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….

She’s waited so patiently, watching all her friends get fucked at the beach, and now it’s finally the blonde babe’s turn! Her pigtails bounce as she rides this dude’s cock,…

Jack’s casting again! This time he’s looking for leg models… sexy, leggy vixens who want to be in fresh, up and coming music videos. In volume 3, Digital Playground’s contract…

College librarian Sherdian is tired of catching students fucking around in her book aisles. So, when Sheridan catches Tyler and his girlfriend about to do the deed, she comes between…

Daisy Lavoy is a hot, petite blonde who’s down to fuck anywhere. We took her on a hike before our scene at the hotel but she wanted to fuck right…

Hazuki Sunaaya has had her pussy primed, and now she’s ready to take part in some hardcore fucking! Hazuki begins by treating her lover to a long, sloppy blowjob before…