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….

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 Sophia Santi…

Trent’s family is in the business of distributing libations. So when Cindy Sterling strolls into his dorm room with a Sorority Bash invite, he’s suspicious. But it’s not long before…

Emily Willis is a beautiful babe that knows how to get you going with just a single devilish grin. She’s got a perfect body and this delicious slutty treat is…

Horny housewife Penny decided to get a little sluttier than usual this Halloween, donning a daring devil costume that shows way more skin than she’s used to; however, her husband’s…

This busty little brunette is new to the whole sex thing, but her helpful roommate is here to guide her. He teaches her all about the joys of oral pleasure…

Danny D is worried that his old man is about to make the biggest mistake of his life by marrying teen Kylie Nicole. Danny believes that Kylie is nothing more…

Keiran and his buddy Butler were playing some pool when Keiran spotted Butler’s busty neighbor Danica Dillon lounging poolside in a skimpy bikini. He was so busy fantasizing about her…

Rory Knox is a tattoo hottie that is super kinky. She loves to play outdoors and in public, and has a secret butt plug in her when we meet up….