Jack Bailey
Biography
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 “Good Game, Bro,” sucking and riding Andre Donovan. This interracial scene is based on the popular fantasy of two hot jocks embracing their gay desires.
Jack soon followed this up with “Meet Jack Bailey” and “Colby Chambers Fucks Jack Bailey” from Colby Knox.
Known For
Film
Split Me Open
2023
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Lucas Men Extravaganza
2023
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Johnny Rapid: For the Fans Vol. 4
2023
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My Stepbrother, My Bitch
2023
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After School
2023
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Brother Crush Vol. 21
2023
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Loser Has To Bottom
2023
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Like Old Times
2023
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Ready to Hustle
2023
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My Step-Brother, My Bitch
2023
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Breeding Season
2023
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Washboard Worship
2023
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Secret Sexcapades
2021
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The Code
2023
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Dirty Move
2023
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Twinkology 101
2023
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Twinky Twinkle
2023
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Doctor Tapes 4
2023
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Rough Enough?
2023
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Open Up
2023
Filmography
2025FilmScoutmaster's Discipline: Chapters 1-4as Scout Jack2025FilmTwink Swap Party 92025FilmTwink Swap Party 82025FilmBe My Bitch2025FilmCamp Bareback Boys 52024FilmLead by Example2024FilmCamp Bareback Boys 42024FilmDig Deeper2024FilmPenetrated & Pounded2024FilmA Brat and a Gentleman2024FilmA Cowboy and a Gentleman2024FilmLessons in Discretion: Chapters 1-52024FilmBrother Crush Vol. 232024FilmThe Recruitas Toby2023FilmAsses Topped Off With Cum2023FilmButt Slut Tag Team2023FilmNo More Virgin2023FilmBareback Auditions 24: Thrusted & Pumped2023FilmOpen Up2023FilmTherapy Dick2023FilmRough Enough?2023FilmDoctor Tapes 42023FilmThe Code2023FilmReady to Hustle2023FilmDirty Move2023FilmBreeding Season2023FilmTwinky Twinkle2023FilmAfter School2023FilmBrother Crush Vol. 212023FilmMy Stepbrother, My Bitch2023FilmMy Step-Brother, My Bitch2023FilmWashboard Worship2023FilmLoser Has To Bottom2023FilmLucas Men Extravaganza2023FilmSlam That Twink2023FilmTwinkology 1012023FilmJohnny Rapid: For the Fans Vol. 42023FilmLike Old Times2023FilmTrick or Treat Gangbang2023FilmSplit Me Open2022FilmBack in Townas Sam Romero2022FilmLearning His Place2022FilmAccidental Gangbang: Chock-Full Of Jocks2022FilmBond With Me Stepdaddy2022FilmSlam-Fucked Delinquents2022FilmBreak Him In Raw 22022FilmCabin Fever2022FilmNo Step-Son of Mineas Toby2021FilmSecret Sexcapades2021FilmInseam2021FilmA Virgin No Moreas Toby2021FilmWhite Boy Sandwich 62021FilmHot Boy Summer 22021FilmCan I Use Your Hole, Bro?2021FilmToo Depraved to Behave2021FilmLake Need: A Trip to Remember