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Playboy.com

Playboy.com- Kiara Cole in Sweet Sundown
Playboy.com- Kiara Cole in Sweet Sundown
Added: October 6, 2024
Playboy.com- Barbie Ross in Director_s Cut
Playboy.com- Barbie Ross in Director_s Cut
Added: October 6, 2024
Playboy.com- Lana Lane in Modern Seduction
Playboy.com- Lana Lane in Modern Seduction
Added: October 6, 2024
Playboy.com- Mackenzie Holmes in Sugar High
Playboy.com- Mackenzie Holmes in Sugar High
Added: October 6, 2024
Playboy.com- View From The Top
Playboy.com- View From The Top
Added: October 6, 2024
Playboy.com- Remastered – Geena in Graffiti Curves
Playboy.com- Remastered – Geena in Graffiti Curves
Added: October 6, 2024
Playboy.com- Melissa Stratton in Sunday Reset
Playboy.com- Melissa Stratton in Sunday Reset
Added: October 6, 2024
Playboy.com- Aurora Amara in Luxury View
Playboy.com- Aurora Amara in Luxury View
Added: October 6, 2024
Playboy.com- Sky Pierce in Secluded Sunrise
Playboy.com- Sky Pierce in Secluded Sunrise
Added: October 6, 2024
Playboy.com- Riley Reid in Bunny Snack
Playboy.com- Riley Reid in Bunny Snack
Added: October 6, 2024
Playboy.com- Flashback- Fall of _19
Playboy.com- Flashback- Fall of _19
Added: October 6, 2024
Playboy.com- Remastered – Mandy Kay in Cozy
Playboy.com- Remastered – Mandy Kay in Cozy
Added: October 5, 2024
Playboy.com- Riley Reid in Risky Business
Playboy.com- Riley Reid in Risky Business
Added: October 5, 2024
Playboy.com- Natassia Dreams in So Inclined
Playboy.com- Natassia Dreams in So Inclined
Added: October 5, 2024
Playboy.com- Gabi Ashton in On The Ranch
Playboy.com- Gabi Ashton in On The Ranch
Added: October 5, 2024
Playboy.com- Flashback- Riley Reid
Playboy.com- Flashback- Riley Reid
Added: October 5, 2024
Playboy.com- Riley Reid in Water Break
Playboy.com- Riley Reid in Water Break
Added: October 5, 2024
Playboy.com- Barbie Ross in Courtside View
Playboy.com- Barbie Ross in Courtside View
Added: October 5, 2024
Playboy.com- Gabi Ashton in Killing Time
Playboy.com- Gabi Ashton in Killing Time
Added: October 4, 2024
Playboy.com- Barbie Ross in Fall Preview
Playboy.com- Barbie Ross in Fall Preview
Added: October 4, 2024
Playboy.com- Kiara Cole in Staying In
Playboy.com- Kiara Cole in Staying In
Added: October 4, 2024
Playboy.com- Mackenzie Holmes in Varsity Level
Playboy.com- Mackenzie Holmes in Varsity Level
Added: October 4, 2024
Playboy.com- Kiara Cole in Dish Duty
Playboy.com- Kiara Cole in Dish Duty
Added: October 4, 2024
Playboy.com- Mackenzie Holmes in Educate You
Playboy.com- Mackenzie Holmes in Educate You
Added: October 4, 2024
Playboy.com- Back to School Vol. 3
Playboy.com- Back to School Vol. 3
Added: October 4, 2024
Playboy.com- Remastered – Justine Miller in Sweet As Candy
Playboy.com- Remastered – Justine Miller in Sweet As Candy
Added: October 4, 2024
Playboy.com- Barbie Ross in Director_s Cut
Playboy.com- Barbie Ross in Director_s Cut
Added: October 4, 2024
Playboy.com- Lana Lane in Modern Seduction
Playboy.com- Lana Lane in Modern Seduction
Added: October 4, 2024
Playboy.com- Mackenzie Holmes in Sugar High
Playboy.com- Mackenzie Holmes in Sugar High
Added: October 4, 2024
Playboy.com- View From The Top
Playboy.com- View From The Top
Added: October 4, 2024
Playboy.com- Remastered – Geena in Graffiti Curves
Playboy.com- Remastered – Geena in Graffiti Curves
Added: October 4, 2024
Playboy.com- Lana Lane in Alone Time
Playboy.com- Lana Lane in Alone Time
Added: October 3, 2024
Playboy.com- Melissa Stratton in Sunday Reset
Playboy.com- Melissa Stratton in Sunday Reset
Added: October 3, 2024
Playboy.com- Aurora Amara in Luxury View
Playboy.com- Aurora Amara in Luxury View
