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. As soon as Robby D saw a few video clips of real girls so thirsty for fame, they'd do anything, he immediately began working with Jack to format these video documentaries for public consumption.
| Actor | Role |
|---|---|
 Melissa LaurenNot listed | Not listed |
 Eve LaurenceNot listed | Not listed |
 Crissy MoranNot listed | Not listed |
 Christie LeeNot listed | Not listed |
 Monica TemptemNot listed | Not listed |
 Teagan PresleyNot listed | Not listed |
 Joel LawrenceNot listed | Not listed |
 Eric MastersonNot listed | Not listed |
 Bunny LuvNot listed | Not listed |
 Jelena JensenNot listed | Not listed |