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 |
|---|---|
 Emily DaVinciNot listed | Not listed |
 Monique AlexanderNot listed | Not listed |
 Michelle B.Not listed | Not listed |
 Crissy MoranNot listed | Not listed |
 Maliyah MadisonNot listed | Not listed |
 Cole ConnersNot listed | Not listed |
 JassieNot listed | Not listed |
 Joey RayNot listed | Not listed |
 Eric MastersonNot listed | Not listed |
 Dale DaBoneNot listed | Not listed |
 Mick BlueNot listed | Not listed |
 Bunny LuvNot listed | Not listed |
 Jelena JensenNot listed | Not listed |