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Jack's Playground 7
Digital Playground (SKU: 62629)
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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 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
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 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 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 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 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 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 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 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 3
Digital Playground (SKU: 59293)
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
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 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 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 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 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 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 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 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 33
Digital Playground (SKU: 118948)
No Listings Currently Available
Shot in High Definition. 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!!!
Jack's POV 8
Digital Playground (SKU: 140915)
No Listings Currently Available
Shot in High Definition. 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 video...
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 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 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 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 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 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 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...
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...
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 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 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...
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 Playground 22
Digital Playground (SKU: 89499)
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, 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 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!
Jack's Teen America: Mission 8
Digital Playground (SKU: 99308)
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 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...
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 35
Digital Playground (SKU: 140161)
No Listings Currently Available
Jack is really busy casting for music videos and now he`s landed Digital Playground`s super fine contract star, Teagan Presley. She takes a big c*ck in the butt and we KNOW Scott Nails found some SWEET ASS pleasure deep in her crack. True to Jack`s good sense, there`s a lot of tease and a lot of act...
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...
Jack's Big Tit Show 6
Digital Playground (SKU: 167869)
No Listings Currently Available
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, hot, bouncing boobs! I...
Jack's Big Ass Show 4
Digital Playground (SKU: 118944)
No Listings Currently Available
Shot in High Definition. 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!...
Jack's Teen America: Misson 18
Digital Playground (SKU: 134526)
No Listings Currently Available
Shot in High Definition. 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 12
Digital Playground (SKU: 103962)
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 36
Digital Playground (SKU: 145154)
No Listings Currently Available
Shot in HD Widescreen. Jack is really busy casting for music videos and now he`s landed Digital Playground`s super fine contract star Sophie Santi. 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 totally...
Jack's Teen America: Mission 15
Digital Playground (SKU: 114266)
No Listings Currently Available
Shot in HD. With five lovely ladies competing for the same title, it`s a tight race to the finish and Bree is off to a succulent start. She charms the judges and Scott Nails with her amazing body and gorgeous face. Alicia shows she`s got the stamina to go the distance as she works the treadmill, the...
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!
My Dads Hot Girlfriend 12
Naughty America (SKU: 255870)
No Listings Currently Available
Your dad`s girlfriend is young, tight and horny- way hotter than you ever expected. Not only that, she`s more interested in you than him. Can you keep a secret? Because when your dad`s away, his lusty lady is ready to play, and to make your wildest fantasy come true.
Jack's POV 17
Digital Playground (SKU: 216609)
No Listings Currently Available
Starring Selena Rose In Her First POV! Real Girls Uncensored!