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…
Reeling from the mysterious disappearance of their dear friend, a group of pretty bitches are haunted by cryptic text messages from someone who identifies themselves as “D”. The bitches decide…
“Deeper 3” is beautiful, erotic and cinematic homage to the greatest horror movies ever made. Starring Digital Playground’s contract superstar, Jesse Jane® in 2 twisted and mind-blowing fuck scenes, Deeper…
Teagan Erotique is an erotic feast starring Digital Playground’s Teagan Presley with Jesse Jane and Jamie Lynn, Sativa Rose, Nautica Thorn, Jayna Oso, Sandra Shine and Keri Sable. Directed by…
Megan Marx is a playful little stepsis to her stepbrother Victor Ray. When a snowstorm hits, Megan can’t contain her excitement at the snow day from school. Victor doesn’t have…
Max is having trouble concentrating on his studies and his tutor, Dee Williams, thinks she knows why. Max is just too stressed out. Dee offers to help him de-stress by…
After Tina Kay spills a mug of coffee across her laptop, she tiptoes into Raul Costa’s room. Logging onto her new stepson’s computer, she’s soon distracted by a folder labelled…
Within seconds of hearing about her friend’s morning wood, Valentina Nappi rang the doorbell in a skimpy blue outfit and black high heels. Soon she was spreading her legs, sucking…
An obsessive college student is hired by her ex-lover’s oblivious wife to babysit their young youth. Once he catches the new babysitter snooping around in the home, he and his…
The sexy Alexis Fawx is a seasoned masseuse, acting as trainer to younger massuer Will Pounder. Will is one massage away from earning his massage certification, but… uh oh, his…
Camila Costa suffered a jealous attack with her husband and caused disturbances on the street. An officer put her behind bars. However, the Colombian is such a whore that she…
Digital Playground’s contract superstar, Stoya is a sexual freak and she proves it in this erotic masterpiece. With Celeste at the helm, the Sexual Freak series has just got freakier,…
Adriana Chechik teases and captivates Scott Nails by seductively pressing up against a sheet of stretchy latex, tempting him with her tits and ass until he finally rips the sheet…
Aria Lee has a brand new phone! And she’s personalizing it with some photos of her perky little tits. But in the middle of her selfie session, boring Keiran Lee…
Forget fake IDs! The most timeless form of identification happens to be two perky breasts and some teenage pussy…these innocent club girls know how to work work work the D!
Markus’ wife decided that they needed a housekeeper to help tidy up around the house. Markus isn’t totally sure why this is necessary, but changes his mind when he sees…
The lovely Purple Bitch is using some alone time to stretch out her asshole with a big dildo and making herself gape. Her horny boyfriend starts spying on her though…
Busy executive Totti has a busy day ahead of him, but when he sees his pretty assistant Sofi walk past his office wearing an extremely tight leather miniskirt, he can’t…
Sexy Crystal Rush has joined a new workout class that prides itself on getting results. Once Crystal realizes how the class works, she’s more than game to give it her…
Determined to win a bet with his friends, Derek goes to a nightclub and tries to convince a sexy woman to fuck him, using only really cheesy pick-up lines.
Anny Aurora and her playboy lover are going to be late for the Opera. Mostly because she had to play with her pussy, fingering her sweet pink hole, while she…
Riley Reid like you have NEVER seen her before! Porn’s favorite petite cutie has CUM a long way since she first began, but she has saved her most intense desires…
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….
