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Its always starts with a foot rub
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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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Jack’s Playground 33 – Part 2

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Jack’s Playground 33, features Digital Playground’s one and only insatiable and sexy Devon. She’s eager to make the music video cut and demonstrates her distinct talents on Scott Nails’ throbbing…

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36 mins
Big Titties Need To Be At Every Party!
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41 mins.
Sera Ryder Is A Petite Cutie That Loves To Slurp On Dick
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Jack’s Teen America 18 – Part 5

Jack’s Teen America 18 – Part 5
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42 min
Stepmom’s Swimsuit Dissolves In The Pool
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Little Humper Jordi has an extra funny prank for his new stepmom, Jada Sparks: a trick bathing suit that dissolves in water! He leaves it on her bed, making it…

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Jack’s Big Ass Show 04 – Part 5
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30 min
Stepsis Wants To Play Doctor – S6:E2
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Juan Loco is in medical school and his stepsister Rissa May Kassidy and her BFF Jill Kassidy want to know all about it. When Juan says there aren’t a lot…

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Kick Ass Chicks 38: Footjobs Scene 10
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45 min.
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90 min
How Bi Are You Girls?
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Happy Valentines Day to all the ladies out there and now that the Super Bowl parties and the shenanigans on the 16th tee of the Phoenix Open have concluded it’s…

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27 min
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46 min
Scarlett Rides The Anal Bus
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Deadly Rain

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39 min
Natural Pale Princess
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23 min.
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Mick and his girlfriend rolled into the Doctor’s office looking for a safe way for Mick to creampie his GF when they fuck. But Dr Stevens was reluctant to prescribe…

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25 min.
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50 min
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Mckenzie thinks she’s in for a regular yoga session, but it’s never regular yoga in the Yoga Freaks studio. Guru Xander puts her through the ringer then oils up her…

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56 min
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“Jack’s Playground 31,” the superstar edition, stars the lovely Jana Cova in two delectable scenes, Devon in all her naked splendor and DP’s original contract star, Rocki Roads in brand…

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26 min.
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34 min.
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