Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Sophia Santi alongside Selina Draagen, Alyssa Chase, Carli Banks, Marlena, Christina Brooks…

Smoking hot Jesse rocks ’till it rolls! The new Jack is harder, deeper, faster than ever before!

Tons Of Hardcore Action With An All Star Cast! Your favorite spooky family is more sexy than scary in This Ain’t The Munsters XXX! This spoof from Hustler Video features…

Blue balls are for suckers! For all you dudes who love strippers but hate the nut-ache after, stay home, tug your cock and watch these pole pros dance with dick…

Over 100 Cum Shots and Over 120 Minutes It’s not our fault your dry cleaning bill is so high. If you blasted a load on the floor instead, you wouldn’t…

Big Rack Attack 4

26 Girls Rackin’ Up 20 Scenes Plus 1 Brand New Scene! Have you experienced shortness of breath, dizziness, and/or heart palpitations after seeing a hottie with a bra-busting bosom? If…

28 Girls Rackin’ Up 20 Scenes Plus 1 Brand New Scene! When you just can’t resist asking that pretty stranger next to you if you can squeeze her tits, that’s…

6 Bubble Butt Scenes Face down, ass up, that’s the way these girls like to fuck! Grab the anal lube and get ready for another episode of pillow-pushin, cheek-claping, skin-slapping…

In a world where fantasy meets reality, anything is possible. Turn on the fun in this gonzo style film where everything is your POV. Watch as hot, young, sexy girls…

Doll House Vol. 6, The The Dolls are back in the House and they’re homier than ever! The critically-acclaimed Doll House series continues as our anatomically-perfect collection of dick-loving dolls…

Master Robby D. delivers more hot pussy pounding and intense orgasmic blow jobs. This time he turns his attention to some sexy ass mothers we’d all like to fuck. Some…

Kissing Buddies (Digitalplayground)

SexFest 100% Group Sex!

We all know the Miss Teen America pageant is full of flaws. You can’t judge a beautiful young woman based solely on a few simple tasks. Jack sets out to…

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.

Teagan Wants More! 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 Jack’s answer…

Five horny teens. 2 sound guys with equipment. 1 contest. 1 winner. Sound familiar? It is. It’s Jack’s Teen America. Put it in and cast your vote! Jack’s at it…

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 Jack’s answer to gettin a fuckin…

Eva, Sandra, Gia and Melissa are all willing to do whatever it takes to win “Miss Teen America”. So they show off their particular tlaents on the crew interviewing them….

Teagan Is Back! 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 Jack’s answer…

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…

A FantASStic Show Are you ready for some extreme bubble bursting butts?

Teagan Presley & ANAL, does the rest of this description even matter? Jack is really busy casting big, bouncing, beautiful butts for music videos. They shake, they roll and they…

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 the second volume, Digital Playground’s…

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 Jack’s Playground: Leg Show 3,…

Jana Cova is a sexual freak and she wants you to watch. The oh-so-lovely Carli Banks fills her up perfectly in this superbly erotic fuck film. For the first time…

We’ve got the curves that’ll satisfy the nastiest of pervs! Fans of the fine female form, will flip at the collection of world-class women that we’ve gathered for Curve Appeal…

In An Office No One Can Hear You Scream Squirting. Smoking. Stocking and shoes. Four ways. Submissives. And not a condom in sight sound like a steamy, nasty porno to…

James is a masseuse with a demanding clientele, handling everyone from horny MILFs to naughty girlfriends. As his business grows, he enlists the help of his amateur buddies to service…

Mega Packed with Juicy Crack “Check out these packs with juicy crack presented by Jack”

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 fuck and some…

Big, Hot and Kinky! “More Cushin For the Pushin”

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…

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…

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…

Trent Morgan was a successful director with all the trapping of fame, except for something to keep him interested. Until he finds himself an unsuspecting pawn in a dark and…

Double Stuffed For Her Pleasure Every girl violated anally and orally. Hardcore anal and DP! Cum eating in every scene! Multiple ATM’s in every scene!

Janine’s First Interraical and No Condom Scene! See Janine gulp all the frosting from the double stuffed oreo.

You’ve loved Hannah in everything and now you can enjoy her work as you never have before, with all the production values Digital Playground is famous for. Hannah Harper is…