Blu-Ray Version. All the screamin hot sex in Digital Playgrounds award winning Jacks Playground series are now shot in POV perspective for your ultimate enjoyment. In Jacks new POV Playground, YOU will get the BEST action, the most delicious tease and pure comedy IN YOUR FACE. Pretend YOU are cas...

Blu-Ray Version. 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, ...

Blu-Ray Version. 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 lovely body f...

Blu-Ray Version. 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 videos as ...

Blu-Ray Version. 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, ...

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...

Blu-Ray Version. 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, ...

Make A Wish, Now Blow Me! Babe Got Cock Attitude! Vitamin C Wanted! 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 POV Playground, you will get the best action, the most delicious...

Blu-Ray Version. 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 i...

Real Girls Uncensored! Starring Teagan Presley Also Starring Jana Cova! You Don't Know Jack Until You've Seen Through His Eyes! Whack It Again! Bring It On Jana-101! Yo Quiero Soft Taco! It Takes Two! Candy Makes It Sweet!

Blu-Ray Version. 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.

Blu-Ray Version. 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, YOU will get the BEST action, the most delicious tease, and pure comedy IN YOUR FACE. Pretend YOU are casti...

Blu-Ray Version. 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 and an ...

Beautiful BiBi Jones drips her young, sweet juices all over thick rods and long, hard members. Sliding and pumping on the giant cock of Manuel Ferrara, she shows off her naughty skills as the youngest new nasty girl. She and her horny girls get busy slurping down fat erections and volcanic erupti...

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

Blu-Ray Version. 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, yo...

Special Contract UnitbrbruJack's Checklist/ubrbrliShitty Shitty Bang Bang liAnal Pipe Cleaning liAnal Bubble Blowing liLee Stone Throwing liBlind Demolition liPaddle Discipline liGag and Swallow liDiapers liSwallow the Roman Soldier liDid we mention Anal?

Blu-Ray Version. Jack knows ambitious chicks will do anything to win first place in a beauty pageant. JACK`S TEEN AMERICA 22 features Jack and his crew interviewing lovely contestants Teagan Presley, Sasha Grey, and Adrianna Lynn to find out why they are qualified to be the next Teen America. The...

Blu-Ray Version. JACK`S BIG ASS SHOW is now available in high-definition on Blu-Ray Disc with Super Fine Asses EVERYWHERE! Jacks at it again! But this time, hes focusing in on hot babes with BIG, FUN ASSES. With Digital Playgrounds contract stars, Lacie Heart and Jana Cova, its more cushion for ...

Blu-Ray Version. 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 C...

Blu-Ray Version. Jack`s at it again. This time, it`s even kinkier than before. Jack turns whathe 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,...

Blu-Ray Version. 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!

Blu-Ray Version. 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 about bi...

Blu-Ray Version. 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...

Starring Jesse Jane! Smoking Hot Jesse Rocks Till It Rolls! 'Playful, powerful and supremely sexual - a revolutionary sex comedy... One of the most original series in years!' The New Jack Is Harder Deeper Faster Than Ever Before! Jack is really busy casting for music videos and now he'...

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!!!

Blu-Ray Version. Jacks 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. Theres more than a mouthful, more ...

Blu-Ray. Dont miss Lauren Phoenix, Rachel Rotten, Meagan, Sativa Rose, and Harmony in insanely 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 f*...

Blu-Ray Version. Director Robby D. delivers the genuine goods in this fresh tribute to natural redheads. The amazingly gorgeous, red-haired, mostly freckled cast sucks, f*cks, and takes it in the ass. The carpets match the drapes in this sexy, funny adventure. A spin-off of the best selling and m...

Blu-Ray Version. This series chronicles the life of Jack, a porn director, and the many comical mishaps of his uber job. This first installment features the lovely Teagan Presley in a succulent and decadent f*ck fantasy. The volume is ripe with anal, boy/girl and, of course, a plethora of gooey,...

Blu-Ray Version. 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 contract superstar, Shay Jordan, shows she is perfect from head to toe. Jack`s gorgeous babes deliver ...

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 cock, up to his balls, in a deca-dent and sloppy blow job before she lets him fuck her tight little ass...

Blu-Ray Version. 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 competition! Sexy...

Real Girls Uncensored! Starring Sophia Saint ! 'Playful, powerful and supremely sexual- a revolutionary sex comedy... One of the most original series in years!' The New Jack Is Deeper Faster Than Ever Before!

Blu-Ray Version. Jacks casting again! This time hes looking for leg models... sexy, leggy vixens who want to be in fresh, up and coming music videos. In Volume 3, Digital Playgrounds contract super stars, Sophia Santi and Lacie Heart show they are PERFECT from HEAD to TOE! Join them and an all-st...

Double Contract Stars Edition! Sexy! Horny! Hot Gilrls Loves Masturbating! My Ass Will Take Boy & Toy! White Boy 'N Tha Hood! The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 8 is 3 full hours and features Digital Playground contract stars...

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 Playgrounds award winning Jack`s Playground series are now shot in POV perv-spective for your ultimate enjoyment. In Jack`s POV Play...

Blu-Ray Version. Starring Digital Playground`s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, JACK`S ASIAN ADVENTURES will please your pallet. Jack usesthe tried and true `do you want to be in a music video` line and it works flawlessly. These girls are...

Award winning director, William H., returns with a collection of voluptuous law enforcement officers in elaborate vignette scenarios. Enjoy the humorous and sexy escapades of these cuvy cops!

Dont worry you wont have to share these sexy young sluts because, as the title suggests, youre about to engage in some intense 1 on 1 action. Its just you and some of the hottest sluts in XXX engaging in a fast and furious game of sex. Be careful, though, as one look at these hard tight bods w...

Put yourself right in the action with six barely legal cuties who are eagerly awaiting your c*ck! You`re right in the action... How do you want to f*ck them?

Blu-Ray Version.More buxom beauties just aching to get tit fucked and pussy plowed by some long hard dark dick. See how the huge size of their hooters matches the size of their Brotha Lovin` sex drive!

Anabolic brings you a collection of 6 Hot wanton women (hot naive inexperienced teenagers) HUNGRY FOR COCK! Older is Better in this lust inspired series of Anabolic Cougars (They`re called that for a reason) getting WET and HORNY for some intense Fucking! These lovely ladies are no strangers to h...

Blu-Ray Version. A road trip turns deadly when five young friends embark on a journey to attend an annual festival in the desert. The eclectic group is looking forward to a free-spirited weekend, a place to let down their hair and escape their hectic lives. But what begins as mild paranoia become...

Blu-Ray Version. 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, se...

Blu-Ray Version. 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 tantalizi...

Blu-Ray Version. Heavily awarded director, Robby D., offers fans this tasty tribute to young girls and their innocent excitement as they discover sex and the mind-blowing enjoyment of their first orgasm. HARD CANDY 4 is a fetish movie for every fan of hot girls in need of a proper sexual educatio...

Blu-Ray Version. 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. Its hot, its messy and you dont want to miss this.

College kittens who slurp down every last drop of cum!