Jack Bailey

Reese Rideout & Jack Bailey – Detention Wedgie

Reese Rideout & Jack Bailey – Detention Wedgie

Gustavo Cruz Puts Jack Bailey In Bondage

Gustavo Cruz Puts Jack Bailey In Bondage

Keptsecret and Jack Bailey

Keptsecret and Jack Bailey

Red – Edward Terrant, Jack Bailey, Noah Way

Red – Edward Terrant, Jack Bailey, Noah Way

Chock-Full Of Jocks – Jack Bailey, Tony Genius, Trent Marx, Amone Bane, Dereck Defendi, Michael Seraph

Chock-Full Of Jocks – Jack Bailey, Tony Genius, Trent Marx, Amone Bane, Dereck Defendi, Michael Seraph

Jack’s Gratitude – Jack Bailey, Damian Rose

Jack’s Gratitude – Jack Bailey, Damian Rose

Adam Snow & Eddie Patrick tag Jack Bailey

Adam Snow & Eddie Patrick tag Jack Bailey

First Time Sharing a Bed – Jack Bailey, Damian Rose

First Time Sharing a Bed – Jack Bailey, Damian Rose

This Will Make You Feel Better – Jack Bailey, Jack Valor

This Will Make You Feel Better – Jack Bailey, Jack Valor

Gustavo Cruz Dominates Jack Bailey

Gustavo Cruz Dominates Jack Bailey

A Brat & A Gentleman – Colt Spence, Jack Bailey

A Brat & A Gentleman – Colt Spence, Jack Bailey

11 Inch Stuffing – Jack Bailey, 11inchking

11 Inch Stuffing – Jack Bailey, 11inchking

The Breakdown – Jack Bailey, Andre Donovan

The Breakdown – Jack Bailey, Andre Donovan

Jack Bailey, Ray Diesel And Deep Dicc

Jack Bailey, Ray Diesel And Deep Dicc

Making Daddy Proud – Bama Romello, Chase Steele, Jack Bailey, Nate Grimes, Nico Nova

Making Daddy Proud – Bama Romello, Chase Steele, Jack Bailey, Nate Grimes, Nico Nova

Relaxin’ with Jax – Jax Thirio, Jack Bailey

Relaxin’ with Jax – Jax Thirio, Jack Bailey

Jack Bailey Bottoms For Dan Saxon

Jack Bailey Bottoms For Dan Saxon

Mickey Knox & Jack Bailey

Mickey Knox & Jack Bailey

Pair of Jacks – Jack Bailey, Jack Valor, Colby Chambers, Mickey Knox

Pair of Jacks – Jack Bailey, Jack Valor, Colby Chambers, Mickey Knox

Namaste and Play – Jack Bailey, Colby Chambers

Namaste and Play – Jack Bailey, Colby Chambers

Nick Cranston & Jack Bailey

Nick Cranston & Jack Bailey

Horny Horror Movie Night – Jack Bailey, Max Romano, Jax Thirio, Andy Adler

Horny Horror Movie Night – Jack Bailey, Max Romano, Jax Thirio, Andy Adler

A Bonding Moment – Jax Thirio, Jack Bailey, Max Romano, Andy Adler

A Bonding Moment – Jax Thirio, Jack Bailey, Max Romano, Andy Adler

A Cowboy & A Gentleman – Jack Bailey, Cliff Jensen

A Cowboy & A Gentleman – Jack Bailey, Cliff Jensen

Yellow – Dere Cline, Jack Bailey, Nico Nova

Yellow – Dere Cline, Jack Bailey, Nico Nova

Lucas Men Extravaganza – Gay Porn Orgy Part 2

Lucas Men Extravaganza – Gay Porn Orgy Part 2

Lucas Men Extravaganza – Gay Porn Orgy – Part 1

Lucas Men Extravaganza – Gay Porn Orgy – Part 1

At The Park With Jack Bailey – Darron Bluu, Jack Bailey

At The Park With Jack Bailey – Darron Bluu, Jack Bailey

Virgin No More: Retaliation – Dale Savage, Jack Bailey, Trevor Harris

Virgin No More: Retaliation – Dale Savage, Jack Bailey, Trevor Harris

Writer’s Block – Jack Bailey, Nico Coopa

Writer’s Block – Jack Bailey, Nico Coopa

Out Of My Way – Jack Bailey, Killian Knox

Out Of My Way – Jack Bailey, Killian Knox

Jack Bailey & Jacob Acosta

Jack Bailey & Jacob Acosta

Accidental Gangbang – Chock-Full Of Jocks – Trent Marx, Amone Bane, Jack Bailey, Tony Genius, Michael Seraph & Dereck Defendi

