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32 min
The Hawk Takes Flight
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28 min
Cash For Kisses On Valentines Day – S25:E7
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Penelope Kay and Renee Rose have a great way to make some extra Valentine’s cash. They set up a kissing booth, which they’re sure will bring in the boys. While…

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31 min.
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Jack’s casting again! This time he’s looking for leg models… sexy, leggy vixens who want to be in fresh, up and coming music videos. In volume 3, Digital Playground’s contract…

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Jack’s Playground 19 – Part 3
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20 mins.
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34 min.
Grandma Lucy BBC Ass Fucked
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23 min.
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30 min.
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34 min
Napping Naked
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35 min.
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1 hrs. 4 min.
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22 min.
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21 min.
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33 min.
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20 min.
Enjoying Moments of Extreme Pleasure
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Jack’s Playground 09 – Part 4
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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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24 min.
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25 min.
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27 min.
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22 min.
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23 min
Trespassing Pussy
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