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….

Today in Private Specials, My Xtreme Fantasy, the spectacular Dolly Dyson confesses her most intimate sexual fantasies to Blondie Fesser, and is here to help realize them! A blindfolded date…

The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 8 is 3 full hours and features Digital Playground contract stars Sophia Santi…

How in hell are the guys at Keiran’s poker night supposed to focus on the cards when buddy’s wife is walking around dressed like a Vegas callgirl? When Keiran’s buddy…

Ryan wants to watch the big game with her husband and her stepsons but there’s no room for her on the couch, so she takes a seat on her stepson…

Amber receives some rather bittersweet news from her mom, Nikki – her step-grandpa Evan is coming to visit them, but the poor guy isn’t who he used to be and…

Aye karumba! Latina MILF Kiara Mia is here to show off her big tits and juicy ass. If you like curvy, thick bitches, Kiara is going to be a new…

Watch Out, the Gym Makes Her Horny Petite and stacked brunette Melztube has the gym to herself, the perfect opportunity to pull out her big tits and take some selfies…