Accidental Gangbang – Chock-Full Of Jocks – Trent Marx, Amone Bane, Jack Bailey, Tony Genius, Michael Seraph & Dereck Defendi

Backseat Driver – Andre Donovan, Jack Bailey, Peyton Key

Backseat Driver – Andre Donovan, Jack Bailey, Peyton Key

Virgin Stepbrother – Jack Bailey, Jordan Starr

Virgin Stepbrother – Jack Bailey, Jordan Starr

Jack Bailey & Lane Colten

Jack Bailey & Lane Colten

Jack Bailey & Sean Xavier

Jack Bailey & Sean Xavier

Piss Off – Chase Steele, Darian Foster, Jack Bailey, Nico Nova

Piss Off – Chase Steele, Darian Foster, Jack Bailey, Nico Nova

Grand Promise – Andre Donovan, Jack Bailey

Grand Promise – Andre Donovan, Jack Bailey

You Missed a Spot – Taylor Reign, Jack Bailey

You Missed a Spot – Taylor Reign, Jack Bailey

Jack Bailey, Leo Louis

Jack Bailey, Leo Louis

The Perfect Pool Day, PT 3 – Isaac Parker, Jack Bailey, Derek Allen

The Perfect Pool Day, PT 3 – Isaac Parker, Jack Bailey, Derek Allen

Camp Guessing Games – Greg McKeon, Jack Bailey, Colton McKeon, Grey Gold

Camp Guessing Games – Greg McKeon, Jack Bailey, Colton McKeon, Grey Gold

The Perfect Pool Day part 2 – Taylor Reign, Isaac Parker, Jack Bailey, Derek Allen

The Perfect Pool Day part 2 – Taylor Reign, Isaac Parker, Jack Bailey, Derek Allen

Cannonball Contest – Taylor Reign, Jack Bailey

Cannonball Contest – Taylor Reign, Jack Bailey

The Perfect Pool Day – Taylor Reign, Isaac Parker, Jack Bailey, Derek Allen

The Perfect Pool Day – Taylor Reign, Isaac Parker, Jack Bailey, Derek Allen

Too Horny To Behave – Jack Bailey, Derek Allen

Too Horny To Behave – Jack Bailey, Derek Allen

Date with Step-Dad – Jack Bailey, Michael Roman

Date with Step-Dad – Jack Bailey, Michael Roman

Turn For The Worse – Jack Bailey

Turn For The Worse – Jack Bailey

Rough Oral – Jack Bailey, Nico Nova

Rough Oral – Jack Bailey, Nico Nova

Catching Scoutmaster – Jack Bailey, Troye Jacobs, Lance Charger

Catching Scoutmaster – Jack Bailey, Troye Jacobs, Lance Charger

Breeding Jack Bailey – Masyn Thorne, Jack Bailey

Breeding Jack Bailey – Masyn Thorne, Jack Bailey

After Camping – Marcus Rivers, Jack Bailey, Troye Jacobs

After Camping – Marcus Rivers, Jack Bailey, Troye Jacobs

A Virgin No More – The Offering – Dale Savage, Jack Bailey, Scott Finn

A Virgin No More – The Offering – Dale Savage, Jack Bailey, Scott Finn

Getting In Touch With Nature – Colton McKeon, Jack Bailey, Greg McKeon

Getting In Touch With Nature – Colton McKeon, Jack Bailey, Greg McKeon

Remember When We Used To Do This – Max Lorde, Jack Bailey

Remember When We Used To Do This – Max Lorde, Jack Bailey

Chapter 2 – Jack Bailey, Romeo Davis

Chapter 2 – Jack Bailey, Romeo Davis

Horsing Around – Cole Blue, Jack Bailey

Horsing Around – Cole Blue, Jack Bailey

This Is How It Feels – Jack Bailey, Max Lorde

This Is How It Feels – Jack Bailey, Max Lorde

The Masters Grandson – Jack Bailey, Lance Charger, Cole Blue

The Masters Grandson – Jack Bailey, Lance Charger, Cole Blue

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