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Jack's Playground 8

Jack's Playground 8

Digital Playground (SKU: 63638)

No Listings Currently Available

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 anything, he immedia...

Jack's Playground

Jack's Playground

Digital Playground (SKU: 57295)

No Listings Currently Available

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 anything, he immedia...

Jack's Playground 7

Jack's Playground 7

Digital Playground (SKU: 62629)

No Listings Currently Available

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 anything, he immedia...

Jack's Playground 10

Jack's Playground 10

Digital Playground (SKU: 71500)

No Listings Currently Available

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 anything, he immedia...

Jack's Playground 20

Jack's Playground 20

Digital Playground (SKU: 87103)

No Listings Currently Available

See real girls uncensored. Winner of AVN`s Venus Awards, Nightmoves for Best Gonzo Series. Playful, powerful, and supremely sexual - a revolutionary sex comedy... One of the most original series in years! -- AVN magazine

Jack's Playground, 6

Jack's Playground, 6

Digital Playground (SKU: 61436)

No Listings Currently Available

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 anything, he immedia...

Jack's Playground 5

Jack's Playground 5

Digital Playground (SKU: 60987)

No Listings Currently Available

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 anything, he immedia...

Jack's Playground 14

Jack's Playground 14

Digital Playground (SKU: 77725)

No Listings Currently Available

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 anything, he immedia...

Jack's Playground 2

Jack's Playground 2

Digital Playground (SKU: 57957)

No Listings Currently Available

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 anything, he immedia...

Jack's Playground 19

Jack's Playground 19

Digital Playground (SKU: 85602)

No Listings Currently Available

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 anything, he immedia...

Jack's Playground 26

Jack's Playground 26

Digital Playground (SKU: 100464)

No Listings Currently Available

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 anything, he immedia...

Jack's Playground 25

Jack's Playground 25

Digital Playground (SKU: 96160)

No Listings Currently Available

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 anything, he immed...

Jack's Playground 13

Jack's Playground 13

Digital Playground (SKU: 76880)

No Listings Currently Available

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 anything, he immedia...

Jack's Playground 16

Jack's Playground 16

Digital Playground (SKU: 81282)

No Listings Currently Available

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 anything, he immedia...

Jack's Playground 18

Jack's Playground 18

Digital Playground (SKU: 84365)

No Listings Currently Available

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 anything, he immedia...

Jack's Playground 21

Jack's Playground 21

Digital Playground (SKU: 88895)

No Listings Currently Available

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 anything, he immedia...

Jack's Playground 15

Jack's Playground 15

Digital Playground (SKU: 78524)

No Listings Currently Available

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 anything, he immedia...

Jack's Playground 23

Jack's Playground 23

Digital Playground (SKU: 92271)

No Listings Currently Available

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 anything, he immedia...

Jack's Teen America: Mission 19

Jack's Teen America: Mission 19

Digital Playground (SKU: 141912)

No Listings Currently Available

Shot in High Definition. This latest release from Digital Playground features Jesse Jane and Sophia Santi 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 mast...

Jack's Playground 31

Jack's Playground 31

Digital Playground (SKU: 110825)

No Listings Currently Available

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. Jasmine Byrne does...

Jesse Jane: Erotique

Jesse Jane: Erotique

Digital Playground (SKU: 58259)

No Listings Currently Available

HARDCORE XXX SEX ACTION!A showcase for the sexuality and sensuality of Jesse Jane. -- AVN MagazineThere are few masterpieces in the porn world. This is one of them. Visually stunning! -- Adult DVD EmpireA passionate and visionary tour de force! -- Propaganda MagazineThe perfect title for this master...

Jack's Playground 12

Jack's Playground 12

Digital Playground (SKU: 75073)

No Listings Currently Available

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 anything, he immedia...

Jack's Playground 28

Jack's Playground 28

Digital Playground (SKU: 102910)

No Listings Currently Available

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 anything, he immedia...

Jack's Playground 30

Jack's Playground 30

Digital Playground (SKU: 107406)

No Listings Currently Available

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 just a few of the acco...

Jack's Teen America: Mission 6

Jack's Teen America: Mission 6

Digital Playground (SKU: 95571)

No Listings Currently Available

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!

Jack's Teen America: Mission 11

Jack's Teen America: Mission 11

Digital Playground (SKU: 103731)

No Listings Currently Available

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!

Jack's Playground 17

Jack's Playground 17

Digital Playground (SKU: 83011)

No Listings Currently Available

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 anything, he immedia...

Jack's Playground 4

Jack's Playground 4

Digital Playground (SKU: 59660)

No Listings Currently Available

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 anything, he immedia...

Beat the Devil

Beat the Devil

Digital Playground (SKU: 56723)

No Listings Currently Available

HELL HATH NO FURY!Years ago, Eric Jones sold his soul to the Devil so he could be a player. Now, he feels there`s a technicality, and he wants to renegotiate. Well, it`s not that easy. It seems that Satan likes a good wager.

Jack's Playground 9

Jack's Playground 9

Digital Playground (SKU: 69671)

No Listings Currently Available

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 anything, he immedia...

Jack's Playground 24

Jack's Playground 24

Digital Playground (SKU: 93876)

No Listings Currently Available

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 anything, he immedia...

