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Customers Who Bought "Jack's Playground 32" Als...


Jacks Playground 37 - Digital Playground

Lowest Price: $6.52
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. T...

Jack's Teen America: Mission 14 - Digital Playground

Lowest Price: $7.99
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,...

Jack's Playground 31 - Digital Playground

Lowest Price: $3.00
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 do...

Jack's Playground, 6 - Digital Playground

Lowest Price: $12.99
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 imme...

Jack's Playground 30 - Digital Playground

Lowest Price: $6.39
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 a...

Jack's Playground 8 - Digital Playground

Lowest Price: $12.00
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 imme...

Jacks Playground 38 - Digital Playground

Lowest Price: $8.99
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*c...

Jack's Playground 13 - Digital Playground

Lowest Price: $4.99
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 imme...

Jack's Playground 36 - Digital Playground

Lowest Price: $3.00
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 tota...

Jack's Playground 34 - Digital Playground

Lowest Price: $2.29
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 Big Tit Show 4 - Digital Playground

Lowest Price: $22.76
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. There`s more than a mouthful, more than a handful... Plenty of big boobies bursting out of their bras. Forget professional... This volume is all ...

Jack's Playground 17 - Digital Playground

Lowest Price: $14.63
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 imme...

Jack's Playground 35 - Digital Playground

Lowest Price: $5.94
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 ...

Jack's Milf Show - Digital Playground

Lowest Price: $5.99
Shot in High Definition. JACK`S MILF SHOW delivers more hot p*ssy pounding and intense orgasmic blowjobs with some mothers, aunts, and top executives that are all super hot and horny for a real good c*ck.

Jack's Teen America: Mission 19 - Digital Playground

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 m...

Jack's Playground 28 - Digital Playground

Lowest Price: $2.00
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 imme...

Jack's Playground 19 - Digital Playground

Lowest Price: $6.99
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 imme...

Jana Cova in Blue - Digital Playground

Lowest Price: $3.18
Shot in High Definition. In Digital Playground`s JANA COVA IN BLUE, contract superstar Jana Cova makes good on her promise to become a perfect slut. With the help of contract sister Sophia Santi and a breathtaking all-star cast, Jana is redefined in her hardest film to date. Director Celeste dict...

Jack's Playground 4 - Digital Playground

Lowest Price: $5.74
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 imme...

Jack's POV 7 - Digital Playground

Lowest Price: $5.99
Shot in High Definition. All the screaming 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 YO...

My Plaything: Mckenzie Lee - Digital Sin

Lowest Price: $9.99
You are holding in your hands the most advanced interactive sex simulator in the world! Highly advanced technology allows for the most realistic sexual encounter ever. Direct her to strip, masturbate, or tease you in a variety of ways. Take her in any one of a multitude of sexual positions that w...

Jack's Playground 11 - Digital Playground

Lowest Price: $4.87
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 imme...

Jack's Big Tit Show 2 - Digital Playground

Lowest Price: $7.03
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 f*ck and suck spectacle and her fine boobs on display. Then Rebec...

Jack's Playground: Big Ass Show 3 - Digital Playground

Lowest Price: $8.49
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 Cova proves she is...

Jack's Playground 33 - Digital Playground

Lowest Price: $4.06
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 2 - Digital Playground

Lowest Price: $6.00
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...

Jack's Playground 14 - Digital Playground

Lowest Price: $19.99
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 imme...

Jack's Playground 24 - Digital Playground

Lowest Price: $4.50
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 imme...

Jack's Playground 18 - Digital Playground

Lowest Price: $12.95
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 imme...

Tryst - Digital Playground

Lowest Price: $4.40
Shot in High Definition. In TRYST, director Celeste delves into the NY fetish scene, featuring Sophia Santi in six full scenes and her first interracial violation. TRYST is an escape to the runway, where sexual energy reigns and carnal pleasures pave the road to success. A heavy club vibe saturat...

Hard Candy 3 (Digital Playground) - Digital Playground

Lowest Price: $9.99
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, h...

Jack's Big Tit Show 3 - Digital Playground

Lowest Price: $69.25
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 boob...

Jack's POV 4 - Digital Playground

Lowest Price: $4.94
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 a...

Jack's Big Tit Show 7 - Digital Playground

Lowest Price: $3.49
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!!!

Jack's Big Tit Show - Digital Playground

Lowest Price: $19.99
Jack`s 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. There`s more than a mouthful, more than a handful ...

Posh Kitten - Digital Playground

Lowest Price: $63.00
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, this dialogue free ...

Jack's Playground 5 - Digital Playground

Lowest Price: $11.00
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 imme...

Jack's My First Porn - Digital Playground

Lowest Price: $6.26
MY FIRST PORN is a new line by acclaimed director Robby D. Shot entirely on HD, it spins off the multi-awarded Jack`s Playground and Jack`s Teen America series, showing everyone the comedic sex-spectacle of true, behind-the-scenes porn direction. Offering more anal than any other Digital Playgrou...

Jack's Playground 29 - Digital Playground

Lowest Price: $4.00
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 imme...

She Swallows 17 - FilmCo

Lowest Price: $79.90
She wants it! She is gotta have it! She can`t get enough of your love! These cock - hungry honeys take all the dick they can get and just beg for more!

Jack's POV - Digital Playground

Lowest Price: $8.98
Digital Playground is proud to announce the release of a brand ne line by Director Robby D. 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 act...

Jack's Playground 3 - Digital Playground

Lowest Price: $19.99
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 imme...

Jack's Playground 21 - Digital Playground

Lowest Price: $1.75
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 imme...

Slave To Love (Digital Playground) - Digital Playground

Lowest Price: $4.99
Power mogul Brooke Peterson is hot, sexy, and one very domineering bitch. But her husband, Charles, has had enough. After discovering a hidden world of paradise beneath his pool, Charles gains the courage to tell Brooke off. No more p*ssy footing around for him ... now it`s just more p*ssy. But c...

Jack's Playground 27 - Digital Playground

Lowest Price: $3.49
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 imme...

Stocking Secrets 4 - Smash Pictures

Lowest Price: $9.95
Whoever invented sexy stockings must have had Jelena Jensen and Jaime Lynn in mind. What better way to present two of the most beautiful, all-natural beauties ever to grace the adult screen then in sensual, sheer nylon? Jelena loves it when you watch her pull her silky sheers up her long and lusc...

Jack's Teen America: Mission 6 - Digital Playground

Lowest Price: $2.71
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 15 - Digital Playground

Lowest Price: $3.49
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, ...

Jack's Playground 22 - Digital Playground

Lowest Price: $6.49
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 imme...

Jack's Playground 25 - Digital Playground

Lowest Price: $15.00
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 im...