Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Sophia Santi alongside Selina Draagen, Alyssa Chase, Carli Banks, Marlena, Christina Brooks…

Uploaded: 2024.03.05 2024 Show more…

Jimmy is a studying masseur and is tired of practicing with all his male friends. Essie, his dad’s girlfriend, is willing to lend a helping body for him to get…

At a private water park, Kagney Linn Karter is ready to get wild and wet! Watch as this sexpot shakes what her momma gave her–that beautiful bouncy booty! After twerking…

Jay Romero gets to decide his new stepsister from two candidates: Lexi Lore and Chanel Camryn. They begin the day in the pool, where Chanel comes on strong. Lexi goes…

Tia and Veronica are two sexy babes on the run from the law. They’ve just robbed a convenience store (for the rush of it) and are now heading to 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….

Nestled on the remote outskirts of Prague, hidden among forests and circled by rivers, lies Czech millionaire Kristof Cale’s breathtaking mansion. This mysterious businessman rarely invites women over, preferring to…

After their first threesome with the realtor left Nick and his girlfriend Julia Roca reeling with the erotic thrills of their naughty afternoon, it should come as no surprised the…

Poor lonely Levi – all he wants for Christmas is a blushing new bride. But when the overeager young man makes two desperate wishes, he wakes up to discover that…

When two teens have a crush on each other, the sexual chemistry is powerful! Ryo Akanishi finally has the opportunity to go home with the guy she likes, and they…

Welcome to The Sessions, a sexy series that allows you into one of the most intimate spaces known to man—the therapist’s office. Be a fly on the wall as patients…

Bridgette and Xander love fooling around in the elevator, even when their coworkers are around. They get a thrill out of almost getting caught. But today Bridgette gets caught in…

When Danny stumbles upon a free VR demo while shopping with his wife, he can’t help but give it a go. As soon as he slips on the headset, he’s…

WOW! Look at Milan! This busty blonde milf is so hot! In this scene, this big titted milf called two young men to move her couches. As they came in,…

Payton Preslee meets her boyfriend’s son Kyle for the first time and it’s turning her on because Kyle is a lot hotter than his dad. Payton is so hot and…

Savannah Foxx is about as hot as they cum and she only gets hotter when you see her bent over with a dick in her ass. Savannah loves getting fucked…

With a roommate as hot as Aubree Valentine, how can you blame Xander Corvus for peeping on her? Wearing tight shorts that barely cover her ass, Aubree slips away into…

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…

Emily Willis is insatiably horny today, wanting a big cock to fuck all of her holes. It’s lucky for her then that Keiran Lee is coming over to talk to…