Jack Bailey Movies

  • 2024
    A Brat and a Gentleman

    A Brat and a Gentleman

    A Brat and a Gentleman

    02024HD

    Justin O'Neal's (Jack Bailey) stepfamily is exasperated by his behavior. They thought things would be better after he got home from Sam Gillis's progr...

    A Brat and a Gentleman
  • 2022
    Learning His Place

    Learning His Place

    Learning His Place

    02022HD

    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 stati...

    Learning His Place
  • 2021
    Lake Need: A Trip to Remember

    Lake Need: A Trip to Remember

    Lake Need: A Trip to Remember

    02021HD

    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...

    Lake Need: A Trip to Remember
  • 2023
    Butt Slut Tag Team

    Butt Slut Tag Team

    Butt Slut Tag Team

    102023HD

    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 threes...

    Butt Slut Tag Team
  • 2023
    Slam That Twink

    Slam That Twink

    Slam That Twink

    02023HD

    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 yo...

    Slam That Twink
  • 2022
    Slam-Fucked Delinquents

    Slam-Fucked Delinquents

    Slam-Fucked Delinquents

    02022HD

    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, howeve...

    Slam-Fucked Delinquents
  • 2024
    Lead by Example: Chapters 1-5

    Lead by Example: Chapters 1-5

    Lead by Example: Chapters 1-5

    02024HD

    Carnal Network presents Lead by Example, a thrilling adventure of young scout Jack and his cute twink troop buddies. Jack Bailey, Marcus Rivers and Tr...

    Lead by Example: Chapters 1-5
  • 2021
    White Boy Sandwich 6

    White Boy Sandwich 6

    White Boy Sandwich 6

    02021HD

    Dog Fart Gay presents White Boy Sandwich 6 featuring five double cream filled white boy sandwiches, thirteen horny dudes! Horny white boys who crave t...

    White Boy Sandwich 6
  • 2025
    Camp Bareback Boys 5

    Camp Bareback Boys 5

    Camp Bareback Boys 5

    02025HD

    Scout boy Jakeb needs to perform a series of exercises. He's ordered to remove his clothes, and after doing a few squats, his scout masters proceed to...

    Camp Bareback Boys 5
  • 2024
    Lessons in Discretion: Chapters 1-5

    Lessons in Discretion: Chapters 1-5

    Lessons in Discretion: Chapters 1-5

    02024HD

    Elite Scouts are carefully chosen for their interest in learning about life in the outdoors as well as the special bonds that can form between Scouts...

    Lessons in Discretion: Chapters 1-5
  • 2025
    Twink Swap Party 8

    Twink Swap Party 8

    Twink Swap Party 8

    02025HD

    Gay sons look up to their dads. In fact, many fantasize about not only being the man their dad is, but also falling in love with someone who's just li...

    Twink Swap Party 8
  • 2025
    Twink Swap Party 9

    Twink Swap Party 9

    Twink Swap Party 9

    02025HD

    Gay sons look up to their dads; in fact, many fantasize about not only being the man their dad is, but also falling in love with someone who's just li...

    Twink Swap Party 9
  • 2025
    Be My Bitch

    Be My Bitch

    Be My Bitch

    02025HD

    When John (Pierce Paris) catches his stepson, Oliver (Jordan Lake),setting up for a pride party in the backyard, he's angry. Not because of the party...

    Be My Bitch
  • 2025
    Scoutmaster's Discipline: Chapters 1-4

    Scoutmaster's Discipline: Chapters 1-4

    Scoutmaster's Discipline: Chapters 1-4

    02025HD

    Three horny Scoutmasters have their way with four willing Scouts. Every young man needs a Daddy to teach him how men fuck. These boys are eager to lea...

    Scoutmaster's Discipline: Chapters 1-4
  • 2021
    Can I Use Your Hole, Bro?

    Can I Use Your Hole, Bro?

    Can I Use Your Hole, Bro?

    02021HD

    Raunchy Bastards presents Can I Use Your Hole, Bro?. All amateur bareback action. I knew he was gay - Real homemade Gay4Pay Raunch! "Lovin' That Stra...

    Can I Use Your Hole, Bro?
  • 2024
    That Summer

    That Summer

    That Summer

    102024HD

    Next Door Films presents That Summer starring Scott Finn, Jayden Marxos, Carter Woods, Ryder Owens, Nico Coopa, and Jack Bailey.Directed by Jeremy Bab...

    That Summer
  • 2026
    Jock Breeders: Chapters 25-30

    Jock Breeders: Chapters 25-30

    Jock Breeders: Chapters 25-30

    02026HD

    Five stud tops and five tight bottoms. Most of them are getting together for the second time. If they are coming back for more, it must have been good...

    Jock Breeders: Chapters 25-30
  • 2026
    Hung Fuckers: Adam Snow 2

    Hung Fuckers: Adam Snow 2

    Hung Fuckers: Adam Snow 2

    02026HD

    Three scenes and an orgy featuring Adam Snow, known for his legendary XXL cock that leaves every bottom’s hole twitching. Adam wrecks two twunk boys-n...

    Hung Fuckers: Adam Snow 2
  • 2023
    Enjoying Every Second

    Enjoying Every Second

    Enjoying Every Second

    02023HD

    Sometimes Daddy Clay realizes just how lucky he is to be able to find all these hot, horny, and willing young men. The guys sure do seem to enjoy it,...

    Enjoying Every Second
  • 2023
    All in for Loads

    All in for Loads

    All in for Loads

    02023HD

    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 threes...

    All in for Loads