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 |
|---|---|
 Amber SimpsonNot listed | Not listed |
 Jayna OsoNot listed | Not listed |
 Jamie LynnNot listed | Not listed |
 Porscha BlazeNot listed | Not listed |
 Ariana CatoriNot listed | Not listed |
 Marie LuvNot listed | Not listed |
 Evan StoneNot listed | Not listed |
 Eric MastersonNot listed | Not listed |
 Joey RayNot listed | Not listed |
 Teagan PresleyNot listed | Not listed |
 Jelena JensenNot listed | Not listed |