Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. There’s more than a mouthful, more than…

Deeper 5 is a playfully sexual tribute to Digital Playground’s perfect, all natural Goddess, Jana Cova. She captivates the screen in a multitude of scenes including kinky anal play with…

Hothead Xander Corvus is at Dr. Lacy Lennon’s office because he has control issues. Xander can’t seem to let things go and redheaded Lacy is there to teach him better!…

Cute, young couple Mary Rock and Josh are hanging out and watching a movie. Meanwhile, Mary’s sexy stepmother, Nikky Thorne, is soaking her gorgeous body in a warm bath. When…

In Part 3 of Participant Observation, Evelyn Claire receives a mysterious text from Sabina, all the message contains is an address and time. Beautiful Evelyn contemplates but then decides what’s…

Whether it’s a boyfriend or a professional, every woman deserves the loving touch of a partner who knows how to caress her curves and rub away all the tension in…

Alexis Tae is missing her man Small Hands, who had to leave for a business trip. But just because Small Hands is out of town, doesn’t mean he stops doing…

Digital Playground’s Katsuni was the inspiration for this passionate film. Written and directed by Celeste, Minx is based entirely around Katsuni’s own dominant sexual persona and many fantasies she dreamt…

The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 10 is over 2 hours and features Stoya in a brand-new, amazingly ass-a-liscious…

Shot entirely on HD, Jack’s Teen America 21 features Digital Playground’s lovely contract star, Lacie Heart in a slam-min’ romp with Scott Nails, Poppy Morgan & Renae Cruz in decadent…

Deeper 9 takes you on a journey, deep inside Adrianna Lynn. This block-buster star vehicle showcases her debut perform-ances with the studio. Adrianna captivates the screen in two breath-taking sensational…

Don’t miss Digital Playground’s Exclusive Contract Stars, Teagan Presley and Jana Cova in a very personal, off the hook sexual experience! All the screamin’ hot sex in Digital Playground’s award…

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…

Enjoy Digital Playground contract star Shay Jordan in this wonderful and sexy horror spoof. Set in another era, 6 erotic stories unfold in an eerie mansion. It’s delightfully wicked and…

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…

“Naked Aces 2” stars Jesse Jane® and is a luscious tribute to powerful, sexy women. The A-list cast are frocked in revealing velvet bikinis and sport an arsenal of weaponry….

A dizzying frenzy of tantalizing flesh and mouthwatering fucks, starring Digital Playground’s contract superstar, Sophia Santi. Rich with innuendo, director Celeste uses ripe fruits and juices intertwined with passionate sex…

Deeper 5 is a playfully sexual tribute to Digital Playground’s perfect, all natural Goddess, Jana Cova. She captivates the screen in a multitude of scenes including kinky anal play with…

Gorgeous Sofi Ryan is an employee at a very special kind of massage parlor, and she loves every minute of it! On days that dark-haired Sofi doesn’t work, she craves…

Stunning Alyssia Kent and Gerson Denny get soaked from the rain and have to take shelter inside. Amazing Alyssia’s white tank top gets sheer from the rain, Gerson can’t take…

Perky and petite Gina Gerson returns home from her morning job, out of breath and sweaty. After a quick sip of water in the kitchen, she heads upstairs to take…

Rich bitch Abella Danger comes home to find lowly commoner Small Hands measuring her floor. Small Hands tries to introduce himself to the home owner, but she brushes him off,…

When Alberto Blanco moves to a new town, the stunning Julia De Lucia carries out a neighborhood tradition: giving a gift to the newcomer: a beautiful homemade pie.When she drops…

Digital Playground’s Katsuni was the inspiration for this passionate film. Written and directed by Celeste, Minx is based entirely around Katsuni’s own dominant sexual persona and many fantasies she dreamt…

The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 10 is over 2 hours and features Stoya in a brand-new, amazingly ass-a-liscious…

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….

Deeper 9 takes you on a journey, deep inside Adrianna Lynn. This block-buster star vehicle showcases her debut perform-ances with the studio. Adrianna captivates the screen in two breath-taking sensational…

Don’t miss Digital Playground’s Exclusive Contract Stars, Teagan Presley and Jana Cova in a very personal, off the hook sexual experience! All the screamin’ hot sex in Digital Playground’s award…

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…

Enjoy Digital Playground contract star Shay Jordan in this wonderful and sexy horror spoof. Set in another era, 6 erotic stories unfold in an eerie mansion. It’s delightfully wicked and…

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…

“Naked Aces 2” stars Jesse Jane® and is a luscious tribute to powerful, sexy women. The A-list cast are frocked in revealing velvet bikinis and sport an arsenal of weaponry….

A dizzying frenzy of tantalizing flesh and mouthwatering fucks, starring Digital Playground’s contract superstar, Sophia Santi. Rich with innuendo, director Celeste uses ripe fruits and juices intertwined with passionate sex…

Deeper 5 is a playfully sexual tribute to Digital Playground’s perfect, all natural Goddess, Jana Cova. She captivates the screen in a multitude of scenes including kinky anal play with…

Amazing couple Valentina Nappi and Alberto Blanco are having some fun in the bathroom on a Sunday morning. Alberto has agreed to let adorable Valentina shave his face, and dark-haired…

Blonde Alessandra Jane is the housemaid to Danny D and his wife but she’s unsure if they even know she exists. Gorgeous Alessandra moves through the house unnoticed, even when…

After moving to a brand new city all alone, Scarlit Scandal finds that there are some things a new adventure just doesn’t cure–her raging sex drive. All alone in her…

After a night of heartwarming cuddling, Angela White and Kyle Mason wake up in each other’s arms to greet a warm sunny day. Kyle heads to the shower, and Angela…

As the night wears on Olive Glass is ready to take down the tempo. Nothing relaxes her more than a slow ride on Michael Vegas’ hard cock. It’s almost dawn…

Digital Playground’s Katsuni was the inspiration for this passionate film. Written and directed by Celeste, Minx is based entirely around Katsuni’s own dominant sexual persona and many fantasies she dreamt…