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Jack’s Playground 29 – Part 2
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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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35 min
Wedding Dues Episode 1
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Jack’s Playground 32 – Part 5
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Jack’s Playground 32, features Digital Playground’s contract babe, Sophia Santi, eager to make it in the music video scene. She shows her distinct talents and raw, exquisite beauty in two…

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Instant Desire
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52 min
Happy Birthday, Doll Face
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34 mins
Perfect Wife Worships Hubbys Cock
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Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

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33 min
Tattooed blonde Joey White gets a cream pie from mom’s boyfriend this Valentine’s Day
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28 mins.
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