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 “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.
Films (56)
Scoutmaster's Discipline: Chapters 1-4
2025
Twink Swap Party 9
2025
Twink Swap Party 8
2025
Be My Bitch
2025
Camp Bareback Boys 5
2025
Lead by Example
2024
Camp Bareback Boys 4
2024
Dig Deeper
2024
Penetrated & Pounded
2024
A Brat and a Gentleman
2024
A Cowboy and a Gentleman
2024
Lessons in Discretion: Chapters 1-5
2024
Brother Crush Vol. 23
2024
The Recruit
2024
Asses Topped Off With Cum
2023
Butt Slut Tag Team
2023
No More Virgin
2023
Bareback Auditions 24: Thrusted & Pumped
2023
Open Up
2023
Therapy Dick
2023
Rough Enough?
2023
Doctor Tapes 4
2023
The Code
2023
Ready to Hustle
2023
Dirty Move
2023
Breeding Season
2023
Twinky Twinkle
2023
After School
2023
Brother Crush Vol. 21
2023
My Stepbrother, My Bitch
2023
My Step-Brother, My Bitch
2023
Washboard Worship
2023
Loser Has To Bottom
2023
Lucas Men Extravaganza
2023
Slam That Twink
2023
Twinkology 101
2023
Johnny Rapid: For the Fans Vol. 4
2023
Like Old Times
2023
Trick or Treat Gangbang
2023
Split Me Open
2023
Back in Town
2022
Learning His Place
2022
Accidental Gangbang: Chock-Full Of Jocks
2022
Bond With Me Stepdaddy
2022
Slam-Fucked Delinquents
2022
Break Him In Raw 2
2022
Cabin Fever
2022
No Step-Son of Mine
2022
Secret Sexcapades
2021
Inseam
2021
A Virgin No More
2021
White Boy Sandwich 6
2021
Hot Boy Summer 2
2021
Can I Use Your Hole, Bro?
2021
Too Depraved to Behave
2021
Lake Need: A Trip to Remember
2021