Jack Bailey

Jack Bailey

Acting

53Movies
0TV Shows
Born
10/29/1997in Missouri, USA
Twink Swap Party 9

Twink Swap Party 9

2025
movies
Twink Swap Party 8

Twink Swap Party 8

2025
movies
Camp Bareback Boys 5

Camp Bareback Boys 5

2025
movies
Lead by Example

Lead by Example

2024
movies
Camp Bareback Boys 4

Camp Bareback Boys 4

2024
movies
Dig Deeper

Dig Deeper

2024
movies
Penetrated & Pounded

Penetrated & Pounded

2024
movies
A Brat and a Gentleman

A Brat and a Gentleman

2024
movies
A Cowboy and a Gentleman

A Cowboy and a Gentleman

2024
movies
Lessons in Discretion: Chapters 1-5

Lessons in Discretion: Chapters 1-5

2024
movies
Brother Crush Vol. 23

Brother Crush Vol. 23

2024
movies
The Recruit

The Recruit

2024
movies
Asses Topped Off With Cum

Asses Topped Off With Cum

2023
movies
Butt Slut Tag Team

Butt Slut Tag Team

2023
movies
No More Virgin

No More Virgin

2023
movies
Bareback Auditions 24: Thrusted & Pumped

Bareback Auditions 24: Thrusted & Pumped

2023
movies
Open Up

Open Up

2023
movies
Therapy Dick

Therapy Dick

2023
movies
Rough Enough?

Rough Enough?

2023
movies
Doctor Tapes 4

Doctor Tapes 4

2023
movies
The Code

The Code

2023
movies
Ready to Hustle

Ready to Hustle

2023
movies
Dirty Move

Dirty Move

2023
movies
Breeding Season

Breeding Season

2023
movies
Twinky Twinkle

Twinky Twinkle

2023
movies
After School

After School

2023
movies
Brother Crush Vol. 21

Brother Crush Vol. 21

2023
movies
My Stepbrother, My Bitch

My Stepbrother, My Bitch

2023
movies
My Step-Brother, My Bitch

My Step-Brother, My Bitch

2023
movies
Washboard Worship

Washboard Worship

2023
movies
Loser Has To Bottom

Loser Has To Bottom

2023
movies
Lucas Men Extravaganza

Lucas Men Extravaganza

2023
movies
Slam That Twink

Slam That Twink

2023
movies
Twinkology 101

Twinkology 101

2023
movies
Johnny Rapid: For the Fans Vol. 4

Johnny Rapid: For the Fans Vol. 4

2023
movies
Like Old Times

Like Old Times

2023
movies
Trick or Treat Gangbang

Trick or Treat Gangbang

2023
movies
Split Me Open

Split Me Open

2023
movies
Back in Town

Back in Town

2022
movies
Learning His Place

Learning His Place

2022
movies
Accidental Gangbang: Chock-Full Of Jocks

Accidental Gangbang: Chock-Full Of Jocks

2022
movies
Bond With Me Stepdaddy

Bond With Me Stepdaddy

2022
movies
Slam-Fucked Delinquents

Slam-Fucked Delinquents

2022
movies
Break Him In Raw 2

Break Him In Raw 2

2022
movies
Cabin Fever

Cabin Fever

2022
movies
No Step-Son of Mine

No Step-Son of Mine

2022
movies
Secret Sexcapades

Secret Sexcapades

2021
movies
Inseam

Inseam

2021
movies
A Virgin No More

A Virgin No More

2021
movies
White Boy Sandwich 6

White Boy Sandwich 6

2021
movies
Hot Boy Summer 2

Hot Boy Summer 2

2021
movies
Too Depraved to Behave

Too Depraved to Behave

2021
movies
Lake Need: A Trip to Remember

Lake Need: A Trip to Remember

2021
movies
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