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….

Little Juku has just turned 20 and really wants to feel what a bunch of men using her to get off feels like. She dresses professionally for her interview, but…

Yumi Sin just turned 21 and she’s excited for a trip to Miami to celebrate! She enjoys shaking her tits in public and flashing her tight ass for everyone to…

Kendra Sunderland looks stunning in a shiny little bikini that barely covers her big natural tits. As great as she looks in her swimsuit, Kendra can’t wait to be stripped…

To replenish the gene pool, the Amish have hired an outsider to impregnate their daughter. In order to ensure a repeat performance, she decides to take it deep in the…

Cherie isn’t sure what’s going to happen at the doctor’s office today, all she knows is she’s supposed to get naked and wait for the doctor. She’s might be nervous,…

Boob lovers can’t go wrong with the delightful Abigail Mac. She has two stunning tits and she knows how to use them. In this scene, Abigail tries different bras under…

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…

When a friend invites her to a VIP afterparty, Gia Vendetti can’t wait to rub elbows with the rich and the famous…but there’s one problem: she’s not on the list,…

Daisy Rae is one down and dirty cocksucker! Nothings going to make her happier than a thick, hard cock right in her pretty face. She wastes no time showing just…

Lennox Luxe has the hots for her boss, Sean Lawless, but he never notices her advances or acts on them. Lennox Luxe is starting to think that she’ll never get…