung men such as Jacob Acosta, Leo Louis, and Manuel Skye along with talented power bottoms Evan Knoxx, Jack Bailey, Benjamin King, and Noah Foxxx.
Released : 25th-Jan-2023

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Lucas Men Extravaganza

Hop in the sack with Kosta Viking, Babylon Prince, Harold Lopez, Brian Bonds, Santos, Jack Bailey, Bruno Galvez, Derek Kage, and Gustavo Cruz for the awesome LUCAS MEN EXTRAVAGANZA. And if the nine-man orgy is not enough for you, Jordan Starr, Igor Lucios, and Rudy Gram stop by for a flip-fucking threesome. Afterward, Alex Cabrera services the alpha desires of Dom King with his mouth and hole!
Released : 24th-Feb-2023

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Johnny Rapid: For the Fans Vol. 4

He's one of gay porn's most-popular stars. He's always wanted to get more up-close-and-personal with his massive fanbase... and now he has his own line. Presenting Johnny Rapid: For the Fans. Here you'll see Johnny along with Alex Meyer, Cyrus Stark, Daniel Hausser, Diego Sans, and Jack Bailey in sizzling bareback duos and threeways. It's an all-raw sweaty sexfest series getting you in on the action, closer and hotter than ever before. It's all for you... for the fans.
Released : 1st-Feb-2023

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My Stepbrother, My Bitch

Jack Bailey is catching up with stepbrother Jordan Starr when he finds out that Jordan is still a virgin. But when he offers to help Jordan lose his virginity, will Jordan take the bait? Or did Jack just make things more awkward? 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? Chris Damned is fresh out of prison and back in the family home with his mom, stepfather and stepbrother, Alex Tanner. Alex is a goodie-goodie and Chris thinks his stepbrother needs some corrupting to make it in the real world. Brandon Anderson and Evan Knoxx haven't talked since their parents got married. But on the eve of their anniversary, Evan returns home, causing them to both relive past feelings. What's gonna happen with these two studs in My Stepbrother, My Bitch.
Released : 2nd-May-2023

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After School

Scott Finn, Jayden Marcos and Andrew Miller have all graduated from college and are celebrating for the weekend. When closeted Scott starts catching lust for Jayden, things get way more complicated. Question is: will things turn out for the better? Or will their friendship be ruined? Jack Bailey, the last student to leave the classroom, grabs his backpack and is about to head out the door when one of the school's football players, Tony Genius, comes in and asks Jack for tutoring. Tony says that his grades have reached a point where if he doesn't get a B+ he'll be held back a year, and there's NO WAY that can happen.
Released : 12th-May-2023

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Brother Crush 21

Released : 9th-May-2023

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Loser Has to Bottom

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! Cody Viper and Evan Knoxx have been best friends since high school, even after Evan came out to him. When Cody starts wondering about his sexuality he goes to Evan for help. But, will Evan be able to help him figure it out? Trevor Brooks, Des Irez and Ashton Silvers want to have a sexy threesome, but none of them are willing to bottom! So when Trevor suggests they play a game to determine who will be the bottom for the night, the night takes a wild turn. Sometimes long-distance relationships miss a human touch... Fortunately for Greyson Lane, his boyfriend surprised him with a nice gift! He sent the handsome Dalton Riley to give him some raw creamy hardcore sex while he's away!
Released : 14th-Mar-2023

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Ready to Hustle

One of the most exciting things about being an old pervert who films hot young studs is having that sexy new shy guy walk through the door for the first time. Even though they might be nervous, I know that they are ready to hustle, or they wouldn't be here in the first place. Whether it's a car payment or rent, or simply getting out of a hole, these wannabe porn stars know exactly what their most precious asset is: their dicks and asses. This selection is from my private collection of videos. Many of them are hunky straight boys needing cash and/or attention, but mostly both.
Released : 30th-Jun-2023

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Like Old Times

David Skylar is getting married and Alex Tanner thinks he's making a big mistake marrying his boring sister. Nonetheless, Alex decides to give David a proper sendoff into married life. Jack Bailey is a naughty little stepbrother. When he finds his big stepbrother Justin Matthews's dildo, he decides to give it a whirl. Justin finds Jack playing with the dildo and inserts the real thing. Ian Daniels' 'uncle' Lucca Mazzi is in town for a visit. Ian figures the best way to make his dad's stepbrother feel welcome is to whip up a grilled cheese just like the one Lucca used to make for Ian when he was babysitting him. A trip down memory lane leads to the guys creating new, steamy hot memories. Justin Matthews and Brandon Anderson weren't expecting to get naked for their modeling gig. It's weird to them, and even more strange considering their stepbrothers. The good thing about having your step-bro in a sticky situation, is you can lean on him, and get in him, just Like Old Times.
Released : 1st-Feb-2023

