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Teagan Presley and anal – Does the rest of this description even matter? Jack is really busy casting big, bouncing, beautiful buts for music videos ...

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Jack's is at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do anything for stardom! Some suck, some screw, ...

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Jack is really busy casting for music videos and now he's on the hunt for big, beautiful boobies. They bounce and they shake. There's more than a mouthfu ...

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It's got facials, squirting, trampolines, and the hottest, natural girls in porn, including gorgeous new blonde superstar Hanna Hilton in three big, wet, ...

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It's better than a fortune cookie, fried ice cream, pad Thai and sushi! Director Robby D. mastered the art of high-def porn and now he's created a whole new breed of gonzo eye candy. This delicious ...

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Overworked and looking for their big break, warehouse workers Chuy and Julio go on a mission to find the next big adult starlets. Starring Jesse Jane as ...

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Starring: Jenna Haze, Alexis Texas, Priya Rai, Scott Nails, Cassandra Calogera, Maya Hills, Manuel Ferrara, Tommy Gunn.

Deeper 10 embarks on a journey, deep inside Digital Playground’s own Shay Jordan and Lacie Heart. This blockbuster series showcases Shay in all her ...

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Starring: Gabriella Fox, Heather Vahn, Asa Akira, Danny Mountain, Mick Blue, Carmella Santiago, Madison Ivy, Capri Cavalli, Erik Everhard, ...

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Starring: Gabriella Fox, Shawna Lenee, Erik Everhard, Tommy Gunn, Jandi Lin, Carmella Santiago, Johnny Sins.

From Joone, the award-winning director of Pirates, comes Island Fever 4, the most beautiful and erotic DVD you will ever experience. Shot entirely in HD ...

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The long awaited and highly anticipated sequel to Digital Playground’s Pirates, Pirates 2: Stagnetti’s Revenge is the biggest budget adult mo ...

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Jack's Playground is a collection of Jack's personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to per ...

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Jack is really busy casting for music videos and he’s scored some super fine ass for volume 38. Digital Playground’s amazing contract super s ...

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All the screamin' hot sex in Digital Playground's award winning Jack's Playground series are now shot in POV perspective for your ultimate enjoyment. In ...

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Starring: Stoya, Sarah Vandella, Mina Leigh, Scott Nails, Loona Luxx, Kiara Diane, Mick Blue, Tony De Sergio.

You don't know Jack until you've seen through his eyes. All the screamin’ hot sex in Digital Playground's award wining Jack's Playground series are ...

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Jesse Jane: All-American Girl' tells the fun and provocative story of a popular girl, coming of age in prep school. She playfully embraces her sexuality ...

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Starring: Jesse Jane, Madison Scott, Danny Mountain, Johnny SIns, Kiki Vidis, Paris Mayne, Jerry, Tommy Gunn.