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 |
|---|---|
 Shy LoveNot listed | Not listed |
 Mikayla MendezNot listed | Not listed |
 Lani KaluhaNot listed | Not listed |
 Kelly KlineNot listed | Not listed |
 Jesse CapelliNot listed | Not listed |
 Jesse JaneNot listed | Not listed |
 Eric MastersonNot listed | Not listed |
 Ben EnglishNot listed | Not listed |
 Richard KlineNot listed | Not listed |