Keiran’s girlfriend has stopped by his office to take him out for lunch. Only, Keiran has a very important meeting with his busty boss Ryan, who has been fucking him…

Missy Martinez is a divorced hot housewife who has a crush on her guitar teacher. She used to touch her pussy and watch videos of him performing onstage. Now she…

Kennedy Kressler is an outgoing blondie who isn’t afraid to flash her tiny titties in a public park. They stop to get a caricature drawn and her pussy is exposed…

From the studio that brought you blockbusters “Babysitters” & “Cheerleaders”, Digital Playground presents its 3rd installment of the hit vocation series! The sexy nurses of Coos County General Hospital are…

How many fingers can Bill slip into Shay Fox’s big wet ass? With a thick and juicy MILF booty like that, you better believe she can fit more than one!…

Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…

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….

Mia Manarote craves passion and excitement every day of her life. She rarely spends a night alone, but when she chooses to, she fills up her bed with memories of…

Digital Playground presents DP Star: Season 2, hosted by last year’s DP Star winner and contract girl, Eva Lovia and judged by industry legend Nikki Benz, renowned producer/photographer Holly Randall…