“Anal explorer Jay Sin continues his journey into an exotic, hidden sexual world in his new lady-boy adventure, “TS Playground 4.” Jay’s signature style of sexy costume play and fantastic…

In TS Playground 24, distinctive director Jay Sin spotlights feminine, fully functional trans beauties in solo sessions and gender-bent trysts with adventurous, hung studs. Tanned TS Bruninha Almeida joins Spencer…

Katsuni Minx Digital Playground’s Katsuni was the inspiration for this passionate film. Written and directed by Celeste, Minx is based entirely around Katsuni’s own dominant sexual persona and many fantasies…

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 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 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…

You Don’t Know Jack Until You’ve Seen Through His Eyes. All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for…

Jack’s Playground: Big Tit Show 4 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…

Oops…Jack Did It Again! More D-Cups Are Waiting For You To Unload On! Jack is back and he’s ready to give you more of what you really care about… big…

Jack Says, “Big Tits Are More Nutritious.” Jack’s at it again. In his playground, Jack is busy casting for music videos. The delicious girls will do anything for stardom. Some…

Deeper 4 Deeper 4 is a playfully erotic and sinfully fun tribute to Digital Playground’s delightfully fresh Shay Jordan. She is showcased in a multitude of flesh fantasies and she…

Cockasian 4 Acclaimed gonzo director Robby D. rounds up the sweetest, little Asian hotties around and talks them into taking giant dicks deep inside their tasty fortune cookies. Cockasian 4…

Fast and furious. The need a deep, hard drilling and power fucking is the only way to go! Beautiful Jesse Jane and sultry, sexy Stoya gear up for an explosive…

Fuck Me Silly Vol. 4 Digital Playground is back with the 4th installment of Fuck Me Silly 4. Horny sluts just need a good fucking and will do whatever it…

Women Seeking Women Vol. 145 The beautiful women-women sex which is sure to excite you is back. Eva Long, Judy Jolie, Kissa Sins, Olive Glass, Olivia Nova, Val Dodds and…

Teenage Bedroom Secrets 4Four more hardcore scenes from Evil Playgrounds. All four girls are all teens. As you will find, any chance they get…they fuck. No one is home and…

Passionate & playful, because a girl knows best! Tune in for 4 brand new scenes in this edition of A GIRL KNOWS, the most erotic girl-only action captured through amazing…

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…

“Dis one be off da hinges wit lots of titayz and all kinds of juicy young ass.”

Come and play with us. Again Seventeen’s most beautiful models are invited to play. The misbehave themselves in all kind of places making usa of sex toys, their horny girlfriends…

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…

Mademoiselle Digital Playground’s sexy and elusive contract star, Sophia Santi plays a sex-inspired Mademoiselle in this lofty production by Robby D. Sophia appears in various states of undress and desire…

Lock, Load, Explode. Naked Aces 5 is the debut film for Digital Playground’s brand new, ultra-hot contract girl, Riley Steele, and she shows the world her pure star power in…

Lascivious Liaisons Digital Playground’s luscious Jana Cova plays the head mistress in this kinky, fetish, Hollywood throwback. Director Celeste has created a visual and sexual feast with a super fine…

Jesse Jane Online Exclusive Digital Playground contract star Jesse Jane finds herself infatuated with a budding online relationship, but as the requests become kinkier and stranger, she begins to worry…

Jesse Jane Image Jesse Jane: Image explores the famous and undeniably sexy image of Digital Playground superstar, Jesse Jane. Her playful fantasies are fulfilled in 4 amazingly provocative scenes. Watch…

This assignment will leave you begging for more. Jesse Jane Homework gets an A+. Another class act from Robby D. and the Digital Playground girls. Jesse Jane leads an ensemble…

Jesse Jane Fuck Fantasy Digital Playground’s Jesse Jane Fuck Fantasy is an ultra-horny, wall-to-wall sex montage. Each fantastic scene depicts a tangible, true to life fantasy with amazing heat and…

Jesse Jane Breathe Me No regret in sex and life is the theme of director Celeste’s latest modern fuck story, Jesse Jane: Breathe Me. Superstar Jesse Jane is determined to…

Jack’s POV You don’t know Jack until you’ve seen it like this. All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV…

Jack’s Asian Adventure 2 Always A Happee Ending! You like partay?’Playful, powerful and supremely sexual – a revolutionary sex comedy. . . One of the most original series in years!…

Hush Hush features Jesse Jane and Shay Jordan, two of Digital Playground’s hottest babes, alongside an amazingly gorgeous, all-star cast in well over 2 hours of hot erotic exploits. With…

Hot Rod For Sinners Set in the days of 50’s pin up stars, Jesse and Jana get down and dirty while they get you off in Celeste’s greatest masterpiece to…

Jack’s POV 15 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. Jack’s POV 15, features Digital…

Jesse Jane Kiss Kiss Starring Digital Playground contract superstars Jesse Jane and Stoya, Kiss Kiss documents very sexy and private encounters taking place in the suburbs of a bustling tourist…

Girls Just Want To Have Fun Raven Alexis arrives in the land of opportunity to escape from an abusive lover. Her innocence and girl-next-door looks are only a disguise as…

Is He There? Behind every terrible husband is a woman seeking sexual satisfaction elsewhere. In the provocative feature Is He There? by director Celeste, Digital Playground contract star Katsuni is…