Xander and Aaliyah are trying out a little something special for Xander’s birthday. Aaliyah brought over some rope from a sex shop, and she lets Xander tie her up for…
Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Jesse Jane®. She fucks Ben English every which way in true gonzo…
Long Con Part 1 Actress, con artist, what’s the difference…? Eve keeps men guessing, and by the time they find out who she is under her clothes it’s always too…
Kira Noir gives Xander Corvus a sexy silent lap dance, showing off her seductive acrobatic skills. But when Xander slips his hard cock into Kira’s wet pussy, she can’t stay…
In its glory days, Lenina Crowe’s free-use hotel (where a customer could have sex with any employee they desired) was a beloved, happening establishment full of potential. Today, it’s but…
Samantha is a cutie with a smoking hot body that gets stranded in her papi’s old car. When roadside assistance comes to help her, they discover that her engine needs…
Serena walked in on her girlfriend Sasha touching herself, and jumped right into bed with her. She swapped her hand in for Sasha’s, and started teasing the clit with her…
His worst nightmare? Black Friday shopping with the bitchy girlfriend. Luckily, the sexy shop girl helps him escape to the back room to suck and fuck the day away. Talk…
Raven Bay is one of the prettiest and most popular girls in school, but for this busty cheerleader, that’s not enough. Raven won’t be satisfied until she’s named prom queen,…
Welcome to the second annual ZZ Halftime Show! This year, watch Brooklyn Chase, Phoenix Marie, Romi Rain, & Veronica Avluv play a quick game of pickup before getting fucked harder…
Jack’s Playground 34 features Digital Playground’s exotic contract superstar, Katsumi. She’s a panty hose model by trade but she’s eager to make the switch to music video queen. She demonstrates…
Tiffany’s personal trainer rides her so hard, she finishes every workout with her clothes soaked through and sweat dripping between her perky breasts. During their session, Tiffany noticed Nat feasting…
Elana Bunnz is a hot bombshell with huge natural tits and she had a request for Bang! She wanted to get manhandled by a big strong dude and that’s what…
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….
Mary Jean may have specifically requested a female masseuse for her private house-call, but she’ll have to trust Jessy to be professional during today’s session. But Jessy has the magic…
“Deeper 3” is beautiful, erotic and cinematic homage to the greatest horror movies ever made. Starring Digital Playground’s contract superstar, Jesse Jane® in 2 twisted and mind-blowing fuck scenes, Deeper…
Jack’s back, and he’s on the prowl for some new slutty girls ready to get raunchy on camera. Join the adventure as he devours and conquers each one of their…
Brazilian babe Tahlia Lane has just argued with her boyfriend when her neighbours, Lorenzo and Emmanuel discover her struggling to unlock her apartment. She invites them in and makes them…