Added: October 3, 2024
Playboy.com- Flashback- Summer of _20
Playboy.com- Flashback- Summer of _20
Added: October 3, 2024
Playboy.com- Remastered – Chanel Elle in Trenchcoat Tease
Playboy.com- Remastered – Chanel Elle in Trenchcoat Tease
Added: October 3, 2024
Playboy.com- Flashback- Fall of _19
Playboy.com- Flashback- Fall of _19
Added: October 3, 2024
Playboy.com- Sky Pierce in Gentle Flow
Playboy.com- Sky Pierce in Gentle Flow
Added: October 3, 2024
Playboy.com- Remastered – Mandy Kay in Cozy
Playboy.com- Remastered – Mandy Kay in Cozy
Added: October 3, 2024
Playboy.com- Riley Reid in Risky Business
Playboy.com- Riley Reid in Risky Business
Added: October 3, 2024
Playboy.com- Natassia Dreams in So Inclined
Playboy.com- Natassia Dreams in So Inclined
Added: October 2, 2024
Playboy.com- Gabi Ashton in On The Ranch
Playboy.com- Gabi Ashton in On The Ranch
Added: October 2, 2024
Playboy.com- Flashback- Riley Reid
Playboy.com- Flashback- Riley Reid
Added: October 2, 2024
Playboy.com- Riley Reid in Water Break
Playboy.com- Riley Reid in Water Break
Added: October 2, 2024
Playboy.com- Barbie Ross in Courtside View
Playboy.com- Barbie Ross in Courtside View
Added: October 2, 2024
Playboy.com- Gabi Ashton in Killing Time
Playboy.com- Gabi Ashton in Killing Time
Added: October 2, 2024
Playboy.com- Barbie Ross in Fall Preview
Playboy.com- Barbie Ross in Fall Preview
Added: October 2, 2024
Playboy.com- City Living
Playboy.com- City Living
Added: October 2, 2024
Playboy.com- Kiara Cole in Staying In
Playboy.com- Kiara Cole in Staying In
Added: October 2, 2024
Playboy.com- Mackenzie Holmes in Varsity Level
Playboy.com- Mackenzie Holmes in Varsity Level
Added: October 2, 2024
Playboy.com- Kiara Cole in Dish Duty
Playboy.com- Kiara Cole in Dish Duty
Added: October 2, 2024
Playboy.com- Mackenzie Holmes in Educate You
Playboy.com- Mackenzie Holmes in Educate You
Added: October 1, 2024
Playboy.com- Back to School Vol. 3
Playboy.com- Back to School Vol. 3
Added: October 1, 2024
Playboy.com- Remastered – Justine Miller in Sweet As Candy
Playboy.com- Remastered – Justine Miller in Sweet As Candy
Added: October 1, 2024
Playboy.com- Kiara Cole in Sweet Sundown
Playboy.com- Kiara Cole in Sweet Sundown
Added: October 1, 2024
Playboy.com- Barbie Ross in Director_s Cut
Playboy.com- Barbie Ross in Director_s Cut
Added: October 1, 2024
Playboy.com- Lana Lane in Modern Seduction
Playboy.com- Lana Lane in Modern Seduction
Added: October 1, 2024
Playboy.com- Mackenzie Holmes in Sugar High
Playboy.com- Mackenzie Holmes in Sugar High
Added: September 30, 2024
Playboy.com- View From The Top
Playboy.com- View From The Top
Added: September 30, 2024
Playboy.com- Remastered – Geena in Graffiti Curves
Playboy.com- Remastered – Geena in Graffiti Curves
Added: September 30, 2024
Playboy.com- Lana Lane in Alone Time
Playboy.com- Lana Lane in Alone Time
Added: September 30, 2024
Playboy.com- Melissa Stratton in Sunday Reset
Playboy.com- Melissa Stratton in Sunday Reset
Added: September 30, 2024
Playboy.com- Aurora Amara in Luxury View
Playboy.com- Aurora Amara in Luxury View
Added: September 30, 2024
Playboy.com- Flashback- Summer of _20
Playboy.com- Flashback- Summer of _20
Added: September 30, 2024
Playboy.com- Remastered – Chanel Elle in Trenchcoat Tease
Playboy.com- Remastered – Chanel Elle in Trenchcoat Tease
Added: September 30, 2024
Playboy.com- Melissa Stratton in Kitchen Dream
Playboy.com- Melissa Stratton in Kitchen Dream
Added: September 30, 2024
Playboy.com- Angel Dreaming in Red with Passion
Playboy.com- Angel Dreaming in Red with Passion
Added: September 30, 2024
Playboy.com- Sky Pierce in Gentle Flow
