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…
Abella Danger wears her brand new red lingerie set to her fuck buddy’s house today because she knows it will make him super hard. Sure enough, upon seeing her legs…
Takaki Hijiriryo just got out of the nail salon, and she’s finally all ready for her big night at the hotel with her new male friend. She’s excited to meet…
The petite stepdaughter was sent by her stepmother to get her stepfather home. Stepfather’s cousins are dirty-minded filthy dicks and want to fuck all the time. It all started with…
Sarah Vandella is a real sex freak who can find pleasure in getting any part of her body fucked by a thick dick. She’s already got a butt-plug buried in…
Emily Addison is doing her regular workout at the gym, she’s dressed in full lingerie and heels… just another normal day! Emily is glowing with sweat, the beads drip down…
Everyone loves a great cosplay scene, and Digital Playground is no different! Six girls, four scenes, and all of the colorful costumes and wigs that you could ask for. Indulge…
Jennifer Jade is spring cleaning her house when she discovers her husband’s stash of pornographic magazines! Shocked, Jennifer decides to flip through the pictures, where she sees some sexy poses…
Alektra Blue and Keiran Lee have worked together for a while now, and they’ve been flirting since day one. It’s a little awkward, but the fact is, neither one has…
Teena puts on her little kitty collar and her wristband because she knows that they are good early warning devices. She is obviously afraid that Brandon Iron is going to…
Jmac and his wife are just trying to enjoy a quiet day in the backyard, but their neighbor, Rachel Starr, is constantly blasting her music! Following his wife’s orders, Jmac…
When she started cleaning up Mr. Maxwell’s lavish home, AJ Applegate never imagined the heat he was packing. But that all changed the day she walked into the bathroom and…
Kylee King’s got one bulbous backside and she really knows how to rock it! She’s not bad in the cock-suckin’ department either. We’ve slapped some high-boots on this little ass…
Dr. Maxwell has his hands full with a big tittied patient named Ivy. She loves getting felt up by the doc, but they’re soon interrupted by Dr. Alexander. She and…
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.
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…
Jessy has been laid up in the hospital for weeks with two broken arms. Unable to jerk off, he’s desperate for some relief. After inspecting his throbbing problem Dr. Ventura…
Jesse Jones isn’t much of a robot lover, but even he can’t help but grab Robo Audrey Bitoni’s ass during a museum tour! Unfortunately that’ll land him in jail, ready…
Just my luck, this gorgeous red head with an amazing rack needs a lift. She’s got an incredible body, and she’s one horny bloke! Watch her lick her sexy nipples…
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….
Karmen Karma and Sabina Rouge are rival strippers slated to perform for a high valued client. He’s rented out the entire club for a very special and private performance. Once…
