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Recent Release
May 19, 2026 Movie
Jack Bailey

Jack Bailey

Acting
Born Oct 29, 1997 (28 years old)
Place of Birth Missouri, USA
Gender Male

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.
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.

Credits

Split Me Open
Split Me Open
2023
Split Me Open
Jan 25, 2023
Lucas Men Extravaganza
Lucas Men Extravaganza
2023
Lucas Men Extravaganza
Feb 24, 2023
Johnny Rapid: For the Fans Vol. 4
Johnny Rapid: For the Fans Vol. 4
2023
Johnny Rapid: For the Fans Vol. 4
Feb 1, 2023
My Stepbrother, My Bitch
My Stepbrother, My Bitch
2023
My Stepbrother, My Bitch
May 2, 2023
After School
After School
2023
After School
May 12, 2023
Brother Crush 21
Brother Crush 21
2023
Brother Crush 21
May 9, 2023
Loser Has To Bottom
Loser Has To Bottom
2023
Loser Has To Bottom
Mar 14, 2023
Like Old Times
Like Old Times
2023
Like Old Times
Feb 1, 2023
Ready to Hustle
Ready to Hustle
2023
Ready to Hustle
Jun 30, 2023
My Step-Brother, My Bitch
My Step-Brother, My Bitch
2023
My Step-Brother, My Bitch
May 2, 2023
Breeding Season
Breeding Season
2023
Breeding Season
Jun 14, 2023
Washboard Worship
Washboard Worship
2023
Washboard Worship
Apr 18, 2023
Secret Sexcapades
Secret Sexcapades
2021
Secret Sexcapades
Dec 31, 2021
The Code
The Code
2023
The Code
Aug 4, 2023
Dirty Move
Dirty Move
2023
Dirty Move
Jun 22, 2023
Twinkology 101
Twinkology 101
2023 10
Twinkology 101
Feb 7, 2023
10/10
Twinky Twinkle
Twinky Twinkle
2023
Twinky Twinkle
May 18, 2023
Doctor Tapes 4
Doctor Tapes 4
2023 5
Doctor Tapes 4
Aug 23, 2023
5/10
Rough Enough?
Rough Enough?
2023
Rough Enough?
Sep 14, 2023
Open Up
Open Up
2023 10
Open Up
Sep 22, 2023
10/10
Therapy Dick
Therapy Dick
2023
Therapy Dick
Sep 22, 2023
Cabin Fever
Cabin Fever
2022
Cabin Fever
May 2, 2022
Break Him In Raw 2
Break Him In Raw 2
2022 2
Break Him In Raw 2
May 20, 2022
2/10
No More Virgin
No More Virgin
2023 1
No More Virgin
Oct 10, 2023
1/10
No Step-Son of Mine
No Step-Son of Mine
2022 4.5
Toby
No Step-Son of Mine
Jan 25, 2022
Toby
4.5/10
Bond with Me Stepdaddy
Bond with Me Stepdaddy
2022
Bond with Me Stepdaddy
Jul 24, 2022
Hot Boy Summer 2
Hot Boy Summer 2
2021
Hot Boy Summer 2
Jul 1, 2021
The Recruit
The Recruit
2024
Toby
The Recruit
Jan 30, 2024
Toby
Brother Crush 23
Brother Crush 23
2024
Brother Crush 23
Feb 13, 2024
Inseam
Inseam
2021
Inseam
Nov 3, 2021
Asses Topped Off with Cum
Asses Topped Off with Cum
2023 10
Asses Topped Off with Cum
Dec 12, 2023
10/10
A Cowboy and a Gentleman
A Cowboy and a Gentleman
2024
A Cowboy and a Gentleman
Mar 12, 2024
Back in Town
Back in Town
2022
Sam Romero
Back in Town
Dec 27, 2022
Sam Romero
A Virgin No More
A Virgin No More
2021 1
Toby
A Virgin No More
Sep 17, 2021
Toby
1/10
Too Depraved to Behave
Too Depraved to Behave
2021
Too Depraved to Behave
Mar 3, 2021
Penetrated & Pounded
