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…

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 Robby finds pleasure deep…

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,…

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…

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,…

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…

Jack’s casting again! This time he’s looking for leg models… sexy, leggy vixens who want to be in fresh, up and coming music videos. In the first volume, Digital Playgrond’s…

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…

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…

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…

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…

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…

There’s no waiting in this foyer. Dana and her man can’t hold back their carnal urges in this passionate dismissal of patience.

After getting a call to hurry right over, Brooklyn’s gentleman caller let himself in to take her right to bed. After pulling her hair aside to kiss her on the…

Jack’s Playground 34 features Digital Playground’s exotic contract superstar, Katsumi. She’s a panty hose model by trade but she’s eager to make the switch to music video queen. She demonstrates…

Jack’s Playground 34 features Digital Playground’s exotic contract superstar, Katsumi. She’s a panty hose model by trade but she’s eager to make the switch to music video queen. She demonstrates…

In their secluded mountain-top villa, Chanel and her man share a passionate romp, hitting all the peaks.

Matt Ice thought he had the perfect Valentine’s Day surprise worked out for his girlfriend Anissa, a thoughtful gift of jewelry and a night of romance. But Anissa had something…

Pacing in front of her empty easel, Russian artist Ani Blackfox is feeling totally uninspired, until she invites Morgan Rodriguez to pose for her. In the presence of such a…

A storm may be brewing outside, but a hurricane is ravaging the bedroom in this intense couples scene.

Athena believes herself to be a widow after the army informed her that her husband was lost in action after a mission went awry. Months, years go by and Athena…

Alessandra cheated on her girlfriend Amber and got caught. What follows is glimpse into what happens when two fiery women (who aren’t ready to let go of each other), let…

Alexa and Robby are moving in to their new house, and once Alexa has the bedroom unpacked, this saucy beauty decides it’s time to christen their new home! Robbie can’t…

Aislin and Vicky are roommates, but secretly hope they can become something more. When she sees Vicky showering, Aislin is overcome with desire to peek. Aislin gets a glimpse of…

What happens when you find yourself a woman who knows what she wants and won’t accept anything less? You give it to her, and you give it to her exactly…

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Jackie celebrates her triumph with Misty Stone, but is interrupted by DA Jackson when she demands that Jackie turn herself in by midnight or else.

The new leader of the Eastsiders gang shows up and SOA’s Jessie gives him a welcome he won’t forget. After discovering Adam’s dead body, the DA Jackson now has no…

From the visionary Writer/Director Joone, come the long awaited and highly anticipated sequel to Digital Playground’s “Pirates”. Superstar Jesse Jane® returns as the irresistible Jules – the seductive pirate hunter…