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...

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. 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!

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!

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. 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 ...

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 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 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, ...

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 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*...

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 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. 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...

Shot in High Definition. With horny, slutty BABYSITTERS like these, it`s no wonder all those housewives are so desperate. Digital Playground and Robby D. bring you seven of the hottest sex scenes and twelve of the sexiest girls in the neighborhood. Take your babysitter fantasies to new, hardcore ...

The MY FIRST PORN series is a comical sex-spectacle of Jack directing his first porn movie. Volume 6 features the amazing anal queen, Delilah Strong, in a butt scene with Scott Nails that rocked the whole damn house! Next up you`ll find the lovely and sweet Riley Shy engaged in a tempestuous f*ck...

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. 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 Volume 3, Digital Playgrond`s contract super stars, Sophia Santi and Lacie Heart show they are PERFECT from HEAD to TOE! Join them and...

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...

Shot in High Definition. DEEPER #8 takes you deep inside Digital Playground`s lovely blonde Hannah Harper. She captivates the screen in sensationally sexy scenes with Scott Nails and Alec Knight. Featuring insane intros, state of the art editing, masterful direction and a delightful foray of fles...

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...

Real girls uncensored! Guaranteed big! Back dat ass up!

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 #32 features Digital Playground`s contract babe, Sophia Santi, eager to make it in the music video scene. She shows her distinct talents and raw, exquisite beauty in two delectable scenes. Then Michelle Maylene proves she will do anything for fame too. Flower Tucci goes with the...

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...

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 sl...

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!

You`ve heard and seen Girls Gone Wild well we bring you the finest in XXX where our naughty girls give it all and more, Colonel Sander`s watch out since we`re about to give you Chicks Gone Wild!

Jack knows ambitious chicks will do anything to win first place in a beauty pageant. JACK`S TEEN AMERICA 22 features Jack and his crew interviewing lovely contestants Teagan Presley, Sasha Grey, and Adrianna Lynn to find out why they are qualified to be the next Teen America. The girls are quite ...

The MY FIRST PORN series is a comical sex-spectacle of Jack directing his first porn movie. Volume 10 is over two hours and features Stoya in a brand-new, amazingly ass-a-liscious anal scene. The A-list cast includes sensational f*ck stars Sophia Santi, Kortni Kiss, Sabrina Rose, Evie Delatosso, ...

Blu-Ray DVD. JESSE JANE: ALL-AMERICAN GIRL tells the fun and provocative story of a popular girl, coming of age in prep school. She playfully embraces her sexuality in a delicious tale of lost innocence. It features Jesse in four of eight amazing scenes: Two of them are three-ways, one is a beaut...

Everybody knows that bad girls have more fun, and the Digital Playground girls are the baddest on theblock. Digital Playground`s BAD GIRLS 2 is the new, kinky gonzo from acclaimed director Robby D. Contract stars Riley Steele and Angelina Armani are naughty and begging to be punished. Scott and M...

With its unique camera work, JACK`S POV 15 brings you into the action and doesn`t loosen its grip until you`re completely drained. It puts you in the driver`s seat and gives you the best action, the most delicious teases, and pure in-your-face comedy. It`s your job to cast sexy, young women in mu...

Blu-Ray Version. JESSE`S JUICE features DP`s contract superstar, Jesse Jane in five delicously mouthwatering scenes. Rich with innuendo, director Celeste uses ripe fruits and juices intertwined with passionate sex in each seductive scene. Jesse unleashes her desire in two provocative boy/girl sce...

Shot in HD Widescreen. Don`t miss Digital Playground`s Exclusive Contract Star, Stoya in her debut boy/girl scene. JACK`S POV #9 is off the hook sex! All the screamin` hot sex in Digital Playground`s award winning Jack`s Playground series are now shot in POV perspective for your ultimate enjoymen...

Blu-Ray Version. Set in the days of 50`s pinup stars, Jesse Jane and Jana Cova get down and dirty while they get you off in Celeste`s greatest masterpiece to date, HOT ROD FOR SINNERS. Featuring over ten scenes, two Digital Playground contract stars plus eight of the most beautiful girls to ever ...

Enjoy Digital Playground contract stars Jesse Jane and Shay Jordan in this wonderful and sexy horror spoof. Set in another era, six erotic stories unfold in an eerie mansion. It`sdelightfully wicked and sensationally horny with an A-list cast, memorable spoofs, roller skates and ball gags. Direct...

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...

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 interlac...

Candy Manson gets her tits sucked and f*cked by the pool! Alexis Silver has huge natural tits and loves huge c*cks in her bum! Carmella Bing has big giant tits and a gaping anus! Savanah Gold is a big titty bitch who loves to f*ck! Drew Butterfly is the newcummer with beautiful natural tits!

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...