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 |
|---|---|
 Porscha BlazeNot listed | Not listed |
 Roxy JezelNot listed | Not listed |
 Ashley RobertsNot listed | Not listed |
 Lee AnnNot listed | Not listed |
 Taylor RainNot listed | Not listed |
 Jana MrazkovaNot listed | Not listed |
 Isabella SopranoNot listed | Not listed |
| RRoxy MichaelsNot listed | Not listed |
 Tommy GunnNot listed | Not listed |
 Tyce BuneNot listed | Not listed |
 Nick ManningNot listed | Not listed |
 Evan StoneNot listed | Not listed |
 Teagan PresleyNot listed | Not listed |
 Bunny LuvNot listed | Not listed |