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: 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!…

Jesse Jane Heat Jesse Jane – Heat is an outstanding vehicle for superstar of sex and screen, Jesse Jane, to shed all her inhibitions and throw herself completely into a…

You Don’t Know Jack Until You’ve Seen Through His Eyes. All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for…

You Don’t Know Jack Until You’ve Seen Through His Eyes. All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for…

Jack’s POV 9 Don’t miss Digital Playground’s exclusive contract star, Stoya in her debut boy/girl scene. Jack’s POV 9 is off the hook sex! All the screamin’ hot sex in…

Jack’s POV 15 With its unique camera work, Jack’s POV 15 brings you into the action and doesn’t loosen its grip until you’re completely drained. Jack’s POV 15, features Digital…

The things she teaches the boys are scandal. As a college tutor Jesse Jane has put her porno past behind her. But when student Erik Everhard finds out about Jesse’s…

Passport This day and age, to really get a bigger perspective of things, you need a passport. Sometimes those exotic international trips have consequences, though. Aletta Ocean’s trip to a…

Hotter, more intensive care. 2-DVD Set The naughty nurses are at it again. Dr. Ben English has a hard enough time keeping his badly behaved staff in line. The added…

Do you know who she’s with when you’re not home? Jesse Jane and Monique Alexander share an apartment, but Monique Alexander has a secret sex life. Jesse Jane is the…

New Dad In Town Sexy Riley Steele is a horny girl with deep sexual fantasies of getting it on with an older man equipped with a big, throbbing cock. When…

Jesse Jane Playful When times are tough, you can’t help but wonder if all the hassle in life is really worth it. You work so hard for everything, forgetting how…

Mineshaft Convicts Erik Everhard and James Deen escape from jail and enter a gold mining camp, which just happens to employ two sexy parolees, Missy Martinez, and Allie Haze. Their…

Girls Just Want To Have Fun Raven Alexis arrives in the land of opportunity to escape from an abusive lover. Her innocence and girl-next-door looks are only a disguise as…

Jesse Jane Dirty Movies When Jesse has plans to leave the house for a few days, Manuel invites the boys over to view a few secret videotapes. Mick offers a…

Janie Summers Private Lessons Director Robby D. is back, and this time he’s introducing us to Janie Summers, the new newest addition to the Digital Playground beauties. Janie and her…

It’s not about love anymore… Katsuni: Opened Up begins with a timid Katsuni in bed, but viewers quickly receive a lengthy and up-close scene of Charles and Scott taking turns…

She’ll suck you dry. Gorgeous tease, Kayden Kross, is a restless and horny lady, satisfying her sexual needs beyond what her handsome husband, Marcus London, can handle by hiring hot…

Once you’re in, there’s no turning back. Naughty fetishes came to life as gorgeous Riley Steele? explores the kinky side of sexual pleasure. Erik Everhard loves to sniff the sweet…

Getting caught in a seductive love game always leaves her wanting more. When threatened with losing her man to a sexy and seductive stripper in town, Angelina Armani finds herself…

Sex Sells Manuel Ferrara is the owner of La Boutique, an erotic, but small, lingerie shop that’s having a rough time turning a profit. His fiance and business partner, Tasha…

A Fun And Sexy Series That Tries Really Hard To Fit In The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 11…

Raising Your Temperature is Their Specialty. From the studio that brought you blockbusters “Babysitters” & “Cheerleaders”, Digital Playground presents its 3rd installment of the hit vocation series. The sexy nurses…

Jack Attack Vol. 5 Beautiful women get fucked in the most sensual and lustful way possible. The rules are changed. Worlds are rocked. Desks are defiled and it doesn’t make…

DVD & Blu-ray Combo pack Seeking refuge from a crumbling marriage, Kayden Kross finds comfort in her fantasies. Those fantasies slowly transform into reality when Kayden finds the passion that…

The one and only Raven Alexis What happens when you mix a room full of beautiful people who are all complete nymphomaniacs trying to hold themselves back? Nymphomaniac Watch and…

Jesse Jane Reckless Jesse Jane has been a very naughty girl and she must be punished, along with several other naughty hotties. Come and watch as these girls get exactly…

Save the best for last. In the ninth installment of Jack’s Big Tit Show, Jack is on the hunt for big, beautiful boobies, using his trusty music video ploy to…

The One and Only Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. There’s more than…