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...

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`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!

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...

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 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...

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 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. 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. 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...

Fine ass sluts, dick throbbing tease, and explosive sex!

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!

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...

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*...

Fasten your sex belt, grab your shifter, and hold on tight: the supercharged sluts of GTA 9 are taking you on an anal joyride! These colon cuties f*ck so fast and furious, they don`t have time for a pit-stop in the p*ssy! They want their tailpipes bored out, their tanks filled with semen, and t...

Starring Evita Pozzi! Busty Bossy Bitches Gettin' Boned Big Time! 6 Bra Bustin' Scenes!

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`...

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...

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...

MY FIRST PORN is a comical sex-spectacle of Jack directing his first porn movie. In Volume 2, Devon gets down and she gets dirty. It`s hot, it`s messy and you don`t want to miss this.

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...

Take cover! Load after load and nut after nut is constantly crammed and stuffed into each one of these cum craving cuties. Ass slamming anals, p*ssy punishing penetrations, and skull stabbing c*ck swallowings are just a few of the delightful antics you`ll be jacking to! Enjoy!

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...

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 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...

Innocent foreign babes learn how to suck and f*ck like pros to get the part. These horny hotties get raunchy in five scorching action sequences that include deep throat BJs, pounding anal penetration, and devastating DPs!

Open the flood gates! The whores from DOWN THE HATCH #19 are ready for gallons of goo! These sluts love nothing more than to get their tonsils tossed in a tasty treat of man muck. With over 60 loads to suck and slurp, these sperm sippers swallow, eagerly waiting for more. Double penetrations, blo...

School`s in session and these coeds are hot for teacher. The dean is going to have his hands full, or will they have a handful of Dean?

5 asian whores love you long time!

Bad for directors….great for jerk offs! Our directors hate when we decide to shoot another Drive Thru flick. Truth is, there isn’t much for them to do except stand around and grab their cocks. Who needs direction when you have sucking and fucking this real and this intense! We just hit rec...

Directed by Celeste, WAY OF THE DRAGON is a surreal journey through a sensual dreamscape of Asian customs, fantasies, and sexual delights. Watch a beautiful young cast as they create an artistic masterpiece of pain and pleasure. With ropes and kimonos, Celeste casts a vibrant, sexy light on Asia`...

The only thing better than being able to vote on our 18th birthday, is now we are allowed to take huge c*cks in every single one of our tight little holes. We`re all big girls now, and we`re loving every bit of it. Giving balls-deep blowjobs, getting a rock-hard dick in our ass and p*ssy at the s...

Your dreams have been answered, as weve gathered the hottest and horniest humpers in XXX. Welcome to Fantasyland where cocks get sucked and pussies get fucked. With the scorching, non-stop action youll need to give your sack a whack!

In the Russian Institute, sex is essential in the education of the students... Like this blonde girl who finds her two teachers in a car and takes their two dicks in her pussy and their sperm on her face. Two students attract their sports teacher in the showers for a torrid three-way with deep an...

bIt's All About Ass For Days!/bbrbr Deep Throat Love Machines! Purple Gapes! brbr The ATM Girlz! Psycedelic Sodomy!brbr You'll be trippin' for sure when you see just how far each one of these anal fuck bitches will go to prove that she is the Ass Queen of the century! DP's, huge ass toys, doub...

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...

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...

Young Girls Getting Caught!brbr It's back to school time and we've got something for everyone! Whether you like the young first-timers or the more experienced Moms... you'll love these sluts! See Kat take a reaming that you won't soon forget and Jamie Elle: she can out-fuck anyone, anytime, anyw...

Shot in High Definition. It`s ass good ass anal gets!

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