The Comedy is in the Commentary 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…

Jack’s MILF Show Master Robby D. delivers more hot pussy pounding and intense orgasmic blow jobs. This time he turns his attention to some sexy ass mothers we’d all like…

Jack’s Playground: Leg Show 4 The camera starts at her petite ankle and slowly travels up the milky skin of her calve and around her toned hamstring on a journey…

Jack’s Playground: Big Ass Show 9 Jack’s busy in his playground casting big-ass babes for leading roles in his “music videos”. This time he gets Alexis Texas and Shyla Stylez…

A FantASStic Show Jack’s Big Ass Show is back with another episode, and although Jack isn’t getting anything once again it seems like where ever he goes there’s girls with…

Jack’s Playground: Big Ass Show 4 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…

Jack’s Playground: Big Ass Show 2 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….

“Eastside Connection” Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried…

Jack’s Playground: Asian Adventure 4 Digital Playground’s Asian sensation, Shay Jordan is back for more… with a cast of eager-to-please, exotic nymphs, Jack’s Playground: Asian Adventure 4 will surely satiate…

Jack’s Asian Adventure 2 Always A Happee Ending! You like partay?’Playful, powerful and supremely sexual – a revolutionary sex comedy. . . One of the most original series in years!…

Icon Celeste’s Icon features an amazingly beautiful, all-star cast in some of the hardest scenes they’ve ever shot. Digital Playground’s contract superstar, Teagan Presley leads the way, down a revealing…

Do you believe in the power of hypnosis? Seductive Selena Rose does! As a recent graduate of Mick Blue`s hypnotherapy class, she is convinced by Mick that she has the…

Hush Hush features Jesse Jane and Shay Jordan, two of Digital Playground’s hottest babes, alongside an amazingly gorgeous, all-star cast in well over 2 hours of hot erotic exploits. With…

Hot Rod For Sinners Set in the days of 50’s pin up stars, Jesse and Jana get down and dirty while they get you off in Celeste’s greatest masterpiece to…

Lust is in the eye of the beholder. The power of love can survive anything, except the spell of a very off and mysterious watch that latches itself on to…

Her deepest desires. Seductress Jesse Jane sizzles with desire as a woman on the verge of marriage, haunted by a mysterious engagement gift. Overcome by explicit visions of naughty past…

You can never escape your past or your future. Sexy, seductive Riley Steele discovers a weak link in her marriage as perverted visions and dreams continue to haunt her, even…

When lust becomes an addiction Stoya thought house sitting would be a great get away from her ex-boyfriend Erik Everhard. But when Erik follows her to a new location, he’s…

The bad girls are in charge. Vicki Chase and Riley Reid hook up with guys at work. After Vicki’s sex session with James Deen, the girls get busted for their…

Out with the old, in with the new. Kayden Kross is every man’s dream girl. So, when the stunningly beautiful babe is left by her knuckle headed boyfriend, the super…

She never imagined anything so deep. Sultry Kayden Kross hungrily devours the new hung studs she comes upon, in desperation for sexual healing since her marriage to bad boy Erik…

A dose of your own medicine. Naughty BiBi Jones is on The Pill. It’s not the little blue pill; it’s not the pill to prevent conception either. She’s volunteered her…

This Time It’s Personal. AVN Top 500 2005 AVN Award Winner for Best Film 2005 AVN Award Winner for Best Director 2005 AVN Award Winner for Best Actor 2005 AVN…