Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Teagan Presley. She takes a big cock in the butt and we…

Teaching Her To Squirt A shy woman and her boyfriend can’t agree on where they stand when it comes to squirting. She is hesitant but he thinks it’s hot and…

Elsa loves to spy…especially when she’s POSITIVE her best friend’s dad is hiding something BIG under his pants…

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 in true gonzo…

Amber receives some rather bittersweet news from her mom, Nikki – her step-grandpa Evan is coming to visit them, but the poor guy isn’t who he used to be and…

Aislin and Vicky are roommates, but secretly hope they can become something more. When she sees Vicky showering, Aislin is overcome with desire to peek. Aislin gets a glimpse of…

It’s not always easy when your father takes a new wife, so Gerald Fucker (Jake Adams) is a little hesitant to visit his old man’s home and meet his new…

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….