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 ...

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. 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. 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 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 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 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. Dont miss Lauren Phoenix, Rachel Rotten, Meagan, Sativa Rose, and Harmony in insanely 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 suck, they f*...

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 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. True to Jack`s good sense, there`s a lot of tease and a lot of action and it`s all entertaini...

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. 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,...

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...

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 Robby finds pleasure deep between their crevices. In Volume 3 of this delicious show, Digital Playground`s amazing contract superstar, Jana C...

Blu-Ray Version. Jana Cova is a sexual freak and she wants you to watch. For the first time in her life, Jana takes it in her sweet p*ssy and tight bum all at the same time and she loves it. Discover your own desires in this delicious movie starring DP`s amazing Jana Cova in her wettest title to-...

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 Jack`s good sense, there`s a lot of tease and a lot of action and it`s all entertaining! Forget professional... This volume is all about b...

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. 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 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. Directed by Celeste, SHAY JORDAN: LUST is all about desire and succumbing to carnal pleasures. It features Digital Playgrounds lovely Eurasian, Shay Jordan in three scenes, and one of them is a luscious Three-Way. The entirely stellar cast also includes Annette Schwarz, Kristina ...

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!

Blu-Ray Version. Jack is really busy casting for music videos and now hes on the hunt for big, beautiful butts. They bounce, they roll, and they shake and Jack finds pleasure deep between their crevices. True to Jacks good sense, theres a lot of tease and a lot of action and its all entertaining!...

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. 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`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....

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. 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. 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. 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...

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. 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. 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. 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 f*ckin` job!

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. When Jack puts his mind to something, the filthy possibilities are endless! In JACK`S ASIAN ADVENTURE 3, Jack rounds up the most exotic Asians he can find for a wild time of fun and games. These horny girls love you long time and they most definitely sucky, sucky. Digital Playgro...

Blu-Ray Version. Robby D`s BLACK C*CK SLUT plays on your every fantasy. Watch the biggest and blackest c*cks drill the hottest starlets in the business. The girls love every inch they`re given and so will you. BLACK C*CK SLUT embraces every kinky taboo you`ve dreamt of. It`s superbly cut with you...

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...

Tegan's Back! Young! Natural! From Upper Lips To Lower Lips! Just Put That Pack In My Rack! Between The Cheeks! Cream Pie On Black Knight! Teagan's Back For A Refill!

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. JESSE`S JUICE features DP`s contract superstar, Jesse Jane in five delicously mouthwatering scenes. Rich with innuendo, director Celeste uses ripe fruits and juices intertwined with passionate sex in each seductive scene. Jesse unleashes her desire in two provocative boy/girl sce...

Blu-Ray DVD. The best-selling title, JESSE IN PINK is now available on Blu-ray Disc! It is Celestes debut show with REAL TIME audio. It features the lovely and insatiable Jesse Jane, in a quest for the perfect mind-blowing, knee-shaking, earth-shattering orgasm! With help from contract sisters Ja...

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...

Blu-Ray Version. Acclaimed director, Robby D. rounds up the sweetest, little Asian hotties around and talks them into taking giant dicks deep in-side their tasty fortune cookies. Cockasian 3 features all the hardcore, deviant sex that Handheld Pictures is known for, with an Asian twist that any f...

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. 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. 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. 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. 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. 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 ...