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37 min.
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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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31 min
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34 mins.
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19 min.
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40 min
Touched by an Angel
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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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39 min
A Dick Up Their Asses
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45 mins.
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32 min.
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51 min
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58 min.
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29 mins.
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28 min.
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21 min.
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37 mins.
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23 min.
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36 min.
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39 min
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47 mins.
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37 min
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20 min.
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For the first time in Digital Playground history, we will be hosting a nationwide search to find the next DP Star. We were accepting video submissions for the entire month…

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40 mins
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25 min.
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