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 to getting a…
Jana Cova is “Porcelain.” This intimate and artful production shines new light on Digital Playground’s exclusive contract super star, Jana Cova. In this glamorous and smart vignette, director Celeste effortlessly…
Power mogul Brooke Peterson (Jessica Drake) is hot, sexy and one very domineering bitch but her husband, Charles (Cheyne Collins) has had enough! After discovering a hidden world of paradise…
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….
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….
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….
In the library that employs big booty brunette Evelin Stone, speaking is frowned upon, but moans and orgasms are encouraged! Ms. Stone is diligently putting books back in their shelves…
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….
Starring exclusive contract super star, Jesse Jane® alongside a delightful and sexy cast including Alicia Alighatti, Claire Robbins, Sandra Shine and Codi Milo! Directed by Celeste, Marvelous is an artistic…
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 to getting a…
“Hard Candy” is Robby D’s tribute to gorgeous, young girls and their insatiable and deliciously naughty sex drive. From playgrounds and bubble gum to punk rock and high heels, Robby…
After another long night of partying during Spring Break, all she wants to do is sleep the day away! Her partying roomies, however, just wanna get their rocks off, but…
Charlotte is not your average college student— she’s rich, she’s popular, and she’s the hottest virgin in town! After her best friend Deeana loses her virginity though, Charlotte can’t stop…
Teagan Erotique is an erotic feast starring Digital Playground’s Teagan Presley with Jesse Jane and Jamie Lynn, Sativa Rose, Nautica Thorn, Jayna Oso, Sandra Shine and Keri Sable. Directed by…
Unlucky at work and love, Gary Murphy gains the ability to read people’s minds. In the process of realizing that office politics need a little cleaning up, he discovers the…
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…
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….
Alex Blake has a thing for balls, the bigger the better. She rubs balloons against her perky tits in the bathroom as she fantasizes about a cock going balls deep…
Life is hard for a navy wife Elena Koshka who’s man, Lucas Frost, is deployed. Alone in their home, Elena is overjoyed to receive a letter from Lucas telling her…
It’s been a while since he visited his parents, and after some pressure from the wife, they set out for their journey to the Fucker’s! This isn’t your ordinary family…
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….
An escaped convict, desperately looking for a second chance. A call girl with an uncertain future. Now, all that stands between them and their wildest dreams are 20 hired killers,…
Starring exclusive contract super star, Jesse Jane® alongside a delightful and sexy cast including Alicia Alighatti, Claire Robbins, Sandra Shine and Codi Milo! Directed by Celeste, Marvelous is an artistic…
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 to getting a…
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….
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 to getting a…
When her husband isn’t giving her the attention that she needs and deserves, this lonely housewife finds what she needs with the milkman’s tasty, fat cock.
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….
Power mogul Brooke Peterson (Jessica Drake) is hot, sexy and one very domineering bitch but her husband, Charles (Cheyne Collins) has had enough! After discovering a hidden world of paradise…
“Jesse Jane: All-American Girl” tells the fun and provocative story of a popular girl, coming of age in prep school. She playfully embraces her sexuality in a delicious tale of…
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….
Abandoning her life as an influencer, “Kitty” (Janice Griffith) moves away from the city and into a secluded mansion with her sugar daddy, “Sir” (Michael Vegas). But what good is…
Spencer (Stirling Cooper) and Julia (Katana Kombat) are a married couple in a rut. To get their relationship back on track for Valentine’s Day, Spencer sets them up with a…
