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 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 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 8 is all about the tantalizing titties of Gin...

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 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 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. 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 abo...

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...

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 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...

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!!!

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...

The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features the lovely and sweet Gianna in a tempestuous f*ck scene with Scott Nails and his massive c*ck. Then the gorgeous Kinzie Kenner, one of the hottest babes alive, shows up on set. She lets C...

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...

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.

Shot entirely on HD, ASS ADDICTION is the newest incarnation from acclaimed director, Robby D. Volume 1 features Kinzie Kenner in her very first anal orgy with Scott Nails, Jean Val Jean, and Marco Banderas! Shyla Styles gets an anal tag teaming she`ll never forget and Katja enjoys a B/B/G that e...

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...

Two nuts for each slut! These ladies get tag teamed and ass reamed. Every girl swallows every last drop and also takes an internal pop! One shot goes up the snatch and the other goes down the hatch. These cum hungry whores are beaming while they are SCREAMIN` FOR SEMEN!!!

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...

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!

There`s nothin` like two big, round puppies pushed together and waiting for a mouth or a c*ck - preferably yours - to lavish a little love. These knockers are knock-outs and if you`re a fan of batter splattered boobs, you`ll find our latest installment of monster melons udderly out of this world.

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...

If you love young ones, you`ll love Jackie Ashe... and she loves to get f*cked. It`s Danielle Derek`s first scene and first anal. She`s a natural born porn star. Deja Daire thrives for hard black c*ck in her ass. Lacey Leoni is a newcomer that looks hot and is learning how to f*ck like a slut. Ch...

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!

All spruced up with one thing on their minds... These mature c*ck craving women are on the prowl, ready to pounce on their next young prey. Get ready to be SEDUCED BY A COUGAR!

Special Edition 2-Disc Set. Jules tries to take a vacation but keeps running into sluts who wantto show off for his camera... Most of `em taking it up the ass. He invades New York City, Philadelphia, Montreal, and Baltimore.

Shot in HD Widescreen. It`s been over a year and a half since director Vince Vouyer has been so inspired by the exceptional talent that he felt he must renew this best selling series. YOUNG RIPE MELLONS #9 is just that... Hot young girls with perfect natural breasts! 18 year old Sabrina Starr and...

Five big titty babes begging for big-booby lovin` men! These chesty treasures jiggle and jostle in this titty f*cking fest.

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 entirely on HD, the Control series is harder, faster and edgier than anything Robby has directed before. Volume 4 is no exception. With over 3 hours of footage and 9 scenes, Shay Jordan and Sasha Grey light up the screen. This DVD contains slammin` anal, slippery-wet p*ssy f*cks, juicy blow-...

Shot in HD Widescreen. Icon stars Teagan Presley and a scrumptious selection of sex symbols: Kinzie Kenner, Tory Lane, Sophia Lynn, Lindsey Meadows, Skigh, and Daisy Marie in eight abundant and delicious sex scenes and over two hours of insanely hard footage.

Check out Triple-F MILF Danielle Derek as she shows you the most rockin` knockers on the planet in smoking hot action! Baby Doll gives you Bombshells galore in their horniest stage of life. These MILFs can`t get enough cock and wont stop until they cum again and again. You`ll cum over and over too!

Shot in High Definition. In volume 4 of this ASS-A-LISCIOUS show, Jack shows some good old-fashioned nepotism as he enlists the hard-bodied Naomi to devirginize his cousin for an 18th birthday surprise. Naomi does the job, turns up the heat, and gives the young lads` future lovers stiff competiti...

Busty Work Babes Getting Drilled On The Job! The Hottest Professionals In America! Gina Lynn Knows She Can Get Anything With Her Tight, Wet P*ssy, Even Cheyene`s Parking Spot! Lichelle Marie Finally Gives The Message He Was Waiting For To Her Boss! Carmella Bing Will Do Anything To Her Boyfriend ...

It`s a big boob bang fest! Gorgeous babes with oversized breasts know how to give oversized sex! Their boobs are enormous and so are their sex appetites. They love anal, 2 ways and especially crave to be f*cked on their breasts, and watch the cream from their stud`s c*cks pour down their melon...

Not only are these milfs hot as hell, but they have huge tits too. They just love to get fucked hard so their tits bounce all over the place. Climb on top or fuck them from behind. Just make sure you get a handful and mouthful of some luscious tits.

Relax! It's all good. There's a party to go to and these girls are ready, except their step dads have some important things to take care of first. Four girls will get to celebrate after they have pleased that important person in their life... their Stepdad. You know you've always seen your stepda...

Very petite women, who like to make the biggest c*cks disappear! In their hot, tight, juicy little c*nts and in their willing mouths, these Little Magicians will make any magic wand disappear!

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 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...

Directed by Celeste, Marvelous is an artistic masterpiece, a vision of decadence intertwined with pure eroticism and frantic lust. Watch Jesse, as she leads a beautiful young cast into a foray of sexual bliss.

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!

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!

***2007 AVNA BEST MILF AWARD*** More infidelity on Smashingbird Lane! Watch these scandalous married sluts get their pussies pounded and butts banged deep and hard! Lisa Ann gets the big dick of a stranger when her husband fails to fuck her properly! Nasty Nicole Sheridan punishes her lame husba...

This movie is all about those spicy Latin girls that have made our blood boil over the years. See all of these south of the border honies do their thing!

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

2-Disc Set. We love natural tits, but big natural tits are even better! Brandy Talore makes a comeback in this edition this time taking on two guys! NATURALLY STACKED #2 continues its dedication to tits and fans who love them!

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...