Jack Bailey

Jack Bailey

  • Title: Jack Bailey
  • Popularity: 0.6
  • Known For: Acting
  • Birthday: 1997-10-29
  • Place of Birth: USA
  • Homepage:
  • Also Known As:
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Jack Bailey Movies

  • 2023
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    Split Me Open

    Split Me Open

    1 2023 HD

    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...

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  • 2023
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    Lucas Men Extravaganza

    Lucas Men Extravaganza

    1 2023 HD

    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...

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  • 2023
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    Johnny Rapid: For the Fans Vol. 4

    Johnny Rapid: For the Fans Vol. 4

    1 2023 HD

    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...

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  • 2023
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    My Stepbrother, My Bitch

    My Stepbrother, My Bitch

    1 2023 HD

    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...

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  • 2023
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    After School

    After School

    1 2023 HD

    Scott Finn, Jayden Marcos and Andrew Miller have all graduated from college and are celebrating for the weekend. When closeted Scott starts catching...

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  • 2023
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    Brother Crush Vol. 21

    Brother Crush Vol. 21

    1 2023 HD

    You won't believe how these naughty brothers fool around behind their parents' backs. You'll love watching older boys show the ropes to their...

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  • 2023
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    Loser Has to Bottom

    Loser Has to Bottom

    1 2023 HD

    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...

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  • 2023
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    Like Old Times

    Like Old Times

    1 2023 HD

    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...

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  • 2023
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    Ready to Hustle

    Ready to Hustle

    1 2023 HD

    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...

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  • 2023
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    My Step-Brother, My Bitch

    My Step-Brother, My Bitch

    1 2023 HD

    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...

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  • 2023
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    Breeding Season

    Breeding Season

    1 2023 HD

    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;...

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  • 2023
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    Washboard Worship

    Washboard Worship

    1 2023 HD

    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...

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  • 2021
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    Secret Sexcapades

    Secret Sexcapades

    1 2021 HD

    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,'...

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  • 2023
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    The Code

    The Code

    1 2023 HD

    When college morality officer George Meadows (Hans Berlin) catches wind that student Christian Grogan (Isaac Parker) has a fansite account where he...

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  • 2023
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    Dirty Move

    Dirty Move

    1 2023 HD

    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...

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  • 2023
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    Twinky Twinkle

    Twinky Twinkle

    1 2023 HD

    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...

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  • 2023
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    Twinkology 101

    Twinkology 101

    10 2023 HD

    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...

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  • 2023
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    Doctor Tapes 4

    Doctor Tapes 4

    5 2023 HD

    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...

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  • 2023
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    Rough Enough?

    Rough Enough?

    1 2023 HD

    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...

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  • 2023
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    Open Up

    Open Up

    1 2023 HD

    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...

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  • 2023
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    Therapy Dick 1

    Therapy Dick 1

    1 2023 HD

    In Therapy Dick, patients work through their problems with a kind but tough relationship expert, who uses role-play, behavioral therapy, and other...

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  • 2022
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    Break Him In Raw 2

    Break Him In Raw 2

    1 2022 HD

    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...

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  • 2022
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    Cabin Fever

    Cabin Fever

    1 2022 HD

    Cabin Fever features eight vignettes filmed in the forests of Big Bear. The film's stellar cast invites you to connect your sexuality to your...

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  • 2023
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    No More Virgin

    No More Virgin

    1 2023 HD

    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...

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  • 2022
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    No Step-Son of Mine

    No Step-Son of Mine

    8 2022 HD

    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...

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  • 2022
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    Bond With Me Stepdaddy

    Bond With Me Stepdaddy

    1 2022 HD

    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...

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  • 2021
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    Hot Boy Summer 2

    Hot Boy Summer 2

    1 2021 HD

    Hot Boy Summer is back and hotter than ever! These hot boys love cum and love getting fucked hard and used by Hung Daddies.

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  • 2024
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    The Recruit

    The Recruit

    1 2024 HD

    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...

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  • 2024
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    Brother Crush Vol. 23

    Brother Crush Vol. 23

    1 2024 HD

    You won't believe how these naughty brothers fool around behind their parents' backs in Brother Crush Vol. 23. You'll love watching older boys show...

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  • 2021
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    Inseam

    Inseam

    1 2021 HD

    Subtle glances, inviting looks, suggestive gestures, and provocative signals define the art of sensual gay seduction in Inseam. While preparing for...

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  • 2023
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    Asses Topped Off With Cum

    Asses Topped Off With Cum

    1 2023 HD

    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...

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  • 2024
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    A Cowboy and a Gentleman

    A Cowboy and a Gentleman

    1 2024 HD

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  • 2022
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    Back in Town

    Back in Town

    1 2022 HD

    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...

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  • 2021
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    A Virgin No More

    A Virgin No More

    1 2021 HD

    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...

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  • 2021
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    Too Depraved to Behave

    Too Depraved to Behave

    1 2021 HD

    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...

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  • 2024
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    Penetrated & Pounded

    Penetrated & Pounded

    1 2024 HD

    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...

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  • 2023
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    Bareback Auditions 24: Thrusted and Pumped

    Bareback Auditions 24: Thrusted and Pumped

    1 2023 HD

    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...

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  • 2023
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    Trick or Treat Gangbang

    Trick or Treat Gangbang

    1 2023 HD

    Power bottom Jack Bailey takes the Spiderverse to a new dimension in this special RFC Halloween Gangbang. While Trick or Treating, Jack stumbles upon...

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  • 2024
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    Camp Bareback Boys 4

    Camp Bareback Boys 4

    1 2024 HD

    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...

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  • 2024
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    Dig Deeper

    Dig Deeper

    1 2024 HD

    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...

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  • 1970
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    A Brat and a Gentleman

    A Brat and a Gentleman

    1 1970 HD

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  • 2022
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    Learning His Place

    Learning His Place

    1 2022 HD

    Sometimes the root problem with these guys who are residents - and the cause of issues with recovery - is that they believe they are of an equal...

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  • 2021
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    Lake Need: A Trip to Remember

    Lake Need: A Trip to Remember

    1 2021 HD

    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,...

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  • 2023
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    Butt Slut Tag Team

    Butt Slut Tag Team

    1 2023 HD

    Whether they are straight, gay, or anything else, Clay doesn’t mind as long as they are fun and down for loads! This series of daddy/jock/twink...

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  • 2023
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    Slam That Twink

    Slam That Twink

    1 2023 HD

    Some of these guys might claim to be 'straight,' but after watching them slam some twink ass or get pounded, you might wonder. Chalk it up to being...

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  • 2022
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    Slam-Fucked Delinquents

    Slam-Fucked Delinquents

    1 2022 HD

    Some residents just need some gentle prodding to set them on the right course - a good BJ to teach them service to others, for example. Others,...

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  • 2013
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    Sketchy Sex

    Sketchy Sex

    8 2013 HD

    "Me and my roommates are sex addicts. Addicted to big cocks. Our cum dumps are hungry 24/7. We know it's dangerous but we don't care. So keep your...

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