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….

This dreamscape was a perfect dream escape. Why wouldn’t it be? Hot blonde. Big tits. No small talk, no date, not even time wasted on getting naked. Nope. I closed…

When Nikky’s husband takes her to a cheesy love motel to celebrate their anniversary, she’s not exactly thrilled. What’s even worse is that, seconds before they’re about to get it…

Lisa Marie was an odd audition. Most of these girls come from racially segregated neighborhoods but Lisa was an exception. She was actually more used to handling black cock than…

There’s never a dull moment on the streets of Miami for the officers on patrol. Come on a ride-along with Kona Jade as she responds to a fight in progress…

Darcie Dolce and Chloe Cherry are new stepsisters who have to share a room. The girls aren’t too happy about having to bunk with one another, and that’s because Darcie…

The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 10 is over 2 hours and features Stoya in a brand-new, amazingly ass-a-liscious…

Danae Mari was looking forward to going out and getting some good dick, but her friend backed out of their plans last minute. Danae is really frustrated that her plans…

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…

Deeper 10 embarks on a journey, deep inside Digital Playground’s own Shay Jordan and Lacie Heart. This blockbuster series showcases Shay in all her beauty. She captivates the screen in…