“Jack’s Playground 31,” the superstar edition, stars the lovely Jana Cova in two delectable scenes, Devon in all her naked splendor and DP’s original contract star, Rocki Roads in brand…

Bride-to-be Eva and her mother-in-law have nothing in common….EXCEPT for their big wet crush on the groom’s best friend. Will Eva and her mother-in-law reconcile their differences…at least enough to…

The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 9 is over 2 hours and features Teagan Presley in a brand-new, amazingly…

For the first time in Digital Playground history, we will be hosting a nationwide search to find the next DP Star. We were accepting video submissions for the entire month…

Sarah Jessie gets the best nights rest when her boyfriend gives her a nightly fucking. Unfortunately, he’s out of town on business for a few months and Sarah can’t rest…

Jessa and Charles present their unique massager to the Spank Tank panel, but one of the judges says Jessa’s using it wrong and has to personally demonstrate the REAL function…

Cory Chase and her friend Reagan Foxx are having a chat in Cory’s home. Cory says her stepdaughter Kimmy Kimm doesn’t listen to her anymore. Reagan has the same problem…