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Jack's Teen America: Mission 1
Digital Playground (SKU: 77761)
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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 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!
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 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 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 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 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 4
Digital Playground (SKU: 86472)
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 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...
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 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 13
Digital Playground (SKU: 106835)
No Listings Currently Available
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 career. Welcome to Jack`...
Jack's Teen America: Mission 14
Digital Playground (SKU: 109692)
No Listings Currently Available
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-f*ck offering? Is the slippery, we...
Jack's Teen America 16
Digital Playground (SKU: 118945)
No Listings Currently Available
Shot in High Definition. 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 c*ck, up to his balls, in a decadent and sloppy blowjob before she lets him f*ck...
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 Teen America: Mission 5
Digital Playground (SKU: 90485)
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 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: 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 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 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...
Jack's Teen America: Mission 7
Digital Playground (SKU: 94833)
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 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 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 Teen America: Mission 10
Digital Playground (SKU: 102691)
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 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 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 Teen America 23
Digital Playground (SKU: 196710)
No Listings Currently Available
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 suck, they fuck and...
Jack's Big Tit Show 8
Digital Playground (SKU: 187778)
No Listings Currently Available
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 tantalizing titties of Gina L...
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 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...
Skip Trace 1 (DVD + Blu-Ray Combo)
Digital Playground (SKU: 252644)
No Listings Currently Available
The hunt is on! Digital Playground contract superstars Jesse Jane and Riley Steele are locked, cocked and ready to rock! These blonde babes star as bounty hunters working for Tommy Gunn, who are on mission to find their man or woman... by any means necessary! Using all the womanly weapons at their d...
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
Naked Aces 5
Digital Playground (SKU: 175347)
No Listings Currently Available
NAKED ACES 5 is the debut film for Digital Playgrounds brand new, ultra-hot contract girl, Riley Steele, and she shows the world her pure star power in a passionate, almost animalistic scene with Erik Everhard. Dont miss this sensational debut! Also featuring contract superstar Shay Jordan in a romp...
Jacks Playground 28 (Blu-Ray)
Digital Playground (SKU: 183926)
No Listings Currently Available
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 any...
Jack's My First Porn 9
Digital Playground (SKU: 145152)
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 9 is over 2 hours and features Teagan Presley in a brand-new, amazingly ass-a-liscious anal scene. With juicy boy/girl f*ck sessions, anal, tons of tease and titty, MY FIRST PO...
Jack's Big Ass Show 6
Digital Playground (SKU: 136363)
No Listings Currently Available
Real girls uncensored! Guaranteed big! Back dat ass up!
Jacks Teen America 5 (Blu-Ray)
Digital Playground (SKU: 187188)
No Listings Currently Available
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?
My First Porn 11
Digital Playground (SKU: 190054)
No Listings Currently Available
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-class humor interlaced...
Hard Candy 3 (Digital Playground)
Digital Playground (SKU: 121056)
No Listings Currently Available
Shot in Widescreen HD. HARD CANDY #3 is Robby D`s tribute to gorgeous, young girls and their insatiable and deliciously naughty sex drive. From candy to cum, from pantyhose to jewelry, Robby D. captures the wholesome transition of fresh, youthful sluts experiencing the thrill of off-limits sex, hand...
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...
Ass Worship 5
Jules Jordan Video (SKU: 61169)
No Listings Currently Available
Jules delivers a bodacious bounty of butts. Anal play that?s so wrong it?s right! Tiffany Mynx makes a return appearance and Jules is the lucky stud to worship her all over. Lauren and April team up in a threeway.
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 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...
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
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 Big Tit Show 3
Digital Playground (SKU: 117225)
No Listings Currently Available
Shot in High Definition. 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 f*ck and suck spectacle and her fine boobs o...
Terrible Teens 2 (Fusxion)
FusXion (SKU: 84198)
No Listings Currently Available
XXX TEENS F*CK LIKE HARDCORE PROS!See eager young chicks suck hard c*cks. Watch as they get deep anal poundings and throat chokin` cumshots.
Jack's POV 4
Digital Playground (SKU: 117228)
No Listings Currently Available
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 volume 4, Digital Playground`s exclusive contract super star, Jesse Jane, takes on super stud, Scott Nails, delivering an invigorating blowjob and...