Jack’s POV 16 All the screaming 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 POV Playground,…

Jack’s POV 14 With its unique camera work, Jack’s POV 14 brings you into the action and doesn’t loosen its grip until you’re completely drained. Jack’s POV 14, starring Digital…

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…

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…

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!…

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…

Tryst In Tryst, director Celeste delves into the NY fetish scene, featuring Sophia Santi in 6 full scenes and her first interracial violation. Also starring Faith, Gia Paloma, Clara G.,…

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…

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…

Full Moon. New Pussy. After a woman was found dead with the majority of her body eaten, Detectives Lucas and Ford are on the case to stop the killer before…

Temptation finds Riley Riley Steele is Manuel Ferrera’s girlfriend…who may not be his for long after he loses a bet and has to change girlfriends with his buddy, Erik Everhard….

Teagan Is Back 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…

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 #3 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 #23 Jack knows ambitious chicks will do anything to win first place in a beauty pageant. Jack’s Teen America: Mission #23 features Jack and his crew interviewing…

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…

Teen America: Mission #13 Five horny teens. 2 sound guys with equipment. 1 contest. 1 winner. Sound familiar? It is. It’s Jack’s Teen America. Put it in and cast your…

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…

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…

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…

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…