Jack's Teen America: Mission 17

Jack's Teen America: Mission 17

Digital Playground (SKU: 123192)

No Listings Currently Available

Shot in High Definition. With six lovely ladies competing for the same title, it`s a tight race to the finish and Digital Playground contract stars, Jana Cova and Lacie Heart, are off to a succulent start. Lacie calls Scott her bitch before she takes his huge c*ck in her wet mouth and tight little p...

Jack's Teen America: Mission 2

Jack's Teen America: Mission 2

Digital Playground (SKU: 82004)

No Listings Currently Available

Jack turns what he knows best into a career. Welcome to Jack`s answer to getting a f*ckin` job!

Three Timing

Three Timing

Digital Playground (SKU: 57843)

No Listings Currently Available

Three Timing, Jesse Jane`s third feature role, is another stylized, art house movie by acclaimed director Robby D. This movie tells a fun, edgy and honest story of young love wrought with jealousy that will touch you in places you didn`t know you had. Jealousy, corruption and the pursuit of happines...

Jack's Teen America: Mission 9

Jack's Teen America: Mission 9

Digital Playground (SKU: 100666)

No Listings Currently Available

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!

Jack's Playground: Big Ass Show 2

Jack's Playground: Big Ass Show 2

Digital Playground (SKU: 109695)

No Listings Currently Available

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 f*ck, and some take it up the ass, but they ALL get naked and show their big beautiful, bouncing butts for the camera. There`s m...

Jacks Teen America 21

Jacks Teen America 21

Digital Playground (SKU: 165092)

No Listings Currently Available

Shot in High Definition. JACK`S TEEN AMERICA 21 features Digital Playgrounds lovely contract star, Lacie Heart, in a slammin romp with Scott Nails, Poppy Morgan, and Renae Cruzin decadent anal scenes plus sexy Tricia Oaks and the oh-so-hot Rebeca Linares. This horny hardcore action line parodies bea...

Jack's POV 9

Jack's POV 9

Digital Playground (SKU: 146820)

No Listings Currently Available

Shot in HD Widescreen. 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 Playground`s award winning Jack`s Playground series are now shot in POV perspective for your ultimate enjoyment....

Jack's Teen America: Mission 20

Jack's Teen America: Mission 20

Digital Playground (SKU: 150888)

No Listings Currently Available

Shot entirely on HD, JACK`S TEEN AMERICA 20 features Digital Playground contract stars, Shay Jordan, Sophia Santi, and Jana Cova with industry babes Hillary Scott, Holly Morgan, and Sue Diamond. This horny hardcore action line parodies beauty pageants and Jack`s lovely contestants all compete for t...

Jacks Playground 38

Jacks Playground 38

Digital Playground (SKU: 174327)

No Listings Currently Available

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. This is gonzo f*ckin...

Jack's Playground 27

Jack's Playground 27

Digital Playground (SKU: 101292)

No Listings Currently Available

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 anything, he immedia...

Jack's Playground 11

Jack's Playground 11

Digital Playground (SKU: 73102)

No Listings Currently Available

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 anything, he immedia...

Jack's Playground 29

Jack's Playground 29

Digital Playground (SKU: 103983)

No Listings Currently Available

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 anything, he immedia...

Jesse Jane: Sexual Freak

Jesse Jane: Sexual Freak

Digital Playground (SKU: 114628)

No Listings Currently Available

In Jesse Jane: Sexual Freak, 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. The...

Jack's Playground 34

Jack's Playground 34

Digital Playground (SKU: 131760)

No Listings Currently Available

Shot in High Definition. This new release stars Katsumi in her panty hose with More Anal and Lots of Fun Jack TV and Fine Ass Chicks, Titty-F*cking, C*ck-Sucking and Banging Their Way Into Music Video Stardom! This title is HOT HOT HOT!!!

Jack's My First Porn 8

Jack's My First Porn 8

Digital Playground (SKU: 140542)

No Listings Currently Available

Shot in High Definition. The MY FIRST PORN series is a comical sex-spectacle of Jack directing his first porn movie. Volume 8 is three fullhours and features Digital Playground contract stars Sophia Santi and Lacie Heart, alongside industry babes Sasha Grey and Kinzie Kenner. With buttloads of slipp...

Jack's Teen America: Mission 3

Jack's Teen America: Mission 3

Digital Playground (SKU: 84653)

No Listings Currently Available

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!

Jesse Jane Dirty Movies

Jesse Jane Dirty Movies

Digital Playground (SKU: 209046)

No Listings Currently Available

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 tape that he secretly videotaped of Cindy and himself in a heated and sensual romp. Tommy then arrives to show the guys his tape, and its very apparent that hes proud o...

Jacks Playground 37

Jacks Playground 37

Digital Playground (SKU: 152845)

No Listings Currently Available

Jack is really busy casting for music videos, and now hes landed Digital Playgrounds super fine contract star, Jesse Jane. She f*cks Ben English every which way in true gonzo style. Throughout JACK`S PLAYGROUND 37, you will enjoy similar sexcapades with Kelsey, Roxy, Jelena, Sue, and Valentina. True...

No Limits (Digital Playground)

No Limits (Digital Playground)

Digital Playground (SKU: 50311)

No Listings Currently Available

Everything was just fine in Adrian`s life. She was happily married with a good career and a fantastic home. She led a safe, secure, predictable, boring, mind-numbing existence. So her husband decided to stir things up a little but something went horribly wrong.