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 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!

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!

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. 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...

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...

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,...

Extra-curricular cream for these bright young pupils! You can send them to private school but nothing will stop a young babe from getting her hands on some hard meat!

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!

They bring the best desserts from across the sea. A nice, steamy hot, juicy cream pie. Dig in.

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 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...

Enjoy these 5 young new starlets take not just 1 dick in the ass, but 2 dicks in the ass. That is correct my friend, double anal in every scene, Enjoy!

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*...

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 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...

In Jesse Jane: Sexual Freak, Jesse Jane is at an all time high. Her insatiable lust and her pure power are exploited and showcased under Robby`s artful direction. Watch her take Tommy Gunn under her control, seduce Roxy Deville and Scott Nails simultaneously and order Erik Everhard to his knees. ...

It`s already been broughten! These sporty sluts will cheer you up in a flash! The ultimate cheerleader fantasy plays out so well, making this movie was a real no-brainer! Top notch petites with our favorite uniforms!

Pound these apple bottoms! Anal, facials, DPs, 3-ways! Sunny Lane`s humps are bumpin`! Sophie Dee gives double BJs, then gets slammed DP style! Kapri Styles gets a mouth stuffin`! Jemini`s tiny assh*le gets violated! Memphis Monroe loves to take it deep!

There`s something about these p*ssies that scream: Put a c*ck it! Thick luscious butts getting greased up! Includes anal, facials, and a 3-way!

These women are real life NYMPHOMANIACS! They beg for sex and need it like food. And they are SUPER HOT!

Who would have thought a hick from Miami could make a site about MILFs that he has hunted down and banged? This is THE original MILF site where really hot moms get banged by the MILF Hunter. These mamas can never get enough c*ck.

Watch twelve hungry mouths in action!

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 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...

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...

More dick please! These babes just aren`t satisfied until every hole is stuffed to capacity with hard pumping c*cks. It`s what these DP girls crave!!!

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 High Definition. JACK`S PLAYGROUND #33 stars Devon in a scandalous scene with Scott Nails, plus gorgeous babes titty-f*cking, c*cksucking, and banging their way into music video stardom. This title is HOT HOT HOT!!!

See real girls uncensored. Winner of AVN`s Venus Awards, Nightmoves for Best Gonzo Series. Playful, powerful, and supremely sexual - a revolutionary sex comedy... One of the most original series in years! -- AVN magazine

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...

AWESOME DOUBLE PENETRATIONS IN EVERY SCENE!Anabolic has commissioned John Strong to capture the nastiest sluts available, and then to get them all DOUBLE STUFFED with c*ck. This movie may be just what has been missing for true connoisseurs of smut!

Six scenes, six all natural beauties...banging thats definitely in your face...We got anals...double anals, DP's...deep throats...cum drinkers. It's all messy...nasty fun !!!

HARDCORE XXX SEX ACTION!These six cum-oozing nymphs are anxious to spread their pink wet pussies and get f*cked really hard in six sizzling scenes. Vaginal, anal, DP, and interracial ... They have a dripping wet hole for everyone who loves nasty sex.

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...

This series just keeps getting better! 3 Young, Eager Sluts step up to the plate. They will show us if they have what it takes to be a GANGBANG GIRL. They fuck, suck and eat cum in a frenzy! Anal, Double Vaginal, Double Anal, Double Penetrations, Standing Anal, Ass-to-Mouth, Ass-to-Mouth Merry-go...