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.
Gallery
Known For
Acting History
2025
Twink Swap Party 9
2025Twink Swap Party 8
2025Be My Bitch
2025Camp Bareback Boys 5
2024Lead by Example
2024Camp Bareback Boys 4
2024Dig Deeper
2024Penetrated & Pounded
2024A Brat and a Gentleman
2024A Cowboy and a Gentleman
2024Lessons in Discretion: Chapters 1-5
2024Brother Crush Vol. 23
2024The Recruit as Toby
2023Asses Topped Off With Cum
2023Butt Slut Tag Team
2023No More Virgin
2023Bareback Auditions 24: Thrusted & Pumped
2023Open Up
2023Therapy Dick
2023Rough Enough?
2023Doctor Tapes 4
2023The Code
2023Ready to Hustle
2023Dirty Move
2023Breeding Season
2023Twinky Twinkle
2023After School
2023Brother Crush Vol. 21
2023My Stepbrother, My Bitch
2023My Step-Brother, My Bitch
2023Washboard Worship
2023Loser Has To Bottom
2023Lucas Men Extravaganza
2023Slam That Twink
2023Twinkology 101
2023Johnny Rapid: For the Fans Vol. 4
2023Like Old Times
2023Trick or Treat Gangbang
2023Split Me Open
2022Back in Town as Sam Romero
2022Learning His Place
2022Accidental Gangbang: Chock-Full Of Jocks
2022Bond With Me Stepdaddy
2022Slam-Fucked Delinquents
2022Break Him In Raw 2
2022Cabin Fever
2022No Step-Son of Mine as Toby
2021Secret Sexcapades
2021Inseam
2021A Virgin No More as Toby
2021White Boy Sandwich 6
2021Hot Boy Summer 2
2021Too Depraved to Behave
2021Lake Need: A Trip to Remember