Shot entirely on HD, Jack’s Teen America 18 parodies beauty pageants and Jack’s lovely contestants all compete for the crown. They take off their clothes, they masturbate, they suck, they…
Lacey London is enjoying her day by cleaning before soaking in the sun by her pool. Our boy Peter comes knocking on the door to try and sell insurance. Lacey…
Winter Jade is a gorgeous cutie that wears her slutty jean skirt and shakes her booty in the elevator! You can see her pussy lips showing underneath her skirt and…
Chloe is bored! She goes into her stepbrother’s room to see if he wants to chill. When she gets there she finds him napping, but his sheets are making a…
Mackenzie Moss is a compulsive masturbator who loves to squirt! Alexis Fawx, however, is fed up of cleaning up after Mackenzie’s wet mess. Just when Alexis has had enough of…
Charli Phoenix needs a hand or two around the house so she calls her neighbor, Kyle, over to help. When Kyle arrives he finds Charli in some sexy lingerie. As…
Vampire slayer Juicy Silver (Blake Blossom) races to the diner, where she just manages to save Valery (Emma Magnolia) and Peter (Van Wylde) from the creatures of the night. As…
Bombshell MILF Lisa Ann’s car broke down and her phone’s not working, but luckily, teens Jordi and Kimmy Granger happen along at just the right time. Kimmy offers to let…
Quinton James has one of the prettiest girlfriends in town. He’s a lucky guy, right? Well, the sexy girlfriend comes with a mean roommate. Brunette Gabbie Carter claims her right…
Beautiful Katie finds herself looking down over the top of her perky breasts at Tarzan’s mouth generously engulfing her clit. Spooning her from behind he pistons his cock deep into…
Tyler Nixon hides in an upscale department store, hoping to rob the register after closing. After narrowly avoiding the pervy security guard, Tyler sets to snagging jewelry and cash, but…
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…
Kazuma’s campaign to take over the Lunarium Kingdom continues as he sets his sights on his next target, Selena. Luring her into a trap, Kazuma brings her to his special…
Daphne Rosen is what many would consider a “Brick House”! Phat ass and a juicy rack…you’d think she was a sister dip in bleach! To be down with Racks and…
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….
Kira Noir has got a hot, sporty body with perky tits and super dark pussy lips. Her dread locks give her an exotic look and she’s flexible to reach around…
Chanel is a very bad girl who gets everything she wants to satisfy her selective appetite. Right now this petite power player is after an associate’s spunk, later she’s taking…
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…
Despite tennis trainer Lauren’s attempts, Keiran just isn’t into playing tennis. However, after a long lesson, he wants nothing more than to get up close and personal with her throbbing…
