Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. In volume 3 of this delicious show,…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features the lovely and sweet Gianna in a tempestuous fuck scene with…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features the lovely and sweet Gianna in a tempestuous fuck scene with…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features the lovely and sweet Gianna in a tempestuous fuck scene with…

Shot entirely on HD, Teagan: Sexual Freak 2 features Teagan Presley in perfect splendor and original, real-time audio. She maintains full control as she dominates and seduces her eager lover….

Shot entirely on HD, Teagan: Sexual Freak 2 features Teagan Presley in perfect splendor and original, real-time audio. She maintains full control as she dominates and seduces her eager lover….

Shot entirely on HD, Teagan: Sexual Freak 2 features Teagan Presley in perfect splendor and original, real-time audio. She maintains full control as she dominates and seduces her eager lover….

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…

Shot entirely on HD, Teagan’s Juice features Teagan Presley in 6 lascivious scenes. Rich with innuendo, Celeste uses ripe fruits and juices intertwined with passionate sex in each seductive scene….

Shot entirely on HD, Teagan’s Juice features Teagan Presley in 6 lascivious scenes. Rich with innuendo, Celeste uses ripe fruits and juices intertwined with passionate sex in each seductive scene….

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…

Master Robby D. delivers more hot pussy pounding and intense orgasmic blow jobs. This time he turns his attention to some sexy ass mothers we’d all like to fuck. Some…

Master Robby D. delivers more hot pussy pounding and intense orgasmic blow jobs. This time he turns his attention to some sexy ass mothers we’d all like to fuck. Some…

Jack’s Playground 33, features Digital Playground’s one and only insatiable and sexy Devon. She’s eager to make the music video cut and demonstrates her distinct talents on Scott Nails’ throbbing…

In “Way of the Dragon,” director Celeste takes you on a surreal journey through a sensual dreamscape of Asian torture sex.

In “Way of the Dragon,” director Celeste takes you on a surreal journey through a sensual dreamscape of Asian torture sex.

Shot entirely on HD, Shay: Sexual Freak 3 features Digital Playground’s newest contract star, the lovely Shay Jordan, in a plethora of deviant and mischievous erotic play. Sexual Freak 3…

“Hush” features Jesse Jane® and Shay Jordan, two of Digital Playground’s hottest babes, alongside an amazingly gorgeous, all-star cast in well over 2 hours of hot erotic exploits. With a…

“Hush” features Jesse Jane® and Shay Jordan, two of Digital Playground’s hottest babes, alongside an amazingly gorgeous, all-star cast in well over 2 hours of hot erotic exploits. With a…

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…

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…

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…

In Tryst, director Celeste delves into the NY fetish scene, featuring Sophia Santi in 6 full scenes and her first interracial violation. Also starring Faith, Gia Paloma, Clara G., Neveah,…

In Tryst, director Celeste delves into the NY fetish scene, featuring Sophia Santi in 6 full scenes and her first interracial violation. Also starring Faith, Gia Paloma, Clara G., Neveah,…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

With five lovely ladies competing for the same title, it’s a tight race to the finish and Tiffany is off to a succulent start. She charms the judges and Scott…

With five lovely ladies competing for the same title, it’s a tight race to the finish and Tiffany is off to a succulent start. She charms the judges and Scott…

Shay: All-American Girl is a heartwarming and sexy tribute to youth growing up in America. Scott presents Shay with a lovely birthday cake, only to have his cock dipped in…

Shay: All-American Girl is a heartwarming and sexy tribute to youth growing up in America. Scott presents Shay with a lovely birthday cake, only to have his cock dipped in…

Jana Cova is a sexual freak and she wants you to watch. The oh-so-lovely Carli Banks fills her up perfectly in this superbly erotic fuck film. For the first time…

Jana Cova is a sexual freak and she wants you to watch. The oh-so-lovely Carli Banks fills her up perfectly in this superbly erotic fuck film. For the first time…

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…

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…

Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful butts. They bounce, they roll and they shake and Jack finds pleasure deep…

With six lovely ladies competing for the same title, it’s a tight race to the finish and Digital Playground contract stars, Jana Cova and Lacie Heart, are off to a…

“Jesse Jane: Image” explores the famous and undeniably sexy image of Digital Playground superstar, Jesse Jane®. Her playful fantasies are fulfilled in 4 amazingly provocative scenes. Watch Rick Patrick give…

“Jesse Jane: Image” explores the famous and undeniably sexy image of Digital Playground superstar, Jesse Jane®. Her playful fantasies are fulfilled in 4 amazingly provocative scenes. Watch Rick Patrick give…

Deeper 4 is a playfully erotic and sinfully fun tribute to Digital Playground’s delightfully fresh Shay Jordan. She is showcased in a multitude of flesh fantasies and she delivers amazingly…

Deeper 4 is a playfully erotic and sinfully fun tribute to Digital Playground’s delightfully fresh Shay Jordan. She is showcased in a multitude of flesh fantasies and she delivers amazingly…