Blu-Ray Version. The MY FIRST PORN series is a comical sex-spectacle of Jack directing his first porn movie. Volume 6 features the amazing anal queen, Delilah Strong, in a butt scene with Scott Nails that rocked the whole damn house! Next up you`ll find the lovely and sweet Riley Shy engaged in a...

Blu-Ray Version. Jack`s at it again. This time, it`s even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack`s answer to getting a f*ckin` job!

Blu-Ray Version. 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 shake and Jack finds pleasure deep between their crevices. In volume 5 of this ASS-A-LISCIOUS show, Jack shows some good judgment as he enlists Katja Ka...

Blu-Ray Version. Jack knows ambitious chicks will do anything to win first place in a beauty pageant. JACK`S TEEN AMERICA 22 features Jack and his crew interviewing lovely contestants Teagan Presley, Sasha Grey, and Adrianna Lynn to find out why they are qualified to be the next Teen America. The...

Blu-Ray Version. The MY FIRST PORN series is a comical sex-spectacle of Jack directing his first porn movie. Volume 11 is over two hours and features Shay Jordan as she`s worked into a frenzy. With juicy boy/girl romps and tons of tease and titty, MY FIRST PORN 11 has it all. Enjoy some first-cla...

Blu-Ray Version. The MY FIRST PORN series is a comical sex-spectacle of Jack directing his first porn movie. Volume 10 is over two hours and features Stoya in a brand-new, amazingly ass-a-liscious anal scene. The A-list cast includes sensational f*ck stars Sophia Santi, Kortni Kiss, Sabrina Rose,...

Blu-Ray Version. Jack`s at it again. This time, it`s even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack`s answer to getting a f*ckin` job!

Blu-Ray Version. Jacks casting again! This time hes looking for leg models... sexy, leggy vixens who want to be in fresh, up and coming music videos. In Volume 3, Digital Playgrounds contract super stars, Sophia Santi and Lacie Heart show they are PERFECT from HEAD to TOE! Join them and an all-st...

Blu-Ray Version. 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 sensational Penny Flame in a boy/girl titty f*ck that rocks the house. Kaiya Lynn lets Eric Ma...

Blu-Ray Version. Jack is really busy casting for music videos and hes scored some super fine ass for volume 38. Digital Playgrounds amazing contract super stars Teagan Presley and Lacie Heart join an all-star cast that includes blowjob maven Audrey Bitoni plus Leah Luv, Neveah, and Roxy Deville. ...

Blu-Ray Version. Jack`s at it again. This time, it`s even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack`s answer to getting a fuckin` job!

Double Contract Stars Edition! Sexy! Horny! Hot Gilrls Loves Masturbating! My Ass Will Take Boy & Toy! White Boy 'N Tha Hood! The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 8 is 3 full hours and features Digital Playground contract stars...

Blu-Ray Version. Shot entirely on HD, JACK`S TEEN AMERICA #4 features Katsuni in intimate and seductive hardcore action! The Jack`s Teen America series parodies beauty pageants and Jack`s lovely contestants all compete for the crown. They take off their clothes, they masturbate, they suck, they f...

Blu-Ray Version. This new release stars Katsumi in her panty hose with More Anal and Lots of Fun Jack TV and Fine Ass Chicks, Titty-Fucking, Cock-Sucking and Banging Their Way Into Music Video Stardom! This title is HOT HOT HOT!!!

Special Contract UnitbrbruJack's Checklist/ubrbrliShitty Shitty Bang Bang liAnal Pipe Cleaning liAnal Bubble Blowing liLee Stone Throwing liBlind Demolition liPaddle Discipline liGag and Swallow liDiapers liSwallow the Roman Soldier liDid we mention Anal?

Starring Jesse Jane! Smoking Hot Jesse Rocks Till It Rolls! 'Playful, powerful and supremely sexual - a revolutionary sex comedy... One of the most original series in years!' The New Jack Is Harder Deeper Faster Than Ever Before! Jack is really busy casting for music videos and now he'...

Blu-Ray Version. Five horny teens. Two sound guys with equipment. One contest. One winner. Sound familiar? It is. It`s JACK`S TEEN AMERICA. Put it in and cast your vote! Jack`s at it again! But this time, it`s professional... and even kinkier than before. Jack turns what he knows best into a care...

