Real girls uncensored Imagine what it would be like to date your favorite porn star. Imagine waking up next to a naked Kayden Kross and having hot morning sex with…

Jack’s POV 17 You think you know Jack? These bitches are sucking up his dick and swallowing it deep in their pussies… I think they know a little more about…

Jack’s POV 16 All the screaming 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,…

Jack’s POV 14 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. Jack’s POV 14, starring Digital…

Jack’s POV 12 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. Jack’s POV 12 puts you…

Real Girls Uncensored You don’t know Jack until you’ve seen through his eyes. Don’t miss this all-star cast that includes Hannah Harper, Lacey Maguire, Annette Schwarz, Rachel Roxxx & Britney…

Jack’s POV 10 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…

Ride The Curves With Reckless Abandon Jack is really busy casting for music videos and he’s scored some super fine ass for volume 38. Digital Playground’s amazing contract super stars…

Real girls uncensored. Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Jesse Jane. She fucks Ben English every which way…

The Comedy is in the Commentary 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…

Jack’s Playground: Leg Show 4 The camera starts at her petite ankle and slowly travels up the milky skin of her calve and around her toned hamstring on a journey…

Jack’s Playground: Big Ass Show 9 Jack’s busy in his playground casting big-ass babes for leading roles in his “music videos”. This time he gets Alexis Texas and Shyla Stylez…

A FantASStic Show Jack’s Big Ass Show is back with another episode, and although Jack isn’t getting anything once again it seems like where ever he goes there’s girls with…

Jack’s Playground: Big Ass Show 4 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…

Jack’s Playground: Big Ass Show 2 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….

“Eastside Connection” Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried…

Jack’s Playground: Asian Adventure 4 Digital Playground’s Asian sensation, Shay Jordan is back for more… with a cast of eager-to-please, exotic nymphs, Jack’s Playground: Asian Adventure 4 will surely satiate…

Paradise… they’re taking it all in… with a smile. Hardcore fucking that will bring you to your knees. This cockold gonzo release starring Jesse Jane and Riley Steele is aimed…

Teenlicious There’s nothing more delicious than the dripping clear morning dew on fresh barely fucked teen pussy. The fountain of youth is literally a liquid from a youthful teen. The…

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…

Teen America: Mission #4 Jack’s at it again with Jack’s Teen America Mission #4. This time, it`s even kinkier than before. Jack’s checklist: Backdoor Bonanza, Whip the Pony, Racquetball Rectal,…

Teen America: Mission #23 Jack knows ambitious chicks will do anything to win first place in a beauty pageant. Jack’s Teen America: Mission #23 features Jack and his crew interviewing…

Teen America: Mission #13 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…

Teagan’s Juice Shot entirely on HD, Teagan’s Juice features Teagan Presley in 6 lascivious scenes. Rich with innuendo, Celeste uses ripe fruits and juices intertwined with passionate sex in each…

Stoya Video Nasty Stoya makes crazy-sex in three scintillating scenes in Digital Playground’s third installment of Video Nasty. She proves her pure deliciousness in a sexually charged three-way with Alektra…

Sticky Sweet Internationally acclaimed and multi-award winning director, Robby D. offers fans a raw and unapologetic tribute to the kind of hardcore sex that will keep minds racing at night….

Sexual Freak 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….

Riley Steele Perfect Pet Digital Playground’s acclaimed director Robby D. creates a world of sexual servitude, where beautiful girls adorned in leather collars crawl around wanting to please their masters….

Girl Next Door A quick peek over the fence will reveal a world beyond your wildest fantasies. It’s a world of teddy bears, night gowns and pillow fights, as well…

Gangbang My Face 5 She doesn’t just want to be gangbanged; she wants all the multi-cock action to come right at her face. Starring Anita Blue, Sophie Dee, Annette Schwarz,…

Supermodel Cum Receptacle The title only tells half the story. Infamous pervert Jake Malone shows off his favorite porn princesses getting used like public accommodations in this latest edition of…

Gang Bang My Face New Evil Angel addition Jake Malone delivers nine lovely victims for six epic multi-guy blowjob cluster-sucks. If you’re a fan of seeing many dicks rudely shoved…

Gabriella Fox Foxxxy Gabriella Fox, Digital Playground’s sultry Latina contract girl, stars in three of six scenes of the must-own Gabriella Fox: Foxxxy. The gorgeous starlet loses all her inhibitions…

Filth Cums First Shot entirely on HD, Robby D’s Filth Cums First is an all-anal showcase with interracial highlights. Featuring crazy gorgeous sluts who can’t get enough big hard cock…

Dirty Me Not every woman enjoys sunshine, daisies, and romance. Some women are wired to like it rough, and Miss Katsuni is no exception. Follow her into a world of…

Fuck Me Silly Vol. 2 Introducing Nicolette Shea to DP. Watch her get soaked with busty brunette Angela White and of course, the man himself – Keiran Lee. Ariel can’t…

Devon: Decadence Sinister and perverse eroticism, the darkness of Devon: Decadence is a forbidden and tempting viewing experience. Fetish and fashion reign as sexual Doms and subs twiddle between planes…

Deeper Beginning with the first frame and continuing until the final credits roll, Deeper is an intense sexual experience. Shot with all the magic, artistry, and design of Digital Playground’s…

Deeper 7 Deeper 7 takes you deep inside Digital Playground’s lovely and exotic Katsumi. She captivates the screen in sensational anal scenes with Steve Holmes and Chris Charming. Featuring insane…

Deeper 5 Deeper 5 is a playfully sexual tribute to Digital Playground’s perfect, all natural Goddess, Jana Cova. She captivates the screen in a multitude of scenes including kinky anal…