The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 6 features the amazing anal queen, Delilah Strong in a butt scene with…

Rising star, Xander Corvus and his buddies’ are living it up in Hollywood! His acting career is booming and he’s taking his friends along for the ride. Having caught the…

Blonde model Aspen Celeste isn’t just smoking hot, she’s also hot while she’s smoking! Aspen gets naked by the pool and she puffs on her vape, then wraps her lips…

“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…

Jenna Foxx’s workout under the watchful eye of trainer Alex Legend is making this ebony beauty’s muscles sore. Alex suggests a deep-tissue massage to help Jenna release the tension, and…

“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…

When Ember Snow started seeing her sugar daddy, Brad Newman, she had no idea their encounters would be so satisfying. The petite, Asian teen dresses in black lingerie and a…

“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…

Jessa Blue has fixed her man, Damon Dice, a home-cooked breakfast, but not even the smell of bacon tempts him out of bed as fast as the sight of her…

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…

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…

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…

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…

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…

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…

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…

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…

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…

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…

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…

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…

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…

Digital Playground’s sexy and elusive contract star, Sophia Santi plays a sex-inspired mademoiselle in this lofty production by Robby D. Sophia appears in various states of undress and desire as…

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…

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…

Digital Playground’s sexy and elusive contract star, Sophia Santi plays a sex-inspired mademoiselle in this lofty production by Robby D. Sophia appears in various states of undress and desire as…

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…

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…

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,…

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…

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,…

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…

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…

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…