Jack Bailey

Jack Bailey

Age: 27 years old
Born: October 29, 1997 in USA

Camp Bareback Boys 5

Camp Bareback Boys 5

Twink Swap Party 8

Twink Swap Party 8

The Recruit

The Recruit

Brother Crush Vol. 23

Brother Crush Vol. 23

A Cowboy and a Gentleman

A Cowboy and a Gentleman

Penetrated & Pounded

Penetrated & Pounded

Camp Bareback Boys 4

Camp Bareback Boys 4

Dig Deeper

Dig Deeper

A Brat and a Gentleman

A Brat and a Gentleman

Lead by Example

Lead by Example

Lessons in Discretion: Chapters 1-5

Lessons in Discretion: Chapters 1-5

Split Me Open

Split Me Open

Lucas Men Extravaganza

Lucas Men Extravaganza

Johnny Rapid: For the Fans Vol. 4

Johnny Rapid: For the Fans Vol. 4

My Stepbrother, My Bitch

My Stepbrother, My Bitch

After School

After School

Brother Crush Vol. 21

Brother Crush Vol. 21

Loser Has To Bottom

Loser Has To Bottom

Like Old Times

Like Old Times

Ready to Hustle

Ready to Hustle

My Step-Brother, My Bitch

My Step-Brother, My Bitch

Breeding Season

Breeding Season

Washboard Worship

Washboard Worship

The Code

The Code

Dirty Move

Dirty Move

Twinkology 101

Twinkology 101

Twinky Twinkle

Twinky Twinkle

Doctor Tapes 4

Doctor Tapes 4

Rough Enough?

Rough Enough?

Open Up

Open Up

Therapy Dick

Therapy Dick

No More Virgin

No More Virgin

Asses Topped Off With Cum

Asses Topped Off With Cum

Bareback Auditions 24: Thrusted & Pumped

Bareback Auditions 24: Thrusted & Pumped

Trick or Treat Gangbang

Trick or Treat Gangbang

Butt Slut Tag Team

Butt Slut Tag Team

Slam That Twink

Slam That Twink

Cabin Fever

Cabin Fever

Break Him In Raw 2

Break Him In Raw 2

No Step-Son of Mine

No Step-Son of Mine

Bond With Me Stepdaddy

Bond With Me Stepdaddy

Back in Town

Back in Town

Learning His Place

Learning His Place

Slam-Fucked Delinquents

Slam-Fucked Delinquents

Accidental Gangbang: Chock-Full Of Jocks

Accidental Gangbang: Chock-Full Of Jocks

Secret Sexcapades

Secret Sexcapades

Hot Boy Summer 2

Hot Boy Summer 2

Inseam

Inseam

A Virgin No More

A Virgin No More

Too Depraved to Behave

Too Depraved to Behave

Lake Need: A Trip to Remember

Lake Need: A Trip to Remember

White Boy Sandwich 6

White Boy Sandwich 6

Camp Bareback Boys 5

Camp Bareback Boys 5

Twink Swap Party 8

Twink Swap Party 8

The Recruit

The Recruit

Brother Crush Vol. 23

Brother Crush Vol. 23

A Cowboy and a Gentleman

A Cowboy and a Gentleman

Penetrated & Pounded

Penetrated & Pounded

Camp Bareback Boys 4

Camp Bareback Boys 4

Dig Deeper

Dig Deeper

A Brat and a Gentleman

A Brat and a Gentleman

Lead by Example

Lead by Example

Lessons in Discretion: Chapters 1-5

Lessons in Discretion: Chapters 1-5

Split Me Open

Split Me Open

Lucas Men Extravaganza

Lucas Men Extravaganza

Johnny Rapid: For the Fans Vol. 4

Johnny Rapid: For the Fans Vol. 4

My Stepbrother, My Bitch

My Stepbrother, My Bitch

After School

After School

Brother Crush Vol. 21

Brother Crush Vol. 21

Loser Has To Bottom

Loser Has To Bottom

Like Old Times

Like Old Times

Ready to Hustle

Ready to Hustle

My Step-Brother, My Bitch

My Step-Brother, My Bitch

Breeding Season

Breeding Season

Washboard Worship

Washboard Worship

The Code

The Code

Dirty Move

Dirty Move

Twinkology 101

Twinkology 101

Twinky Twinkle

Twinky Twinkle

Doctor Tapes 4

Doctor Tapes 4

Rough Enough?

Rough Enough?

Open Up

Open Up

Therapy Dick

Therapy Dick

No More Virgin

No More Virgin

Asses Topped Off With Cum

Asses Topped Off With Cum

Bareback Auditions 24: Thrusted & Pumped

Bareback Auditions 24: Thrusted & Pumped

Trick or Treat Gangbang

Trick or Treat Gangbang

Butt Slut Tag Team

Butt Slut Tag Team

Slam That Twink

Slam That Twink

Cabin Fever

Cabin Fever

Break Him In Raw 2

Break Him In Raw 2

No Step-Son of Mine

No Step-Son of Mine

Bond With Me Stepdaddy

Bond With Me Stepdaddy

Back in Town

Back in Town

Learning His Place

Learning His Place

Slam-Fucked Delinquents

Slam-Fucked Delinquents

Accidental Gangbang: Chock-Full Of Jocks

Accidental Gangbang: Chock-Full Of Jocks

Secret Sexcapades

Secret Sexcapades

Hot Boy Summer 2

Hot Boy Summer 2

Inseam

Inseam

A Virgin No More

A Virgin No More

Too Depraved to Behave

Too Depraved to Behave

Lake Need: A Trip to Remember

Lake Need: A Trip to Remember

White Boy Sandwich 6

White Boy Sandwich 6