Charles Dera is a nerdy, awkward office drone who can’t compete with other guys at work. He pines after his boss’ secretary, Cali Carter, but she wants nothing to do…

Mrs. Ireland came back from a horrible date and she had no idea her son’s friend Ralph was in the house when she asked for some help. Ralph is a…

Mandy is not your typical model, and when the photographer continuously nags her about her beautiful big ass, she decides to teach him a lesson.

When you’re a horny slut like Alby Rydes, sometimes you just need to get your ass fucked. So Alby called up Bill Bailey, who she knows loves a woman in…

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…