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…
Don’t miss Digital Playground’s Exclusive Contract Star, Stoya in her debut boy / girl scene. Jack’s POV 9 is off the hook sex! All the screamin’ hot sex in Digital…
Brandi Love & Dee Williams are a hot duo that want to experience a steamy threesome encounter. They are some of the hottest MILFs you will see and they take…
Everybody fucks, herself including, but former super-heroine turned private eye Jessica Bones (Alex Harper) is in the business of exposing the sex that people shouldn’t be having. When a wealthy…
“Jack’s Playground 31,” the superstar edition, stars the lovely Jana Cova in two delectable scenes, Devon in all her naked splendor and DP’s original contract star, Rocki Roads in brand…
Her pussy may be able to be stretched super wide, but this beautiful little Asian girl still gets plenty of dick every day. She lets dudes see just how far…
Sara Blonde was showing off her beautiful Colombian body at a Spanish beach. She had those amazing sexy breasts and a big butt. They met with Tommy Cabrio at the…
Alexis just wants to find a nice dress that fits, but when she takes her boyfriend (Nick) along to help her pick one out, she quickly realizes he’s no help…
Young Bella Elise Rose is at one of her parents boring dinner parties when something in the room catches her eye. Ryan Mclane is the manager of the catering service…
Lusty lovers Aiden and Daisy are so in sync with each other’s desire that when the mood strikes they jump right into each other’s arms for hot lesbian sex. While…
Digital Playground’s luscious Jana Cova plays the head mistress in this kinky, fetish, Hollywood throwback. Director Celeste has created a visual and sexual feast with a super fine cast, legs,…
Penny Pax tries on her friend’s bikinis searching for the perfect fit for her big natural tits. When her friend’s boyfriend Jessy Jones walks in on her, Penny enlists his…
For his anniversary, Johnny Sins was doing his best to finish early so that he could get home and fuck his horny wife. But his slutty boss Nina Elle was…
Amanda X was unpacking at her new place when she came across her favorite vibrator and decided to rub one out. But when the batteries run out midway through her…
Violet Starr is your favorite fuck toy! She dances in her lacy lingerie and her juicy pussy shows when she spreads her gorgeous legs! She dances for the camera and…
Hailey Rose and Leana Lovings are doing some home improvements. They can’t get the paint roller off its frame, though. After struggling with the roller in a very sexual way,…
