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 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 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. 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 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...

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...

Big Wet Asses 7 is going to take you for a fucktastic ride! These woman are stacked and their asses are packed! Bootyful girls sure to leave your swimmers dancin in whirls! The seventh edition to this AVN award winning series is here to kill, for the chance to make your cock juice spill!

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 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`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!

Special Edition 2-Disc Set Shot in HD Widescreen. An ass f*ck a day will keep the pregnancy away. Burrowing tunnels to China! Asses split open by any means possible.

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 ...

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!

Plaid skirts, white shirts and lots of anal sex for all. Welcome to Straight A Students. These backdoor quees all earn their mark. Enjoy! - David Luger

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!

EVERY GIRL IS AN ANAL SEX FIEND!Special Director`s Cut extended version. Here we have it all: Standing double-penetrations, double-vaginal, double-anal, and more! There is nothing natural about the large need for c*ck and cum these girls have. And we are proud of it! Enjoy!

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 ...

Straight from one sluts ASS to another sluts eager MOUTH. All CUMFARTS SWALLOWED! - Jake Malone

The valley of the fuck dolls. Where supermodel beauties turn into shameless, cum-gargling fuck puppets.

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 ...

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 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. 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!

2 Good 2 Be True: We finally brought two of the baddest bitches in the game together. Carmella and Shyla! Watch Shyla take an anal pounding as Carmella sucks up her anal juices! Hard Ass Stretching: Bree was at a local porn store when she ran into Zane. He took her home, oiled up her ass, and pro...

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...

Director`s Edition. Eating cum farts does a body good. All whores need their daily medicine.

Red Light District brings you yet another quality ass fucking video! 6 Nasty, willing and able sluts - All taking it up the ass like champs! Don't miss new cummer Amee Donavan get her ass reamed and get double penetrated for her first time ever! - Vince Vouyer

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!

Award-winning director Michael Ninn assumes the throne of the New Wave Hookers legacy, bravely going where Greg Dark couldn't go before. Wielding his now-famaliar formula of flashy special effects, MTV-style camera work and brooding art direction, Ninn throws in a bit of uncharacteristic slapstic...

2 Fantastic titles released in 1 great combo set. Suck, f*ck and be merry! 15 Horny hotties!

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`...

Two things are more romantic than dropping a hot load in a girl's kisser: seeing her swap the pop with her slutty friend and watching them fight for who gets to swallow it! For your stroking pleasure, we proudly present another installment of the most intense semen-sharing series ever captured. E...

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...

When you've got your cock buried deep inside a warm wet pussy, it feels too good to pull out! If these gorgeous young sluts don't give a fuck about getting knocked up, then we don't give a fuck about planting our seed in their cunts. Every scene is filled with intense internal cream pies and cute...

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...

Nasty young sluts giving up their butts! Their asses are super and they all take it in the pooper. If you`re an ass man, you gotta see these c*ck craving bitches get stuffed in the can. Cum join the masses and enjoy these hot whores taking it in their Illegal Asses!!!

These teens are sex junkies and sperm is their drug. We feed their constant cravings with pleny of ass to mouth, DP`s, double anal and their favorite drug, sperm shot right in their mouths.Enjoy, Mike John

Director`s Edition. People Say Sharing Is Caring, and Obviously We Care About These Girls. Each Ass Packed Cum Strumpet Takes On Multiple Guys Like A Whore On The Prowl. The Ensuing D.P.`s, Ass-To-Mouth, and Bowel-Cleansing Cum Enemas Bring Debauchery To A New Level. Enjoy!

Special Edition 2-Disc Set. Two earlier productions by Manuel Ferrara are now in one deluxe package for your nostalgic pleasure. In Teen Cum Squad 2, five young heartbreakers get f*cked aggressively, then have their pretty faces covered in man-batter by the titular squad of ejaculators! Anal Expe...

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...

Amber Michaels - Cream-filled ass pies! Booty Queen Ryan Conner fills our lens... with her huge hard ass! Relentless ass to mouth! Bella Donna : All holes filled! Triple Stuffed! Double anal! Aurora Snow gets the 'Ass Worship Service' and gapes like a champ! Shyla's assho...

Goo For Two is good for you! Recent studies have shown that cum swapping on a regular basis helps protect women against cavities and plaque. Some whores have even claimed that rinsing with semen leaves their kisser clean and fresh without the burn. Which explains why the cum-crazed cuties of Goo ...

Jack is really busy casting big, bouncing, beautiful butts for music videos. They shake, they roll, and they swallow fat c*cks whole! True to Jacks good sense, theres a lot of tease and a lot of action and its all entertaining! Forget professional... This volume is all about big, round, gorgeous ...

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...

MY FIRST PORN is a comical sex-spectacle of Jack directing his first porn movie. In Volume 3, watch Teagan Presley doing what she does best. Add Austin Kincaid and Faith to the mix and this installment sells itself. Don`t miss it!