Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

Pacing in front of her empty easel, Russian artist Ani Blackfox is feeling totally uninspired, until she invites Morgan Rodriguez to pose for her. In the presence of such a…

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…

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…

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…

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…

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…

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…

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…

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…

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…

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…

Kazuya can’t stop wondering whether his mom’s more and more frequent overnight trips are really for her new job like she says, or if they might be connected to the…

Jack’s busy in his playground casting big-ass babes for leading roles in his yet-to-be-seen music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck and some…

Jack’s busy in his playground casting big-ass babes for leading roles in his yet-to-be-seen music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck and some…

“Hard Candy” is Robby D’s tribute to gorgeous, young girls and their insatiable and deliciously naughty sex drive. From playgrounds and bubble gum to punk rock and high heels, Robby…

“Hard Candy” is Robby D’s tribute to gorgeous, young girls and their insatiable and deliciously naughty sex drive. From playgrounds and bubble gum to punk rock and high heels, Robby…

“Hard Candy” is Robby D’s tribute to gorgeous, young girls and their insatiable and deliciously naughty sex drive. From playgrounds and bubble gum to punk rock and high heels, Robby…

“Hard Candy” is Robby D’s tribute to gorgeous, young girls and their insatiable and deliciously naughty sex drive. From playgrounds and bubble gum to punk rock and high heels, Robby…

“Hard Candy” is Robby D’s tribute to gorgeous, young girls and their insatiable and deliciously naughty sex drive. From playgrounds and bubble gum to punk rock and high heels, Robby…