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…
Deeper 4 is a playfully erotic and sinfully fun tribute to Digital Playground’s delightfully fresh Shay Jordan. She is showcased in a multitude of flesh fantasies and she delivers amazingly…
Doctor D has worked in the insemination business for a long time, helping couples who desperately want to get pregnant. His methods are unorthodox, as Kayla Green and her husband…
Angela White and her big boobs have had enough of her disruptive student’s behavior in her class. Seems to Ms. White that her student rather fool around with his girlfriend…
Busty MILF Monique Alexander loves taking sexually provocative pictures of herself, because those shots of her playing with herself are gonna make some serious cash she can finally pay Xander…
New waitress Wendy (Lilly Bell) gets two surprising propositions in one day working at the casino: first, a pair of escorts suggest she switch to their line of work to…
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…
I have consulted many ass loving guys and Naomi came up several times. We decided to shoot a scene with Naomi and her perfect ass. We started her of in…
Forget fake IDs! The most timeless form of identification happens to be two perky breasts and some teenage pussy…these innocent club girls know how to work work work the D!
Valentina knows she has to clean the kitchen, but it’s hot out and she gets distracted by how good the water feels against her body. Pouring it all over herself…
For the first time in Digital Playground history, we will be hosting a nationwide search to find the next DP Star. We were accepting video submissions for the entire month…
Big tittied blonde Nikita Von James will only date guys in their twenties because this nympho MILF needs a hard cock at all times. Even if he’s working, the only…
It’s hard to surprise the medical officers who run the Army hospital. Alektra Blue and Monique Alexander have seen all kinds of stupid pranks from the recruits in boot camp,…
Xander Corvus doesn’t always have company over, but when a busty, ebony beauty like Sarah Banks visiting his place, he can’t help but tear off her jeans, drizzle body oil…
Jada Stevens decided to get some surgical enhancements for her ass, but when the famous butt specialist Dr. Corvus says her beautiful booty is already too perfect for surgery, she…
High end escort Charlie (Gina Valentina) is hired by rich businessman Jack (Stirling Cooper) to play his daughter at an important client dinner. The two develop a faux daddy-daughter power…
