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…
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…
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…
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…
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…
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!…
“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…
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…
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,…
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…