Blu-Ray Version. The MY FIRST PORN series is a comical sex-spectacle of Jack directing his first porn movie. Volume 4 rocks the house with Scott Nails and Jasmine Byrne in a Viagra induced, titillating anal scene, plus Charmane gets a bad case of Turet`s syndrome and Eric Masterson takes full adv...

Blu-Ray Version. JACK`S BIG ASS SHOW is now available in high-definition on Blu-Ray Disc with Super Fine Asses EVERYWHERE! Jacks at it again! But this time, hes focusing in on hot babes with BIG, FUN ASSES. With Digital Playgrounds contract stars, Lacie Heart and Jana Cova, its more cushion for ...

Blu-Ray Version. 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. As soon as Robby D saw a few video clips of real girls so thirsty for fame, they`d do ...

Blu-Ray Version. JACK`S PLAYGROUND #33 stars Devon in a scandalous scene with Scott Nails, plus gorgeous babes titty-f*cking, c*cksucking, and banging their way into music video stardom. This title is HOT HOT HOT!!!

Blu-Ray Version. DEEPER #4 is a playfully erotic and sinfully fun tribute to Digital Playground`s delightfully fresh contract star, Shay Jordan, who is showcased in a multitude of flesh fantasies. This title is a MUST HAVE.

Blu-Ray Version. Digital Playgrounds contract superstar, Sophia Santi, is a sexual freak and she proves it in this erotic masterpiece. With new direction and casting by Celeste, the Sexual Freak series has just got freakier, sexier, and downright nastier! The cast reveals their deepest and most e...

Blu-Ray Version. Directed by Celeste, SHAY JORDAN JUICE is a dizzying frenzy of tantalizing flesh and mouthwatering f*cks, starring Digital Playgrounds contract superstar, Shay Jordan alongside a beautiful and elite cast that includes Ruby Knox, Shawna Lenee and Eva Angelina. Rich with innuendo, ...

Blu-Ray Version. RAVEN ALEXIS DESIRES is a torrid tale of carnal passions and the envious ways they can be fulfilled. The film begins with Raven offering the virginal Faye Reagan to Manuel as his generous birthday gift. Manuel takes turns plowing Raven and Faye as they cap off the scene eagerly l...

Blu-Ray Version. NAKED ACES #2 is a luscious tribute to powerful, sexy women. The A-list cast are frocked in revealing velvet bikinis and sport an arsenal of weaponry. Digital Playground`s contract superstar, Jesse Jane, stars in a mind-blowing orgy and awesomely delicious boy / girl romp. It del...

Blu-Ray Version. Directed by Robby D., JACK`S PLAYGROUND #30 is an incredibly insatiable, sexy installment of the multi-award winning Jack`s Playground line. This Robby D. series has been named Best Gonzo Series (AVN), Best All-Sex Series (Nightmoves), and Best Comedy Series (AFWG), and that`s ju...

Blu-Ray Version. Jack`s at it again. This time, it`s even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack`s answer to getting a f*ckin` job!

Blu-Ray Version. NAKED ACES is a gorgeous tribute to powerful, sexy women. The A-list cast are wardrobed in revealing velvet bikinis and sport an arsenal oflethal weaponry. Digital Playground`s contract girl, Shay Jordan, stars in the opening scene. As she begs for c*ck, Tommy Gunn happily offers...

Blu-Ray Version. The camera starts at her petite ankle and slowly travels up the milky skin of her calf and around her toned hamstring on a journey to the pink treasure nestled between her two long legs. Welcome to JACK`S LEG SHOW 4, where leg aficionados are introduced to the slender limbs of St...

With five lovely ladies competing for the same title, it's a tight race to the finish and Tiffany is off to a succulent start. She charms the judges and Scott Nails when she swallows his entire cock, up to his balls, in a deca-dent and sloppy blow job before she lets him fuck her tight little ass...

Blu-Ray Version. Jack is really busy casting for music videos and now hes on the hunt for big, beautiful boobies. They bounce and they shake. Theres more than a mouthful, more than a handful plenty of big boobies bursting out of their bras. Forget professional... This volume is all about big, ho...