Playboy.com- Sky Pierce in Gentle Flow
Added: September 29, 2024
Playboy.com- Remastered – Mandy Kay in Cozy
Playboy.com- Remastered – Mandy Kay in Cozy
Added: September 29, 2024
Playboy.com- Riley Reid in Risky Business
Playboy.com- Riley Reid in Risky Business
Added: September 29, 2024
Playboy.com- Gabi Ashton in On The Ranch
Playboy.com- Gabi Ashton in On The Ranch
Added: September 29, 2024
Playboy.com- Flashback- Riley Reid
Playboy.com- Flashback- Riley Reid
Added: September 29, 2024
Playboy.com- Riley Reid in Water Break
Playboy.com- Riley Reid in Water Break
Added: September 28, 2024
Playboy.com- Barbie Ross in Courtside View
Playboy.com- Barbie Ross in Courtside View
Added: September 28, 2024
Playboy.com- Gabi Ashton in Killing Time
Playboy.com- Gabi Ashton in Killing Time
Added: September 27, 2024
Playboy.com- Barbie Ross in Fall Preview
Playboy.com- Barbie Ross in Fall Preview
Added: September 27, 2024
Playboy.com- City Living
Playboy.com- City Living
Added: September 27, 2024
Playboy.com- Kiara Cole in Staying In
Playboy.com- Kiara Cole in Staying In
Added: September 27, 2024
Playboy.com- Mackenzie Holmes in Varsity Level
Playboy.com- Mackenzie Holmes in Varsity Level
Added: September 27, 2024
Playboy.com- Mackenzie Holmes in Educate You
Playboy.com- Mackenzie Holmes in Educate You
Added: September 27, 2024
Playboy.com- Back to School Vol. 3
Playboy.com- Back to School Vol. 3
Added: September 27, 2024
Playboy.com- Remastered – Justine Miller in Sweet As Candy
Playboy.com- Remastered – Justine Miller in Sweet As Candy
Added: September 27, 2024
Playboy.com- Kiara Cole in Sweet Sundown
Playboy.com- Kiara Cole in Sweet Sundown
Added: September 27, 2024
Playboy.com- Barbie Ross in Director_s Cut
Playboy.com- Barbie Ross in Director_s Cut
Added: September 27, 2024
Playboy.com- Lana Lane in Modern Seduction
Playboy.com- Lana Lane in Modern Seduction
Added: September 27, 2024
Playboy.com- Mackenzie Holmes in Sugar High
Playboy.com- Mackenzie Holmes in Sugar High
Added: September 26, 2024
Playboy.com- View From The Top
Playboy.com- View From The Top
Added: September 26, 2024
Playboy.com- Remastered – Geena in Graffiti Curves
Playboy.com- Remastered – Geena in Graffiti Curves
Added: September 26, 2024
Playboy.com- Lana Lane in Alone Time
Playboy.com- Lana Lane in Alone Time
Added: September 26, 2024
Playboy.com- Melissa Stratton in Sunday Reset
Playboy.com- Melissa Stratton in Sunday Reset
Added: September 26, 2024
Playboy.com- Aurora Amara in Luxury View
Playboy.com- Aurora Amara in Luxury View
Added: September 25, 2024
Playboy.com- Remastered – Chanel Elle in Trenchcoat Tease
Playboy.com- Remastered – Chanel Elle in Trenchcoat Tease
Added: September 25, 2024
Playboy.com- Melissa Stratton in Kitchen Dream
Playboy.com- Melissa Stratton in Kitchen Dream
Added: September 25, 2024
Playboy.com- Angel Dreaming in Red with Passion
Playboy.com- Angel Dreaming in Red with Passion
Added: September 25, 2024
Playboy.com- Remastered – Briana Ashley in Fit and Tight
Playboy.com- Remastered – Briana Ashley in Fit and Tight
Added: September 25, 2024
Playboy.com- Elfa Floria in Catching the Light
Playboy.com- Elfa Floria in Catching the Light
Added: September 24, 2024
Playboy.com- Flashback- Riley Reid
Playboy.com- Flashback- Riley Reid
Added: September 24, 2024
Playboy.com- Riley Reid in Water Break
Playboy.com- Riley Reid in Water Break
Added: September 24, 2024
Playboy.com- Barbie Ross in Courtside View
Playboy.com- Barbie Ross in Courtside View
Added: September 24, 2024
Playboy.com- Gabi Ashton in Killing Time
Playboy.com- Gabi Ashton in Killing Time
Added: September 23, 2024
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