Penetrated & Pounded
2024
Penetrated & Pounded
May 10, 2024
Bareback Auditions 24: Thrusted & Pumped
Bareback Auditions 24: Thrusted & Pumped
2023
Bareback Auditions 24: Thrusted & Pumped
Sep 29, 2023
Trick or Treat Gangbang
Trick or Treat Gangbang
2023
Trick or Treat Gangbang
Feb 1, 2023
Camp Bareback Boys 4
Camp Bareback Boys 4
2024
Camp Bareback Boys 4
Jul 1, 2024
Dig Deeper
Dig Deeper
2024
Dig Deeper
Jun 22, 2024
A Brat and a Gentleman
A Brat and a Gentleman
2024
A Brat and a Gentleman
Apr 23, 2024
Learning His Place
Learning His Place
2022
Learning His Place
Sep 19, 2022
Lake Need: A Trip to Remember
Lake Need: A Trip to Remember
2021
Lake Need: A Trip to Remember
Jan 1, 2021
Butt Slut Tag Team
Butt Slut Tag Team
2023 10
Butt Slut Tag Team
Oct 23, 2023
10/10
Slam That Twink
Slam That Twink
2023
Slam That Twink
Feb 22, 2023
Slam-Fucked Delinquents
Slam-Fucked Delinquents
2022
Slam-Fucked Delinquents
Jun 17, 2022
Lead by Example: Chapters 1-5
Lead by Example: Chapters 1-5
2024
Lead by Example: Chapters 1-5
Oct 15, 2024
White Boy Sandwich 6
White Boy Sandwich 6
2021
White Boy Sandwich 6
Jul 20, 2021
Camp Bareback Boys 5
Camp Bareback Boys 5
2025
Camp Bareback Boys 5
May 27, 2025
Lessons in Discretion: Chapters 1-5
Lessons in Discretion: Chapters 1-5
2024
Lessons in Discretion: Chapters 1-5
Feb 16, 2024
Twink Swap Party 8
Twink Swap Party 8
2025
Twink Swap Party 8
Jun 6, 2025
Twink Swap Party 9
Twink Swap Party 9
2025
Twink Swap Party 9
Sep 15, 2025
Be My Bitch
Be My Bitch
2025
Be My Bitch
Jun 3, 2025
Scoutmaster's Discipline: Chapters 1-4
Scoutmaster's Discipline: Chapters 1-4
2025
Scout Jack
Scoutmaster's Discipline: Chapters 1-4
Dec 26, 2025
Scout Jack
Can I Use Your Hole, Bro?
Can I Use Your Hole, Bro?
2021
Can I Use Your Hole, Bro?
Jun 8, 2021
That Summer
That Summer
2024 10
That Summer
Apr 23, 2024
10/10
Jock Breeders: Chapters 25-30
Jock Breeders: Chapters 25-30
2026
Jock Breeders: Chapters 25-30
May 19, 2026
Hung Fuckers: Adam Snow 2
Hung Fuckers: Adam Snow 2
2026
Hung Fuckers: Adam Snow 2
Jan 23, 2026
Enjoying Every Second
Enjoying Every Second
2023
Enjoying Every Second
Jan 4, 2023
All in for Loads
All in for Loads
2023
All in for Loads
Jul 31, 2023
Teens Destined for Loads
Teens Destined for Loads
2022
Teens Destined for Loads
Feb 15, 2022
Horny all the Time
Horny all the Time
2022
Horny all the Time
Mar 29, 2022
Straight Loads & Straight Holes
Straight Loads & Straight Holes
2022
Straight Loads & Straight Holes
Sep 8, 2022
Virgins, Sluts, & Straight Boys
Virgins, Sluts, & Straight Boys
2022
Virgins, Sluts, & Straight Boys
Oct 5, 2022
Men POV 16
Men POV 16
Men POV 16
Jock Breeders: Chapters 19-24
Jock Breeders: Chapters 19-24
2026
Jock Breeders: Chapters 19-24
Jan 6, 2026

Gallery

Jack Bailey
Jack Bailey
Jack Bailey
Jack Bailey
Jack Bailey
Jack Bailey
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