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. 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. 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. 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. 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. Let Jack`s cameras tease and tempt you, offering the finest bush on the planet, all in first hand perspective. In volume 6, Digital Playground`s ultra-hot, super fresh and amazingly gorgeous, Shay Jordan takes on super stud, Scott Nails delivering an invigorating blow job and an ...

Beautiful BiBi Jones drips her young, sweet juices all over thick rods and long, hard members. Sliding and pumping on the giant cock of Manuel Ferrara, she shows off her naughty skills as the youngest new nasty girl. She and her horny girls get busy slurping down fat erections and volcanic erupti...

Blu-Ray Version. With its unique camera work, JACK`S POV 13 brings you into the action and doesn`t loosen its grip until you`re completely drained. It puts you in the driver`s seat and gives you the best action, the most delicious teases, and pure in-your-face comedy. It`s your job to cast sexy, ...

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...

Make A Wish, Now Blow Me! Babe Got Cock Attitude! Vitamin C Wanted! 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 POV Playground, you will get the best action, the most delicious...

Starring Selena Rose In Her First POV! Real Girls Uncensored!

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

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

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

Blu-Ray Version. All the screaming hot sex in Digital Playgrounds award winning Jacks Playground series are now shot in POV perspective for your ultimate enjoyment. In Jacks POV Playground, get the BEST action from star, Raven Alexis.

Beautiful superstar Kayden Kross comes up close, right in the palm of your hands, with lusty POV action. Kayden invites you to reach out and touch her as she and other hot, gorgeous horny stars indulge your sexual fantasies. Real lust, uncensored desire, and burning passion in your face so close,...

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. 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. 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 ...

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...

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....

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. Director Robby D. delivers the genuine goods in this fresh tribute to natural redheads. The amazingly gorgeous, red-haired, mostly freckled cast sucks, f*cks, and takes it in the ass. The carpets match the drapes in this sexy, funny adventure. A spin-off of the best selling and m...

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. 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 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 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. JACK`S MILF SHOW delivers more hot pussy pounding and intense orgasmic blowjobs with some mothers, aunts, and top executives that are all super hot and horny for a real good cock.

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. 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. Shot entirely on HD, CONTROL 9 features almost three amazing hours of pure c*ck tease featuring Digital Playground contract star Gabriella Fox in a mind-blowing performance with Mick Blue. Director Robby D. captures horny in every girl. His amazingly delicious and f*ckable cast a...

Blu-Ray Version. Asian sensation, Shay Jordan is back with an eager-to-please cast of exotic nymphs. Jack`s Asian Adventure 4 will surely satiate because these young hotties were born to satisfy your every need.

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...

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 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 9 is all about the tantalizi...

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`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! Some suck, some fuck and some take it up the ass but they ALL get naked and show their big beautiful, bouncing butts for th...

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. 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,...

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 Digital Playgrounds award winning Jack`s Playground series are now shot in POV perv-spective for your ultimate enjoyment. In Jack`s POV Play...

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. AVN Performer Of The Year 2009, Jenna Haze, stars in GLAMOUR GIRLS, alongside Amy Ried, Jenaveve Jolie, Sarah Vandella, and Jenna Presley, directed by the award winning, William H, and shot in 1080p HD. Featuring five intense and passionate hardcore sex scenes, the movie also inc...

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. What if video games were able to be XXX? What would they actually be like? How realistic would the sex be? Would there be RPG, role playing games, or simply first person shooter? Would you get to explore different sexual scenarios with different cyber-vixens? Would you get to exp...

Blu-Ray Version. Directed by Celeste, JESSE JANE: SEXY HOT captures Jesses unique, hungry, and raw sex appeal. This film is about magnetism, seduction, control, and power. It features the lovely and insatiable Jesse Jane with Audrey Bitoni, Eva Angelina, and Sarah Vandella in plays of passion and...

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. HUSH features Jesse Jane and Shay Jordan, two of Digital Playgrounds hottest babes, alongside an amazingly gorgeous, all-star cast in well over two hours of hot erotic exploits. With a James Bond twist, the sweet flavor of sex and power, and lots of hushed play on silent movies, ...

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!