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My Step-Brother, My Bitch

Jack Bailey is catching up with stepbrother Jordan Starr when he finds out that Jordan is still a virgin. But when he offers to help Jordan lose his virginity, will Jordan take the bait? Or did Jack just make things more awkward? 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? Chris Damned is fresh out of prison and back in the family home with his mom, stepfather and stepbrother, Alex Tanner. Alex is a goodie-goodie and Chris thinks his stepbrother needs some corrupting to make it in the real world. Brandon Anderson and Evan Knoxx haven't talked since their parents got married. But on the eve of their anniversary, Evan returns home, causing them to both relive past feelings. What's gonna happen with these two studs in My Stepbrother, My Bitch.
Released : 2nd-May-2023

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Breeding Season

Seasons come and go, but at CockyBoys it's always Breeding Season. Watch and enjoy as these boys get lost in the pleasure of giving and receiving; taking time to drill their cocks as deep as possible into the wide-open holes of these perfect boys. There is nothing hotter than watching a big fat cock slowly slip into a boy's ready hole as they whimper with delight, milking their top man's member, edging them to an explosive climax.
Released : 14th-Jun-2023

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Washboard Worship

Cody Viper has the shock of a lifetime when he finds out his college roommates Grey Gold and Des Irez are gay. But he's stuck with them for the rest of the year. Will he be able to live with his gay roommates? Or will there be too many problems? Jack Bailey and Trevor Harris are thirsty and the only thing that can quench their thirst is getting a piece of their hot roommate Damien White.
Released : 18th-Apr-2023

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Secret Sexcapades

Jack Bailey has it bad for Roman Todd, which is pretty bad considering Roman is Jack's stepfather. Jack wants more than a 'Stepdad With Benefits,' which is all Roman is willing to give. After Jack Bailey storms off to get his guts rearranged by Johnny, Trevor Harris is left on the couch to play video games alone. Jax Thirio knows a better way to keep his son's best friend busy and that's making sure that he busts a big, fat nut. Since Jack Bailey is pissed at his 'stepfather with benefits' Roman Todd, he's off to see his favorite service top, Johnny Ford. Jack goes to Johnny when he wants his back broken and Johnny is happy to give the cutie his cock. Uh oh. While Roman Todd is away, his husband Jax Thirio is playing with Trevor Harris. Roman comes home to find Jax fucking the tight twink and gives them some guff before joining in on the Secret Sexcapades.
Released : 31st-Dec-2021

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Dirty Move

As best buds Tom Faulk and River Elliott sit on the couch sharing in a little boredom induced mutual masturbation session, they don't hear Tom's step-brother Gabriel come into the room. Jack Bailey and Trevor Harris are thirsty and the only thing that can quench their thirst is getting a piece of their hot roommate Damien White.
Released : 22nd-Jun-2023

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The Code

When college morality officer George Meadows (Hans Berlin) catches wind that student Christian Grogan (Isaac Parker) has a fansite account where he sells naked pictures of himself to the masses, he knows he needs to crack down on the co-ed for breaking the morality code, also known as The Code. Meanwhile, twink Jack Bailey seduces his big, dicked stepdaddy, Killian Knox.
Released : 4th-Aug-2023

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Twinky Twinkle

Tyler Wu takes a trip to NYC to meet up with sexy Justin Berry. Tyler tells us, 'The first thing about Justin that caught my eye was his fiery red hair of course. His cute smile and twinky features are a big plus too. I messaged him on Twitter and was on a plane to NYC the next day! Starting the day to the wonderful views of the city and its boys was a pleasure, in all senses of the word.' Class is in session! Carter DelRey, Jack Bailey, and Trevor Harris are hot for their teacher, Dakota Payne, as he instructs them on how to be the best twinks they can be! Enjoy this scholastic sexcapade written by our very own Dakota Payne!
Released : 18th-May-2023

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Twinkology 101

Evan Knoxx is loving life as a player for the Next Door Knobs. But when his teammate Nico Coopa suspects he's gay, Nico invites team captain Max Lorde to investigate. Will this result in pleasure? Class is in session! Carter DelRey, Jack Bailey, and Trevor Harris are hot for their teacher, Dakota Payne, as he instructs them on how to be the best twinks they can be! Enjoy this scholastic sexcapade written by our very own Dakota Payne! Kyle Wyncrest, Scott Finn and Trevor Harris fuck long and hard!
Released : 7th-Feb-2023

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Doctor Tapes 4

There are some doctors that specialize in the care of making sure boys become healthy men and their treatment comes in many forms. Doctor Tapes is an archive of these thorough exams. From the collection of semen samples to full rectal exams, these checkups have been recorded and are presented here to assist you in your own health and wellness.
Released : 23rd-Aug-2023

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Rough Enough?

