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….

Savannah Bond is a extra thick white girl that has huge tits! She oils up her whole body with slick lube and plays with herself and shows off her twerking…

Tiffany Watson has heard all about Kyle and his big dick, and even though she is married she wants some of that big cock! So Tiffany searched and searched all…

Romi wants to be a good girlfriend and after last night’s slip-up (Trading Sides: Part 1), she really needs to do a better job. But is it her fault her…

This Asian hottie is outside by the pool when she pulls up her short skirt and starts fingering herself. Her man is nearby and enters the picture for her to…

Shrooms Q was walking on the sidewalk minding her own business when this white van pulled up and the goofy dudes asked her if she could recommend some Italian restaurants…

Two Mexican studs saw Joss alone in the pool and they couldn’t help but go and fuck her. That whore enjoyed it a lot.

What’s a sexy lifeguard like Korina Kova supposed to do when her beach is completely empty? Korina oils herself up, then takes the opportunity to get herself off by the…

Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Sophia Santi alongside Selina Draagen, Alyssa Chase, Carli Banks, Marlena, Christina Brooks…