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 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 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 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!

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 Ja...

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 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!

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 littl...

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, ...

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*...

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

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!

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 fo...

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!

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,...

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!

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...

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 ...

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 ...

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

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 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 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...

Celebrity Edition - Another Night in Paris 'Paris' pussy pics stolen by perverts!' Paris and her friends discover the excitement of sharing dirty photos through their cell phones. And so does everyone else. This Barely Legal follows the story of Paris and her naughty girlfriends, as they li...

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...

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...

Shot In HD The most intense Internal Popshot series continues, with hordes of whores just begging to be injected with massive mounds of man muck! Pussies get pounded, Rectums get reamed and Mouths get mounted as a slew of sexy sluts ingest and digest gallons of gourmet goo. Like the semen that ge...

Take cover! Load after load and nut after nut is constantly crammed and stuffed into each one of these cum craving cuties. Ass slamming anals, p*ssy punishing penetrations, and skull stabbing c*ck swallowings are just a few of the delightful antics you`ll be jacking to! Enjoy!

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 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 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!

Do you love em tight,sweet and small? Here at anarchy, we hear ya loud and clear!! So we put together some of the nicest little asses and twats aorund. Each open for extreme reaming and bodacious banging!ENJOY!

Check out over three hours of horny sluts drinking steamy double shots of man juice! Don't miss four natural whores go crazy for two cocks at the same time.

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...

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. It`s hot, it`s messy and you don`t want to miss this.

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...

Watch these hot young white chicks suck, fuck & get double stuffed with huge black cock.

White sluts get their fix for big black cock. Watch them swallow every last drop, we give em an experience they wont forget!

Oh, these girls have been very naughty! So much so, they have been sent to a school where they will be taught to be sweet and well-behaved. Here at school, when you misbehave, you will be punished. When you are good, you will be rewarded. To these girls, either option works. It`s so good to be bad!

The only thing better than being able to vote on our 18th birthday, is now we are allowed to take huge c*cks in every single one of our tight little holes. We`re all big girls now, and we`re loving every bit of it. Giving balls-deep blowjobs, getting a rock-hard dick in our ass and p*ssy at the s...

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...

Special 2-Disc Set. Joey Silvera and his men practically get their eyes scratched out by this cast of dirty-minded spitfires, including tawdry Taryn Thomas, twins Cali Marie and Cherish, naughty Courtney Cummz, and teen sweetheart Kelsey Michaels. The DVD version has three more scenes plus 36 min...

Breast wishes! Hungry for hooters? Taste the sandwich that fills you with filth and tastes twice as nice! We take two pairs of plump, juicy breasts, stack ‘em tall and pile ‘em high, then load ‘em up with gobs of our creamy house dressing and serve it piping fresh! Add a big pickle on t...

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...

Shot in High Definition. THROB POV #2 hits the G-spot, converting standard DVD watchers to POV enthusiasts instantly. Robby D. proves he has mastered gorgeous, delivering a perfect all-star cast in this film. It`s so close, you can feel it!

Shot in High Definition. 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 ...

BIG TITS BOSS is a focus on powerful women with big tits in the professional environment. Enjoy the hot and steamy hardcore action presented to you by RealityKings.com. Nothing but the hottest big-tittied women! This site is dedicated to all the sexy women with big bouncy tits who are super freak...

Special Edition 2-Disc Set Shot in High Definition. An all-anal showcase with interracial highlights. Featuring crazy gorgeous sluts who can`t get enough big hard c*ck in their holes, FILTH CUMS FIRST is the hardest, hottest movie Robby D has ever shot! Enjoy Bree Olson clamoring for an anal fill...

THROB stars Digital Playground contract star Jana Cova, alongside anal queen Naomi, gorgeous Krystal Steal, red-headed Riley Shy, and young, sexy Amy Ried. These beautiful girls are in your face, so close you can feel the warmth of their body and the moist touch of their lips. You can smell their...