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…
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….
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….
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….
Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Jesse Jane®. She fucks Ben English every which way in true gonzo…
Naked Aces 5 is the debut film for Digital Playground’s brand new, ultra-hot contract girl, Riley Steele, and she shows the world her pure star power in a passionate, almost…
Directed by Celeste, Shay Jordan Lust is all about desire and succumbing to carnal pleasures. It features Digital Play-ground”s lovely Eurasian, SHAY JORDAN in three scenes, and one of them…
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…
Jack is really busy casting for music videos and he’s scored some super fine ass for volume 38. Digital Playground’s amazing contract super stars Teagan Presley and Lacie Heart join…
Don’t miss this all-star cast that includes Hannah Harper, Lacey Maguire, Annette Schwarz, Rachel Roxxx & Britney Stevens in a very personal, off the hook sexual experience! All the screamin’…
Don’t miss this all-star cast that includes Hannah Harper, Lacey Maguire, Annette Schwarz, Rachel Roxxx & Britney Stevens in a very personal, off the hook sexual experience! All the screamin’…
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…
Who wouldn’t love to be Luna Star’s roommate? Hot as sin in her fishnet bodysuit, stiletto heels and with her makeup on point, this Latina bombshell has made it extra…
Lily Glee has a date tonight, and she has not idea what she should wear. Luckily, she can ask her roommate, Tyler Nixon, for his opinions. She shows him her…
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…
Amazing Paige Owens has been working for the company for a while and has decided that she’s going to fuck her boss, Ryan McLane. The only problem, Ryan doesn’t seem…
Raven haired bombshell Loren Minardi deserves only the finest of everything. What better way to begin a day in her life of luxury than with a hot bath? Loren peels…
Gorgeous Arya Fae is on a date with Ryan Mclane and can’t wait to show him her place. They two are touching and flirting, they can’t wait to get inside!…
Goddess Tina Kay is lounging in the pool and sucking on a long, stiff frozen treat. Sexy Tina has made herself sticky, so she uses the warm water to drench…
Young Bella Elise Rose is at one of her parents boring dinner parties when something in the room catches her eye. Ryan Mclane is the manager of the catering service…
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…
With five lovely ladies competing for the same title, it’s a tight race to the finish and Bree 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 Bree is off to a succulent start. She charms the judges and Scott…
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 butts. They bounce, they roll and they shake and Robby finds pleasure deep…
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…
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…
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…
From the studio that brought you blockbusters “Babysitters” & “Cheerleaders”, Digital Playground presents its 3rd installment of the hit vocation series! The sexy nurses of Coos County General Hospital are…
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…
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…
Emily Willis is a bratty, trust fund beauty who is vacationing in a Spanish Villa run by its manager, Danny D. Petite Emily is making Danny’s life a living nightmare…
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 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…
“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…
“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…
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,…
