Lisa’s outside tanning on her birthday when she hears her doorbell ring. Xander, her neighbor, is at the doorstep with flowers and a birthday gift. She invites him in to…
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….
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…
Glubbert Airlines has been steadily losing business for a while now, and if Johnny Sins, their VP of marketing, can’t figure something out soon, the whole airline’s toast. Luckily for…
Jasmine Jae came all the way from England to experience American dick. She was the bad girl growing up and went to Catholic school – where she also got fingered…
Sophia Sterling knows her stepbrother Ricky Spanish has been cheating on his girlfriend. The problem is, he’s sleeping around with trashy girls. Fortunately, Sophia has an idea that will keep…
Brooke Haze is a wild girl who loves to be free in the woods! She strips off her leotard and runs around the canyon with her bushy pussy exposed! After…
Everything was just fine in Adrian’s life. She was happily married with a good career and a fantastic home. She led a safe, secure, predictable, boring, mind-numbing existence. So her…
Mike is an international playboy based in Paris who is in “the pleasure business” and makes his living by providing his business associates with stunning escorts and playmates during their…
Liz Jordan is an innocent cutie that puts on her extra short skirt and flaunts herself around! She waits for the wind to blow just enough so you can see…
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…
It’s time yet again for another public bang! We have with us for another round, the lovely Samantha Cruz and her banging body. We talk for a bit with her…
Bigshot director Johnny Sins hired busty babe Anya Ivy as a favor to one of his producers, but there’s one problem: she can’t act! Faced with a star who’s all…
Julia Roca and Jay Smooth felt like celebrating. It isn’t every day you buy a multi-million-dollar home with its own customized swimming pool, after all, and the showbiz power couple…
There’s nothing Kayleni Lei likes more than pressing her oiled up tits and ass against the glass wall of the shower. The only thing that could possibly be better would…
Suspect number three for detective Carter is Miranda Montgomery (Joseline Kelly), a sexy teen socialite who has something of a reputation for flaunting the law. Her tabloid-worthy misdeeds have all…
Alaina Dawson has only had sex one time before, so this is a big stretch for her. Adventure has always been her thing, however, so when she was approached by…
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…
Jack’s Playground 32, features Digital Playground’s contract babe, Sophia Santi, eager to make it in the music video scene. She shows her distinct talents and raw, exquisite beauty in two…
Haley Reed might be a kinky little voyeur, but at least she’s organized! When her 9 o’clock alarm goes off, the blonde spinner bounces into action, tiptoeing into Nat Turner’s…
Undercover agent Kendra Spade has put months of hard work into infiltrating the mob, but she’s nearly exposed by henchman Alex Legend. Alex wants to search Kendra for a wire,…
Ava Knoxxx is out at a bar with another married friend of hers, and confesses that she’s disappointed with how mundane her life has become. Ava also reveals her deepest…
