Jack Bailey
Acting
Born October 29, 1997 · Missouri, USA
With his sweet face and slim, sexy body, Jack Bailey is a twink who caused a stir amongst porn fans when he arrived on the scene in 2020. You can enjoy one of his earliest performances in Himeros TV’s…
Known for
Acting(66)
2026Jock Breeders: Chapters 25-30
Film
2026Hung Fuckers: Adam Snow 2Film
2026Jock Breeders: Chapters 19-24Film
2025Scoutmaster's Discipline: Chapters 1-4Film
2025Twink Swap Party 9Film
2025Twink Swap Party 8Film
2025Be My BitchFilm
2025Camp Bareback Boys 5Film
2024Lead by Example: Chapters 1-5Film
2024Camp Bareback Boys 4Film
2024Dig DeeperFilm
2024Penetrated & PoundedFilm
2024A Brat and a GentlemanFilm
2024That SummerFilm
2024A Cowboy and a GentlemanFilm
2024Lessons in Discretion: Chapters 1-5Film
2024Brother Crush 23Film
2024The RecruitFilm
2023Asses Topped Off with CumFilm
2023Butt Slut Tag TeamFilm
2023No More VirginFilm
2023Bareback Auditions 24: Thrusted & PumpedFilm
2023Open UpFilm
2023Therapy DickFilm
2023Rough Enough?Film
2023Doctor Tapes 4Film
2023The CodeFilm
2023All in for LoadsFilm
2023Ready to HustleFilm
2023Dirty MoveFilm
2023Breeding SeasonFilm
2023Twinky TwinkleFilm
2023After SchoolFilm
2023Brother Crush 21Film
2023My Stepbrother, My BitchFilm
2023My Step-Brother, My BitchFilm
2023Washboard WorshipFilm
2023Loser Has To BottomFilm
2023Lucas Men ExtravaganzaFilm
2023Slam That TwinkFilm
2023Twinkology 101Film
2023Johnny Rapid: For the Fans Vol. 4Film
2023Like Old TimesFilm
2023Trick or Treat GangbangFilm
2023Split Me OpenFilm
2023Enjoying Every SecondFilm
2022Back in TownFilm
2022Virgins, Sluts, & Straight BoysFilm
2022Learning His PlaceFilm
2022Straight Loads & Straight HolesFilm
2022Bond with Me StepdaddyFilm
2022Slam-Fucked DelinquentsFilm
2022Break Him In Raw 2Film
2022Cabin FeverFilm
2022Horny all the TimeFilm
2022Teens Destined for LoadsFilm
2022No Step-Son of MineFilm
2021Secret SexcapadesFilm
2021InseamFilm
2021A Virgin No MoreFilm
2021White Boy Sandwich 6Film
2021Hot Boy Summer 2Film
2021Can I Use Your Hole, Bro?Film
2021Too Depraved to BehaveFilm
2021Lake Need: A Trip to RememberFilm
Men POV 16Film