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….

Bonnie Rotten is working on being the nastiest whore she can! The only after school project she’s interested in doing is her teacher. In a private meeting between her, the…

Alana Cruise is a gorgeous brunette that has her eyes set on getting two cocks to fill her pussy. This petite hottie bends her perfect figure and sucks cock and…

Uploaded: 2024.03.08 2024 Show more…

Hot milf Cory Chase comes home one morning to find her beautiful house in ruins, thanks to a wild party thrown by her shitty son. She’s pissed, but she knows…

Keiran is sick and bedridden. Thankfully his neighbor, Rita, is a kind soul who will do anything to help him. She sits by his side through the hard times, knitting…

Jack’s Playground 34 features Digital Playground’s exotic contract superstar, Katsumi. She’s a panty hose model by trade but she’s eager to make the switch to music video queen. She demonstrates…

Corinna Blake was invited over to Keiran Lee’s house to watch the big game. Ms. Blake’s assuming that she’s going to fuck Mr. Lee and his friend Ramon, only they’re…

Deeper 5 is a playfully sexual tribute to Digital Playground’s perfect, all natural Goddess, Jana Cova. She captivates the screen in a multitude of scenes including kinky anal play with…

Blonde Euro babe Angie Lynx just graduated, and she wants to celebrate with dick. She’s got one in particular in mind, her roommate Leo Santos, and she rushes to his…