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…

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 new POV Playground, YOU will…

The sexy blondie, Janice Griffith is terrible at piano. Her teacher demanded she start recording her lessons, but instead uses the camera to record herself playing with her naughty bits….

After receiving an oily massage, the all-natural big breasted babe discovers a hidden camera! She decides to films herself masturbate, but gets caught by the masseuse and they end up…

Cutie Dillion Harper has a full load of dirty clothes, and she’s prepping the machines at the laundromat. She discovers a creeper capturing her plump butt on camera, and actually…

Nothing is finer than the taste of a woman, but this man came from nothing and now has everything, and he prefers the taste of two women! He’s brought in…

Breaking news is happening and reporter Maddy O’Reilly needs to get to the location ASAP, but her van breaks down! She’s stressed and cusses out her camera man who threatens…

Julie came home to freshen up, but while in the shower her friends come knocking. Thankfully her dad was home to let them inside. He asks the girls, Anna Morna…

It’s 2015 and in the small town of England, Marty visits the Doc who’s fucking a broad on his time machine DeLorean! Marty came right on time because the Doc…

Digital Playground wants to introduce you to the sexy Brooklyn Chase, up close and personal. She became an adult star because she loves to fuck, plus she’s good at it!…

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…

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…

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…

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…

Alyssa wants to show her viewers she can ‘Do It Herself’… but when she calls a friend to help her work the camera, they get sidetracked from her project.

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…

Keiran suspects his girlfriend, Makayla, is cheating on him. Before he goes out of town, he sets up a few hidden cameras around the house to catch her in the…

Nobody believes Tyler’s being haunted by a ghost, until he catches her on camera one night and discovers her chilling story, and helps her resolve her last act.

Aria and her boyfriend have been unsuspectingly targeted by a neighborhood prowler. When Aria leaves the house, she comes home to a tied up boyfriend, and a sexy female thief….

Lily decides to hide out from angry ex-boyfriend Marcus – in the laundromat dryer! Marcus will never find her… but innocent bystander Cameron’s dick sure does. Lily gets Cameron all…

Proxima Midnight arrives on earth. She wants the infinity stone, currently in Scarlet’s possession. Scarlet flees, hoping to escape before Proxima arrives. She fights off some cronies, realizing after that…

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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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….