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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 perform sexual acts in front of his camera….

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44 mins.
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The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 8 is 3 full hours and features Digital Playground contract stars Sophia Santi…

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Behind The Scenes with Rory Knox

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Sienna West catches her husband checking out other girls at dinner and wonders what those girls have that she doesn’t have. Are those girls’ tits as nice as mine? No….

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Hope Howell thinks that her girlfriend Lily Lebeau wants to keep their anniversary a quiet, relaxed night-in. Little does she know, Lily has a 6’6″ tall surprise in store, which…

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Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…

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26 mins.
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Rob Scott played varsity basketball all the way up to the junior college level and Joy has always been a varsity slut. If you have a letterman jacket on, her…

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When Chantel (Anny Aurora) asks her husband Keith (Luke Hotrod) if they can become swingers, he reacts very badly. Keith’s possessive, self-serving nature rears its ugly head, as he demands…

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No longer a lonely bookworm, our hero finds himself at a cosplay convention surrounded by all the hot sluts he’s been banging lately. He’s worried they’ll get to talking, but…

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Yoga teacher Anny prepares for her next class with some stretching and meditation before new student Jax arrives. Jax is hoping to improve his flexibility and Anny promises to help…

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Newly divorced Danny D goes over to his buddy’s house for lunch and meets his buddy’s daughter Luna for the first time. She feels sorry for Danny but instead of…

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