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….

Irina Cage is dressed up like a dirty schoolgirl who needs to be punished! She lifts up her plaid skirt to reveal her panties bunched up in her bubbly booty….

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…

Jay Smooth has been trying to quit smoking for years. He’s tried patches, gums, even going cold turkey, but so far he’s never managed to kick the habit! Dr. Chloe…

Carolina is home from college for winter break and she has to stay in her parent’s crappy trailer! She really misses her dorm room AND all the hot guys that…

Alexis Fawx is pampering herself today. First, we see her outside in a cute bikini, enjoying the sun and getting herself all wet. When she goes inside, she’s greeted by…

Uploaded: 2024.02.19 2024.02.18 Show more…