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