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. Jacks at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do ANYTHING for stardom! Some suck, some f*ck, some masturbate, but they ALL get naked and show big beautiful, bouncing titties for the camera. Theres more than a mouthful, more ...

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. 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. 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. 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,...

All the screamin` 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 new POV Playground, YOU will get the BEST action, the most delicious tease and pure comedy IN YOUR FACE. Pretend YOU are casting for musi...

Blu-Ray Version. Don`t miss this all-star cast that includes Hannah Harper, Lacey Maguire, Annette Schwarz, Rachel Roxxx, and Britney Stevens in a very personal, off the hook sexual experience! All the screamin` hot sex in Digital Playground`s award winning Jack`s Playground series are now shot i...

Blu-Ray Version. 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. It puts you in the driver seat and gives you the best action, the most delicious teases, and pure in-your-face comedy. It`s your job to cast sexy, yo...

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,...

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!!!

Blu-Ray Version. All the screamin hot sex in Digital Playgrounds award winning Jacks Playground series are now shot in POV perspective for your ultimate enjoyment. In Jacks new POV Playground, YOU will get the BEST action, the most delicious tease and pure comedy IN YOUR FACE. Pretend YOU are cas...

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. 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. 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. Jack`s casting again! This time he`s looking for leg models... sexy, leggy vixens who want to be in fresh, up-and-coming music videos. In the second volume, Digital Playground`s contract superstar, Shay Jordan, shows she is perfect from head to toe. Jack`s gorgeous babes deliver ...

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. ...

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 Jack vote for one of their amazingly anal delights? Does Sara stand a chance of winning with her delectable titty-fuck offering? Is the slipp...

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?

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. Jack is really busy casting for music videos and now he`s on the hunt for big, beautiful boobies. They bounce, and they shake. In volume 3 of this delicious show, the amazingly talented, Kinzie Kenner takes over with a scrumptious fuck and suck spectacle and her fine boobs on dis...

Blu-Ray Version. TEAGAN`S JUICE features Teagan Presley in six lascivious scenes. Rich with innuendo, Celeste uses ripe fruits and juices intertwined with passionate sex in each seductive scene. Teagan unleashes her desire in three provocative boy/girl scenes with Jerry, Marco Banderas, and a hea...

Blu-Ray Version. In this DVD, Jesse Jane is at an all time high. Her insatiable lust and her pure power are exploited and showcased under Robby`s artful direction. Watch her take Tommy Gunn under her control, seduce Roxy Deville and Scott Nails simultaneously, and order Erik Everhard to his knees...

Blu-Ray Version. All the screamin` hot sex in Digital Playground`s award-winning Jack`s Playground series are now shot in POV perspective for your ultimate enjoyment. You will get the best action, the most delicious tease, and pure comedy in your face. Pretend you are casting for music videos as ...

Blu-Ray Version. KATSUNI: SEXUAL FREAK is a visual palette of equally sexy, erotic, and naughty delights. Digital Playground contract stars Shay Jordan and Lacie Heart join the sexy and dominant Katsuni to tease and toy with the men they desire. The girls want nothing more than to be fully satisf...

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. 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...

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. 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. 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 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 a mouthful, more than a handful... Plenty of massive melons bursting out of their bras. JACK`S BIG TIT SHOW 8 is all about the tantalizi...

Real Girls Uncensored! They're Bigger Jucier Than Ever Before! It's Time For A Titty Smackdown! 'Playful, Powerful and Supremely Sexual- A Revolutionary Sex Comedy... One of The Most Original Series in Years!

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...

How are you going to keep Tami on the farm after she's seen Aunt Trixie? You see, Tami runs away from home and ends up at Trixie's whorehouse. Soon Tami's coming of age is complete. Tina gives the innocent lass her first taste of frantic lesbian lust, and that's just for starters! DVD Features...

Blu-Ray DVD. Shot entirely on HD, TEAGAN: SEXUAL FREAK 2 features Teagan Presley in perfect splendor and original, real-time audio. She maintains full control as she dominates and seduces her eager lover. She pleases him and herself before Jean Val Jean rocks her inside and out. This DVD showcase...

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. LACIE: SEXUAL FREAK is a visual palette of equally sexy, erotic, and naughty delights. Shay Jordan joins Lacie Heart to tease and toy with the men they desire, working them over to their own satisfaction and delight, releasing them from duty only after they have satisfied them fu...

Blu-Ray Version. JACK`S PLAYGROUND #32 features Digital Playground`s contract babe, Sophia Santi, eager to make it in the music video scene. She shows her distinct talents and raw, exquisite beauty in two delectable scenes. Then Michelle Maylene proves she will do anything for fame too. Flower Tu...

The big monster butt showdown! The big booty club strikes back with five monster ass nymphos!

Blu-Ray Version. DEEPER #7 takes you deep inside Digital Playgrounds lovely and exotic Katsumi. She captivates the screen in sensational ANAL scenes with Steve Holmes and Chris Charming. Featuring insane intros, state-of-the-art editing, masterful direction and a delightful foray of flesh, DEEPER...

Blu-Ray Version. AVN award winning director, William H., returns with the eighth volume of the best selling series BIG WET TITS, lavishing the breasts of voluptuous superstars with copious amounts of glistening oil. The movie features an incredible all star cast, including Avy Scott`s comeback sc...

Blu-Ray Version. 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 her succulent pussy and tight ass in this moving sexual drama! As she explores the secrets ...

These chocolate mamas need the biggest, blackest masses to penetrate their huge, phat asses! These big ol` asses are brown and round and will swallow everything around - so step on up and get your ass by the pound!

Blu-Ray Version ASS ADDICTION is the newest incarnation from acclaimed director, Robby D. Volume 1 features Kinzie Kenner in her very first anal orgy with Scott Nails, Jean Val Jean, and Marco Banderas! Shyla Styles gets an anal tag teaming she`ll never forget and Katja enjoys a B/B/G that ends w...

Blu-Ray Version. In volume 4 of this ASS-A-LISCIOUS show, Jack shows some good old-fashioned nepotism as he enlists the hard-bodied Naomi to devirginize his cousin for an 18th birthday surprise. Naomi does the job, turns up the heat, and gives the young lads` future lovers stiff competition! Sexy...

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. POSH KITTEN plays tribute to the days of pin-ups and high-heeled honeys. The A-list cast pours sexuality across the screen with smoldering glances and steamy seductions resulting in mind blowing, screaming orgasms. With boy / girl, girl / girl, solo, and anal scenes throughout, t...

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 is really busy casting for music videos and now he`s on the hunt for big, beautiful boobies. They bounce, and they shake. In volume 2 of this delicious show, the amazingly beautiful, Krystal Steal takes over with a scrumptious fuck and suck spectacle and her fine boobs on di...