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Jack Bailey Videos

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Bareback Yellow – Jack Bailey, Derek Cline & Nico Nova

Yellow – Jack Bailey, Derek Cline & Nico Nova

5.4K views 19 min
3 weeks ago 4
Bareback Babylon Prince, Brian Bonds, Bruno Galvez, Derek Kage, Gustavo Cruz, Harold Lopez, Jack Bailey, Kosta Viking & Santos – Lucas Men Extravaganza Gay Orgy Part 2

Babylon Prince, Brian Bonds, Bruno Galvez, Derek Kage, Gustavo Cruz, Harold Lopez, Jack Bailey, Kosta Viking & Santos – Lucas Men Extravaganza Gay Orgy Part 2

5.6K views 27 min
4 weeks ago 7
Bareback Babylon Prince, Brian Bonds, Bruno Galvez, Derek Kage, Gustavo Cruz, Harold Lopez, Jack Bailey, Kosta Viking & Santos – Lucas Men Extravaganza Gay Orgy Part 1

Babylon Prince, Brian Bonds, Bruno Galvez, Derek Kage, Gustavo Cruz, Harold Lopez, Jack Bailey, Kosta Viking & Santos – Lucas Men Extravaganza Gay Orgy Part 1

5.8K views 23 min
1 month ago 4
At The Park with Jack Bailey & Darron Bluu

At The Park with Jack Bailey & Darron Bluu

3.4K views 29 min
2 months ago 8
Bareback Virgin No More: Retaliation – Dale Savage, Jack Bailey & Trevor Harris

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

7.7K views 39 min
4 months ago 14
Bareback Writer’s Block – Jack Bailey & Nico Coopa

Writer’s Block – Jack Bailey & Nico Coopa

15.6K views 58 min
4 months ago 26
Bareback Jack Bailey & Jacob Acosta

Jack Bailey & Jacob Acosta

6.4K views 21 min
5 months ago 10
Bareback Backseat Driver – Andre Donovan, Jack Bailey & Andrew Connor

Backseat Driver – Andre Donovan, Jack Bailey & Andrew Connor

3.9K views 14 min
5 months ago 4
Bareback Virgin Stepbrother – Jack Bailey & Jordan Starr

Virgin Stepbrother – Jack Bailey & Jordan Starr

9K views 33 min
6 months ago 14
Bareback Jack Bailey & Lane Colten

Jack Bailey & Lane Colten

8K views 23 min
6 months ago 24
Bareback Jack Bailey & Sean Xavier

Jack Bailey & Sean Xavier

9.7K views 21 min
7 months ago 13
Bareback Before Leaving Camp – Greg McKeon, Jack Bailey & Colton McKeon

Before Leaving Camp – Greg McKeon, Jack Bailey & Colton McKeon

4K views 23 min
7 months ago 7
Bareback Grand Promise – Andre Donovan & Jack Bailey

Grand Promise – Andre Donovan & Jack Bailey

8.8K views 15 min
7 months ago 10
Bareback You Missed a Spot – Taylor Reign & Jack Bailey

You Missed a Spot – Taylor Reign & Jack Bailey

10.1K views 45 min
8 months ago 20
Bareback Jack Bailey & Leo Louis

Jack Bailey & Leo Louis

15.6K views 24 min
8 months ago 19
Bareback Camp Guessing Games – Greg McKeon, Jack Bailey, Colton McKeon & Grey Gold

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

4.1K views 34 min
9 months ago 6
Bareback The Perfect Pool Day Part 2 – Isaac Parker, Jack Bailey & Derek Allen

The Perfect Pool Day Part 2 – Isaac Parker, Jack Bailey & Derek Allen

6.3K views 36 min
9 months ago 9
Bareback The Perfect Pool Day – Taylor Reign, Isaac Parker, Jack Bailey & Derek Allen

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

10.6K views 36 min
9 months ago 17
Bareback Too Horny To Behave – Jack Bailey & Derek Allen

Too Horny To Behave – Jack Bailey & Derek Allen

8.5K views 36 min
9 months ago 13
Bareback Cannonball Contest – Taylor Reign & Jack Bailey

Cannonball Contest – Taylor Reign & Jack Bailey

7.3K views 30 min
9 months ago 13

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