Jack Bailey

Jack Bailey

Acting
Born 1997-10-29Missouri, USA

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.

Movies (66)

Split Me Open

Split Me Open

2023Movie
Lucas Men Extravaganza

Lucas Men Extravaganza

2023Movie
Johnny Rapid: For the Fans Vol. 4

Johnny Rapid: For the Fans Vol. 4

2023Movie
My Stepbrother, My Bitch

My Stepbrother, My Bitch

2023Movie
After School

After School

2023Movie
Brother Crush 21

Brother Crush 21

2023Movie
Loser Has To Bottom

Loser Has To Bottom

2023Movie
Like Old Times

Like Old Times

2023Movie
Ready to Hustle

Ready to Hustle

2023Movie
My Step-Brother, My Bitch

My Step-Brother, My Bitch

2023Movie
Breeding Season

Breeding Season

2023Movie
Washboard Worship

Washboard Worship

2023Movie
Secret Sexcapades

Secret Sexcapades

2021Movie
The Code

The Code

2023Movie
Dirty Move

Dirty Move

2023Movie
Twinky Twinkle

Twinky Twinkle

2023Movie
Twinkology 101
10.0

Twinkology 101

2023Movie10.0
Doctor Tapes 4
5.0

Doctor Tapes 4

2023Movie5.0
Rough Enough?

Rough Enough?

2023Movie
Open Up
10.0

Open Up

2023Movie10.0
Therapy Dick

Therapy Dick

2023Movie
Break Him In Raw 2
2.0

Break Him In Raw 2

2022Movie2.0
Cabin Fever

Cabin Fever

2022Movie
No More Virgin
1.0

No More Virgin

2023Movie1.0
No Step-Son of Mine
4.5

No Step-Son of Mine

2022Movie4.5
Bond with Me Stepdaddy

Bond with Me Stepdaddy

2022Movie
Hot Boy Summer 2

Hot Boy Summer 2

2021Movie
The Recruit

The Recruit

2024Movie
Brother Crush 23

Brother Crush 23

2024Movie
Inseam

Inseam

2021Movie
Asses Topped Off with Cum
10.0

Asses Topped Off with Cum

2023Movie10.0
A Cowboy and a Gentleman

A Cowboy and a Gentleman

2024Movie
Back in Town

Back in Town

2022Movie
A Virgin No More
1.0

A Virgin No More

2021Movie1.0
Too Depraved to Behave

Too Depraved to Behave

2021Movie
Penetrated & Pounded

Penetrated & Pounded

2024Movie
Bareback Auditions 24: Thrusted & Pumped

Bareback Auditions 24: Thrusted & Pumped

2023Movie
Trick or Treat Gangbang

Trick or Treat Gangbang

2023Movie
Camp Bareback Boys 4

Camp Bareback Boys 4

2024Movie
Dig Deeper

Dig Deeper

2024Movie
A Brat and a Gentleman

A Brat and a Gentleman

2024Movie
Learning His Place

Learning His Place

2022Movie
Lake Need: A Trip to Remember

Lake Need: A Trip to Remember

2021Movie
Butt Slut Tag Team
10.0

Butt Slut Tag Team

2023Movie10.0
Slam That Twink

Slam That Twink

2023Movie
Slam-Fucked Delinquents

Slam-Fucked Delinquents

2022Movie
Lead by Example: Chapters 1-5

Lead by Example: Chapters 1-5

2024Movie
White Boy Sandwich 6

White Boy Sandwich 6

2021Movie
Camp Bareback Boys 5

Camp Bareback Boys 5

2025Movie
Lessons in Discretion: Chapters 1-5

Lessons in Discretion: Chapters 1-5

2024Movie
Twink Swap Party 8

Twink Swap Party 8

2025Movie
Twink Swap Party 9

Twink Swap Party 9

2025Movie
Be My Bitch

Be My Bitch

2025Movie
Scoutmaster's Discipline: Chapters 1-4

Scoutmaster's Discipline: Chapters 1-4

2025Movie
Can I Use Your Hole, Bro?

Can I Use Your Hole, Bro?

2021Movie
That Summer
10.0

That Summer

2024Movie10.0
Jock Breeders: Chapters 25-30

Jock Breeders: Chapters 25-30

2026Movie
Hung Fuckers: Adam Snow 2

Hung Fuckers: Adam Snow 2

2026Movie
Enjoying Every Second

Enjoying Every Second

2023Movie
All in for Loads

All in for Loads

2023Movie
Teens Destined for Loads

Teens Destined for Loads

2022Movie
Horny all the Time

Horny all the Time

2022Movie
Straight Loads & Straight Holes

Straight Loads & Straight Holes

2022Movie
Virgins, Sluts, & Straight Boys

Virgins, Sluts, & Straight Boys

2022Movie
Men POV 16

Men POV 16

Movie
Jock Breeders: Chaptners 19 - 24

Jock Breeders: Chaptners 19 - 24

2026Movie