Jack Bailey
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.
1997-10-29
Movies
2026
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Jock Breeders 5: Chapters 25-30
2026
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Hung Fuckers: Adam Snow 2
2025
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Scoutmaster's Discipline: Chapters 1-4
2025
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Twink Swap Party 9
2025
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Twink Swap Party 8
2025
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Be My Bitch
2025
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Camp Bareback Boys 5
2024
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Lead by Example
2024
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Camp Bareback Boys 4
2024
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Dig Deeper
2024
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Penetrated & Pounded
2024
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A Brat and a Gentleman
2024
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That Summer
2024
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A Cowboy and a Gentleman
2024
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Lessons in Discretion: Chapters 1-5
2024
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Brother Crush 23
2024
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The Recruit
2023
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Asses Topped Off with Cum
2023
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Butt Slut Tag Team
2023
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No More Virgin
2023
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Bareback Auditions 24: Thrusted & Pumped
2023
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Open Up
2023
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Therapy Dick
2023
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Rough Enough?
2023
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Doctor Tapes 4
2023
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The Code
2023
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All in for Loads
2023
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Ready to Hustle
2023
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Dirty Move
2023
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Breeding Season
2023
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Twinky Twinkle
2023
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After School
2023
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Brother Crush 21
2023
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My Stepbrother, My Bitch
2023
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My Step-Brother, My Bitch
2023
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Washboard Worship
2023
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Loser Has To Bottom
2023
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Lucas Men Extravaganza
2023
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Slam That Twink
2023
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Twinkology 101
2023
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Johnny Rapid: For the Fans Vol. 4
2023
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Like Old Times
2023
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Trick or Treat Gangbang
2023
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Split Me Open
2023
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Enjoying Every Second
2022
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Back in Town
2022
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Virgins, Sluts, & Straight Boys
2022
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Learning His Place
2022
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Straight Loads & Straight Holes
2022
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Bond with Me Stepdaddy
2022
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Slam-Fucked Delinquents
2022
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Break Him In Raw 2
2022
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Cabin Fever
2022
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Horny all the Time
2022
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Teens Destined for Loads
2022
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No Step-Son of Mine
2021
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Secret Sexcapades
2021
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Inseam
2021
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A Virgin No More
2021
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White Boy Sandwich 6
2021
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Hot Boy Summer 2
2021
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Can I Use Your Hole, Bro?
2021
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Too Depraved to Behave
2021
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Lake Need: A Trip to Remember