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….

When Molly (Jane Wilde) takes on her friend Alice’s repeating day burden, she thinks that it will all be hustling mobsters and robbing banks. Though she’s not wrong, what Molly…

Today’s visitor to the Cum Fiesta is Jasmine Sherni, a dark-haired NOLA babe who likes to party and loves big dicks. Her strapless dress makes it extra easy to give…

Aria Valencia has been watching a lot of family porn, which is giving her some pretty hot ideas when it comes to her stepbrother Nick Strokes. Nick finds Aria and…

All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s POV Playground, YOU will get…