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...

You don`t know Jack until you`ve seen through his eyes. These bitches got skills! C*ck hungry hot babes! Satisfy all the ho`s!

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...

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. Don`t miss Digital Playground`s Exclusive Contract Stars, Teagan Presley and Jana Cova in a very personal, off the hook sexual experience! All the screamin` hot sex in Digital Playground`s award winning Jack`s Playground series are now shot in POV perspective for your ult...

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 vi...

Don`t miss this all-star cast that includes Hannah Harper, Lacey Maguire, Annette Schwarz, Rachel Roxxx, and Britney Stevens in a very personal, off the hook sexual experience! All the screamin` hot sex in Digital Playground`s award winning Jack`s Playground series are now shot in POV perspective...

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...

Shot in High Definition. Let Jack`s cameras tease and tempt you, offering the finest bush on the planet, all in first hand perspective. In volume 6, Digital Playground`s ultra-hot, super fresh and amazingly gorgeous, Shay Jordan takes on super stud, Scott Nails delivering an invigorating blow job...

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...

With its unique camera work, JACK`S POV 13 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...

Starring Selena Rose In Her First POV! Real Girls Uncensored!

Shot in High Definition. In volume 5, Digital Playground`s exclusive contract super star, Teagan Presley takes on super stud, Scott Nails delivering an invigorating blow job and an erotically sticky and wet boy / girl romp. She loves music videos! Then the oh-so-cute, Kinzie Kenner offers her lov...

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...

All the screaming hot sex in Digital Playgrounds award winning Jacks Playground series are now shot in POV perspective for your ultimate enjoyment. In Jacks POV Playground, get the BEST action from star, Raven Alexis.

With its unique camera work, JACK`S POV 14 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...

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,...

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 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`...

With its unique camera work, JACK`S POV 12 brings you into the action and doesn`t loosen its grip until you`re completely drained. It puts you in the driver 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 musi...

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

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...

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!

Beautiful superstar Kayden Kross comes up close, right in the palm of your hands, with lusty POV action. Kayden invites you to reach out and touch her as she and other hot, gorgeous horny stars indulge your sexual fantasies. Real lust, uncensored desire, and burning passion in your face so close,...

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! But this time, he`s focusing in on hot babes with BIG, FUN ASSES. It`s more cushion for the pushin`. Forget professional... This volume is all about ASS. It`s hot and kinky and Jack`s found a new niche.

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!

Shot in High Definition. 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 Jack finds pleasure deep between their crevices. True to Jack`s good sense, there`s a lot of tease and a lot of action and it`s all e...

When you think of the ultimate MILF, one name comes to mind Julia Ann, the Queen of the Cougars! Angelic face, amazing rack, and a pussy that just wont quit. MILF chasers worldwide are gonna lose it with this all-star cast, Allison Kilgore hands down superslut, Carrie Ann the goth MILF, and big t...

Special L.A. Erotica Edition. Pound for pound, one of the best thicks to-date, because thick girls need love too!

Special Extended 2-Disc Set. Shot entirely in HD, CONTROL is harder, faster and edgier than anything Robby has directed before. Delivered on 2 Discs, with 2 rock-hard, roaring anal scenes, 3 slippery-wet p*ssy f*cks, 2 orgasm-inducing masturbation delights, 1 juicy blowjob featuring stringers and...

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...

Everybody loves seeing that brand new face, so fresh and ripe for picking like a piece of fruit. The thought in knowing only one or two dicks have ever entered into these tight virgin twats creates a whole new fantasy. In this volume, we even include two boy-boy-girl scenes which is just what the...

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 9 is all about the tantalizing titties of Gia...

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...

These c*ck craving cuties love the feeling of big black c*cks stuffed into their tight asses. They have big juicy booties, and are ready to get f*cked hard by some black studs.

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 our batch of white sluts feast on black meat!

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 ...

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 Extended 2-Disc Set. Starring gorgeous young girls like Holly Morgan and Nautica Thorn, PULSE POV is so long, it wouldn`t fit on one disc. Disc 2 is our special gift to the guy who is sitting home alone. In PULSE POV, you have the choice to bypass the movie and move straight to the fetish...

These girls need a real hard ride!

Naomi`s big Brazilian booty pumps and grinds on Steve`s monster c*ck. Monica Breeze is a real nympho who can`t get enough of Lee Stone`s member. Isis Love is a real carnivore, as she loves stuffing her holes with big 10 meat. 18-year-old Tiger`s beautiful Latin tits bounce as she get rammed in he...

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...

From the award-winning director Joone comes the biggest epic in the history of adult films. This electrifying, swashbuckling sex-adventure takes you on a humorous and mystical journey through haunted seas and deep into the abyss of our most lustful desires… Pirates features deadly swordplay aga...