Blu-Ray Version. MY FIRST PORN is a comical sex-spectacle of Jack directing his first porn movie. In Volume 3, watch Teagan Presley doing what she does best. Add Austin Kincaid and Faith to the mix and this installment sells itself. Dont miss it!

Blu-Ray Version. This latest release from Digital Playground features Riley Steele and Stoya in intimate and seductive hardcore action! The Jacks Teen America series parodies beauty pageants and Jacks lovely contestants all compete for the crown. They take off their clothes, they masturbate, they...

Blu-Ray Version. Jack`s at it again. This time, it`s even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack`s answer to getting a f*ckin` job!

Blu-Ray Version. This series chronicles the life of Jack, a porn director, and the many comical mishaps of his uber job. This first installment features the lovely Teagan Presley in a succulent and decadent f*ck fantasy. The volume is ripe with anal, boy/girl and, of course, a plethora of gooey,...

Playful, powerful and supremely sexual - a revolutionary sex comedy...One of the most original series in years! Real girls uncensored, an explosion of sexual frenzy and desire. Big tits are more than a handful, they`re two!!!

Blu-Ray Version. The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features the lovely and sweet Gianna in a tempestuous fuck scene with Scott Nails and his massive cock. Then the gorgeous Kinzie Kenner, one of the hottest babes alive, shows up o...

Blu-Ray Version. MY FIRST PORN is a comical sex-spectacle of Jack directing his first porn movie. In Volume 2, Devon gets down and she gets dirty. Its hot, its messy and you dont want to miss this.

Blu-Ray Version. 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 new, never-before-seen footage. She lets Vince Vouyer spin her around and pleasure her all over....

Jack is really busy casting for music videos and now hes landed Digital Playgrounds super fine contract star, Teagan Presley. She takes a big cock in the butt, and we KNOW Scott Nails found some SWEET ASS pleasure deep in her crack. True to Jacks good sense, theres a lot of tease and a lot of act...

Blu-Ray Version. Jack is really busy casting big, bouncing, beautiful butts for music videos. They shake, they roll, and they swallow fat c*cks whole! True to Jacks good sense, theres a lot of tease and a lot of action and its all entertaining! Forget professional... This volume is all about big,...

Blu-Ray Version. Visionary director Celeste presents her new aesthetic gem. Digital Playground`s exotic beauty Sophia Santi searches desperately to find the perfect orgasm. Her sexual journey begins with a torrid scene of masturbation. Then Sophia looks to Samantha Ryan for help in an anal tryst....

Blu-Ray Version. Jack`s at it again. This time, it`s even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack`s answer to getting a f*ckin` job!

Blu-Ray Version. In volume 5, Digital Playground`s exclusive contract super star, Teagan Presley takes on super stud, Scott Nails delivering an invigorating blow job and an erotically sticky and wet boy/girl romp. She loves music videos! Then the oh-so-cute, Kinzie Kenner offers her lovely body f...

Blu-Ray Version. NAKED ACES #4 stars Digital Playground contract superstars Shay Jordan, Adrianna Lynn, and Sophia Santi with industry babes, Alektra Blue and Jada Fire. This fourth volume is a luscious tribute to powerful, sexy women and the entire A-list cast is dressed up in revealing velvet b...

The award-winning, best-selling, and highly acclaimed JACK`S PLAYGROUND is now available on Blu-Ray. Jack is really busy casting for music videos, and the girls in volume 27 will do anything for a shot at fame. True to Jack`s good sense, there`s a lot of tease and a lot of action and its all ente...

Blu-Ray Version. Digital Playgrounds Katsuni was the inspiration for this passionate film. Written and directed by Celeste, MINX is based entirely around Katsunis own dominant sexual persona and many fantasies she dreamt of playing out. She leads an all-star, entirely brunette cast into a foray o...

Blu-Ray Version. We shot everything right in the middle of the CALIFORNIA WILDFIRES of 2007. I had been planning to make something called FUCK THE WORLD for a while... The title was going to be about redemption, about letting go when life starts to suffocate, escaping to the realm of the senses. ...

Blu-Ray Version. Director Robby D. is back, and this time he`s introducing us to Janie Summers, the newest addition to the Digital Playground beauties! Janie and her horny friends receive a visit from a few experienced men who are more than willing to show them a thing or two about getting off. R...