There is something about Rough Sex that transforms these boys from sexy-boys-next-door into sex-crazed cum-sluts, whimpering with ecstasy as they are pounded into submission. Imagine the loads you will blow while watching these top studs get off, drilling deep, wrecking holes, and blowing raw loads.
Released : 14th-Sep-2023

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Open Up

Is there a better feeling than the moment when a boy's wet mouth slides down a rock hard cock, or when a man's throbbing member slips into the soft smoothness of a slippery hole?
Released : 22nd-Sep-2023

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Therapy Dick

Released : 22nd-Sep-2023

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No More Virgin

After Toby (Jack Bailey) loses his virginity to his dad's best friend Carl (Dale Savage), Toby wants something serious with the older man. Ryder Owens introduces his new boyfriend Masyn Thorne to his stepdad Liam Hunt and it's not long before the horny men casually engage in a threesome., it's No More Virgin here.
Released : 10th-Oct-2023

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The Recruit

Tegan Young is an army recruiter who recruits Colin Dillard to enlist. Colin is a homeless,gay, eighteen-year-old who needs a place to stay. Tegan brings Colin back to his house where he lives with a fellow soldier, Rudy Vaughn. Rudy is unimpressed with Colin and hates how sensitive Colin is when he has never faced the true tragedy of combat. Tensions rise and so do the stakes in their relationships. Meanwhile, Toby has had enough of Uncle Carl's bullshit. He consults his computer whiz roommate to hack into Uncle Carl's laptop and plant some incriminating items on the hard drive. When Toby and the roommate seduce Uncle Carl, Carl feels he's won the lottery. Little does he know they are fucking up his life by planting evidence and swatting him.
Released : 30th-Jan-2024

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Brother Crush 23

Released : 13th-Feb-2024

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Asses Topped Off With Cum

There was a time when young men were warned about the dangers of letting strangers cream your arse. That's a notion that's been completely abandoned in Asses Topped Off with Cum; as the likes of Zac Langton, Colby Klein and Jack Bailey put Prep to the ultimate test. No question about it, these boys want their arse-holes to be literally dripping in spunk; and the good news for them (and for us) is that they've been teamed up with a gang of like-minded sluts to help fulfil their ambitions. Needless to say it's no time before each one of these young beauties are rutting like alley-cats and dumping huge wads of spunk deep inside. You have been warned.
Released : 12th-Dec-2023

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A Cowboy and a Gentleman

Released : 12th-Mar-2024

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Too Depraved to Behave

As much as we House Managers try, sometimes we get the feeling that these young men will never shape up. It's a shame, too, because we go to extraordinary lengths to disincentivize bad behavior. You'd think that a young straight guy, with a virgin hole, after getting it banged out and fucked so hard he is gaping... Well, you'd think he'd refrain from what got him in that situation in the first place. Unfortunately, it seems that these guys are just Too Depraved to Behave.
Released : 3rd-Mar-2021

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Penetrated & Pounded

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.
Released : 10th-May-2024

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Bareback Auditions 24: Thrusted and Pumped

All of the Lucas Men are up for getting THRUSTED AND PLOWED in BAREBACK AUDITIONS 24. Sir Peter plows JJ George with his massive uncut cock. Jordan Starr rides Dario Leon’s intimidating daddy dick. Blond twink Jack Bailey bottoms for Dan Saxon. And Derek Kage fucks Jordan Jameson bareback!
Released : 29th-Sep-2023

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Trick or Treat Gangbang

Power bottom Jack Bailey takes the Spiderverse to a new dimension in this special RFC Halloween Gangbang. While Trick or Treating, Jack stumbles upon every bottom's fantasy - a room full of horny tops ready to fuck. Jack takes all the big dicks for over an hour, but no matter how hard he gets fucked he keeps pushing himself to take more and more dick to please his tops because at his core Jack is a sexual beast born to be fucked and receive loads. Even when the cameras were done rolling, the guys kept on fucking and using him -- they could not enough of his sweet candy ass.
Released : 1st-Feb-2023

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Dig Deeper

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?
Released : 22nd-Jun-2024

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Camp Bareback Boys 4

Scout boy Jakeb learns all about the naughty activities scout leader Greg used to do and now he wants the full camping experience too! To Join "The Order of the Fire" scout leader Greg instructs Grey and Jack to whip out their cocks and rub their sticks together! Camper Grey wants to earn all his merit badges but it takes so much time; scout leader Greg reveals quicker way - "A Weiner War!" When scout leaders Colton and Greg catch Gabe masturbating they decide to teach him that giving is a a scout's true duty! Featuring: Colton Mckeon, Greg Mckeon, Jack Bailey, Gabe Bradshaw, Jakeb Wilde and Grey Gold. Studio: Bareback Network.
Released : 1st-Jul-2024

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