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….

Nicole Aniston has been putting in long hours at the office and the boss assumes that she’s getting work done and has been paying her for overtime. But when Keiran…

Jack’s at it again! But this time, he’s focusing in on hot babes with BIG, FUN ASSED… It’s more cushion for the pushin’…. Forget professional… this volume is all about…

Valentina Nappi is a hard working nurse who just needs a fucking break. She’s seen a lot of patients all day and can’t help but fantasize about fucking them. Unfortunately…

Vampire slayer Juicy Silver (Blake Blossom) races to the diner, where she just manages to save Valery (Emma Magnolia) and Peter (Van Wylde) from the creatures of the night. As…

In this self-shot sex documentary series from some of the biggest names in the business, Digital Playground gets up close and personal, offering you a behind-the-scenes look at what it’s…