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 |
|---|---|
 Fallon SommersNot listed | Not listed |
 Ashley FiresNot listed | Not listed |
 Ashley BlueNot listed | Not listed |
 Nikki LorenNot listed | Not listed |
 Jamie LynnNot listed | Not listed |
 Jelena JensenNot listed | Not listed |
 Elizabeth LawrenceNot listed | Not listed |
 Tyce BuneNot listed | Not listed |
 Joey RayNot listed | Not listed |