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…
Emily Blake is feeling naughty one night and surprises her husband with her new lace lingerie, but yet again he’s too tired to fuck! When it sounds like someone’s entered…
Seductive Janice Griffith visits her boss’ mansion because he has a new career path for her. He’s willing to offer multiple sex positions that will forever change her life with…
Danny D has registered for the ZZ Marathon of Hump, hoping to raise money for those suffering from sexual deprivation. The Marathon of Hump, however, is something Danny could never…
Big sharp nails and a tiny top hat are things this little Asian cutie wears with pride. Her favorite part of the whole experience is eating the cum out of…
Insanely sexy La Sirena is video chatting with her boyfriend – he’s away on business and La Sirena likes to remind him what he’s missing! Curly-haired La Sirena’s boyfriend has…
Keiran Lee has somehow found himself at the doorstep of a cult, courtesy of his best friend. Now there’s crazy, and then there’s cult crazy, but there’s something different about…
Veronica is very happy with the work her babysitter Chad is doing. It’s pay day and she decides to properly thank him by leaving a tip, and taking a tip…
Digital Playground’s best selling Sexual Freak line is proud to offer up Audrey Bitoni in all of her gorgeous, freaky splendor. This exotic brunette delivers her best performances to date…
Klaudia Hot’s boss has been waiting on a package delivery all day, and as the hours go by, he just keeps getting more and more upset. Finally he takes off…
Jenna isn’t very experienced when it comes to guys. Luckily she’s BFFs with Lexi, who is more than happy to help her practice kissing. After some soft kisses Lexi wants…
Alice Judge meets her new intern, Danny D, and she’s delighted by the sight of her potential new office boy toy. Danny, however, is all business, and doesn’t even notice…
When a student catches his two sexiest teachers hooking up, he knows he’s in trouble. The two horny babes are in the mood for discipline, but not the kind he’s…
Charles called Brianna into his office to let her know she wasn’t wanted anymore. This seemed to infuriate Brianna, she demanded to know why she was being fired. Charles let…
Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…
Serenity Haze is only eighteen and still isn’t sure what she wants to do with her life, but she couldn’t down this great offer, and once she saw the dude…
Jodie Taylor has always wanted to have an interracial lesbian experience, so she may have let Faith Love catch her masturbating in the hopes of turning her on! Well her…
Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…
Best friends Diamond Foxx and Mikayla were complaining about their husbands’ sexual performances. The discussion turned into the perfect opportunity for a wife swap. Now both Diamond and Mikayla will…
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….
Danny is the only student to show up to the new substitute teacher’s class. Everyone skipped except him, and sub Ms. Bardot is very grateful. She tells him she wants…
