Valentine’s Day is around the corner and the boss has a secret admirer. This admirer has been leaving roses, notes, and even masturbating on his desk! After countless days, his…

International spy agency, CRISIS, ran by Maxine and her promiscuous alcoholic son, Stryker, save the world with one secret mission at a time. The team consists of sexy secret spy,…

We let our sweet and slutty DP Star, Eva Lovia, roam the city but we didn’t know she would flash and shake her goodies for everyone to see! She’s horny…

“Deeper 2” is an intense sexual experience. Shot with all the magic, artistry and design of Digital Playground’s “Erotique” series while still encompassing all of the hot passion and sound…

“Deeper 2” is an intense sexual experience. Shot with all the magic, artistry and design of Digital Playground’s “Erotique” series while still encompassing all of the hot passion and sound…

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 2 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 2 of this delicious show,…

In “Jesse Jane: Sexual Freak,” Jesse Jane® is at an all time high. Her insatiable lust and her pure power are exploited and showcased under Robby’s artful direction. Watch her…

“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…

“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…

With five lovely ladies competing for the same title, which girl will take the honors? Will Brooke or Jamie get to deliver their acceptance speech? Did Jack vote for one…

With five lovely ladies competing for the same title, which girl will take the honors? Will Brooke or Jamie get to deliver their acceptance speech? Did Jack vote for one…

With five lovely ladies competing for the same title, which girl will take the honors? Will Brooke or Jamie get to deliver their acceptance speech? Did Jack vote for one…

Jack’s busy in his playground casting big-ass babes for leading roles in his yet-to-be-seen music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck and some…

Jack’s busy in his playground casting big-ass babes for leading roles in his yet-to-be-seen music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck and some…

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 new POV Playground, YOU will…

Jack’s at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck, some masturbate but they…

Jack’s at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck, some masturbate but they…

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….

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 new POV Playground, YOU will…

Jack’s at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck, some masturbate but they…

Welcome to sexy Romi Rain’s crib! She’s a walking sex kitten who’s horny all the time. One quick tour around her home leads to a special tour of her amazing…

In “Jesse Jane: Sexual Freak,” Jesse Jane® is at an all time high. Her insatiable lust and her pure power are exploited and showcased under Robby’s artful direction. Watch her…

In “Jesse Jane: Sexual Freak,” Jesse Jane® is at an all time high. Her insatiable lust and her pure power are exploited and showcased under Robby’s artful direction. Watch her…

“Peek: Diary of a Voyeur” is a breathtaking, erotic glimpse into the sexual lives of some very pretty and very perverse players. Through the telescope, you will see the genuine…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 5 features the amazing and oh-so-beautiful Jana Cova in two delicious scenes, plus…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 5 features the amazing and oh-so-beautiful Jana Cova in two delicious scenes, plus…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 5 features the amazing and oh-so-beautiful Jana Cova in two delicious scenes, plus…

Keiran’s just enjoying a nice day hiking in the wilderness, when he catches a sexy Peta soaking up the rays off the trail.

Kieran is making plans to see his Dad for dinner later that night to meet his new stepmom for the first time. Meanwhile, Kieran goes up on MILFTracker.com to find…