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….

Honey Foxxx has never been in such nice digs before. Usually her John’s hide who they are, but not this wealthy patron! he admits he’s never been with a tranny…

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…

Sexy Jade Kush strips out of her skin-tight workout wear, revealing her big, bouncy tits and full, firm ass. Lucky Logan Long then oils her up, rubs her down and…

This horny Asian hottie is in her college uniform when she starts sucking two dicks at the same time. She bends over and takes one deep inside her hairy cunt…

Jeni has her eye on the perfect dress for the summer. Unfortunately, so does Lyra. Their argument quickly turns into a tug-of-war of who saw it first. Things escalate quickly…