Jack’s POV 12 With its unique camera work, Jack’s POV 12 brings you into the action and doesn’t loosen its grip until you’re completely drained. Jack’s POV 12 puts you…

Real Girls Uncensored You don’t know Jack until you’ve seen through his eyes. Don’t miss this all-star cast that includes Hannah Harper, Lacey Maguire, Annette Schwarz, Rachel Roxxx & Britney…

Jack’s POV 10 Don’t miss Digital Playground’s Exclusive Contract Stars, Teagan Presley and Jana Cova in a very personal, off the hook sexual experience. All the screamin’ hot sex in…

Ride The Curves With Reckless Abandon 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…

Real girls uncensored. 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…

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: 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…

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…

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…

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…

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…

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…

Teenlicious There’s nothing more delicious than the dripping clear morning dew on fresh barely fucked teen pussy. The fountain of youth is literally a liquid from a youthful teen. The…

Teen America: Mission #8 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…

Teen America: Mission #4 Jack’s at it again with Jack’s Teen America Mission #4. This time, it`s even kinkier than before. Jack’s checklist: Backdoor Bonanza, Whip the Pony, Racquetball Rectal,…

Teen America: Mission #14 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…

Teagan Video Nasty Celeste showcases her love of steamy sexy filth in her latest, Teagan: Video Nasty 5. Stars Teagan Presley and Jenna Haze establish the tone for the filthy,…

The best “A” girl ever. Teagan: All-American Girl is a heartwarming tribute to youth, with slow, steamy glances at innocent rites of passage. Watch a beautiful young cast as they…

Extra credit never felt so good. Everyone remembers their academic life; textbooks, homework, detention, lube, dildos…another typical day at Filmore Bush Academy, where Sex-Ed is a hands-on class. Digital Playground’s…

She’s busted. Angie is a girl seeking pleasure in her work, ready to use her best features to draw thick membered, horny men right into her delicious plan. She’s adventurous…

Let The Party Begin The gorgeous Riley Steele plays a naughty game on her new roommates. By acting like she and her sexy stud are hot for swinging with other…

Check in for a good time. Chad White and Jesse Jane are getting married in a few months, and they both have some reservations. After a long talk, they put…

BiBi wants to try something new. BiBi Jones’ boyfriend, Bill Bailey has had a taste of the good life for too long. He wakes up every day to bang the…

Once she logs on, you’ll never want to log off. Once she logs on, you’ll never want to log off. Gorgeous and sinful Stoya slips under the spell of lust,…

Stoya Video Nasty Stoya makes crazy-sex in three scintillating scenes in Digital Playground’s third installment of Video Nasty. She proves her pure deliciousness in a sexually charged three-way with Alektra…

Stoya Scream Visionary director Celeste takes viewers on a pulse pounding journey of sex and fear featuring Stoya, 2008’s Best New Starlet. Stoya: Scream is set in another era, 6…

Stoya Perfect Picture Stoya Perfect Picture is an expression of Stoya’s exploration of love by Digital Playground’s celebrated director Celeste. Contract star Stoya takes on life’s trials and tribulations with…

Sticky Sweet Internationally acclaimed and multi-award winning director, Robby D. offers fans a raw and unapologetic tribute to the kind of hardcore sex that will keep minds racing at night….

Stoya always gets her man. The series featuring your favorite bone-jumping bounty hunters is back! Stoya is the featured fugitive seeker that’s vowed to always get her man. Mr. Pete…

You jump bail, they jump your bones. Jesse Jane and Riley Steele are still running and gunning in a wild ride of adventure that keeps them hot and wet. As…

Shay Jordan Video Nasty Digital Playground’s brand new Video Nasty Series ups the style bar, and adds harder and filthier sex to the equation. There are more bodies in every…

Shay Jordan: Slippage From the deviant mind of Digital Playground’s director Celeste comes Shay Jordan: Slippage. Full of tight ropes, delicious tease, and wet pussies, Shay Jordan: Slippage stars Digital…

Shay Jordan’s Juice Director Celeste showcases the stunning Shay Jordan at her juiciest best. Shay Jordan Juice is an amalgam of a dizzying frenzy of tantalizing flesh and mouthwatering fucks….