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 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…
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…
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 to bend over for him. These…
Jack’s Playground: Big Tit Show 8. 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…
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…
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 to the pink treasure nestled…
TS Playground 27 Director Jay Sin spotlights the sexiest trans talent from Brazil and the U.S. in TS Playground 27. Femme but very functional beauties tease the camera with their…
Director Jay Sin, the master of playfully nasty anal pornography, turns his camera toward the exotic world of glamorous T-girls and the kinky dudes that love them: TS Playground 25…
Kinky porn pioneer Jay Sin has won ass-obsessed hearts through an amazing career of documenting extreme rectal perversity with the most anally acrobatic ladies in the game. His explosive she-male…
From the master of extreme anal erotica, director Jay Sin, comes a showcase of sultry, feminine starlets sporting huge, throbbing she-cocks! The luscious ladyboys of “TS Playground 23” get off…
(A) Is For Asses Enjoy some of the hottest asses on some of the sexiest stars in the biz showcasing their rumps in scenes taken from Digital Playgrounds best titles….
“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…
Shay Jordan: Slippage From the deviant mind of Digital Playground’s director Celeste comes Shay Jordan: Slippage. Full of tight ropes, delicious tease, and wet pussies, Shay Jordan: Slippage stars Digital…
Shay Jordan’s Juice Director Celeste showcases the stunning Shay Jordan at her juiciest best. Shay Jordan Juice is an amalgam of a dizzying frenzy of tantalizing flesh and mouthwatering fucks….
Shay: All-American Girl Shay: All-American Girl is a heartwarming and sexy tribute to youth growing up in America. Scott presents Shay with a lovely birthday cake, only to have his…
Sexual Freak 7 Digital Playgrounds contract superstar Stoya is a sexual freak and she proves it in this erotic masterpiece. With Celeste at the helm, the Sexual Freak series has…
Sexual Freak 5 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….
Stagnetti’s Revenge ** 2009 AVN Award Winner – Best Video Feature** **2009 AVN Award Winner – Best Director: Film, Joone ** 2009 AVN Award Winner – Best Actor, Evan Stone…
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…
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…
Deeper 3 Deeper 3 is beautiful, erotic and cinematic homage to the greatest horror movies ever made. Starring Digital Playground’s contract superstar, Jesse Jane in 2 twisted and mind-blowing fuck…
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…
Deeper 11 Beginning with the first frame and continuing until the final credits roll, Deeper 11 is an intense sexual experience. Deeper 11 embarks on a journey, deep inside Digital…
Taste Of Stoya, A Stoya, the 2008/2009 Best New Starlet is back and nastier than ever in Digital Playground’s new, tasty showcase A Taste of Stoya. After working herself into…
Body Heat 2011 AVN Award winner for: Best All-Girl Group Sex Scene Fire has never been so hot since these sexy firefighters took over the station. Dangerous explosions, life or…
Riley Steele Honey Riley Steele Honey showcases Digital Playground’s contract super star Riley Steele in 3 unforgettably hot boy/girl scenes. Sweet, slow and highly desired, Riley enjoys her newfound power…
Lost In A Game of Love, She Finds Her True Passion Riley Steele: Love Fool showcases Digital Playground’s contract superstar Riley Steele in 3 sensual and erotic boy/girl scenes. Riley…
All is fair in love and weddings. Ever what happens when best girlfriends come together to share a special moment: a wedding day? Absolute madness, apparently, and they simply can’t…
Stoya Heat Stoya: Heat is an astounding platform for superstar Stoya to lose all inhibitions and throw herself completely into a world of sex and desire. There is no denying…
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…
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…
An All New Series That Tries Really Hard To Fit In.. The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features…
6th Annual Tranny Awards: The Winners. 6th Annual Tranny Awards: The Winners is directed by Blackula. The performers in this movie won awards at the most recent Tranny Awards in…
