The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features the lovely and sweet Gianna in a tempestuous fuck scene with…

She was just about to start swimming when a horny guy came up to her in the locker room. This Japanese babe can’t allow a boner to go to waste,…

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….

Alexxx may as well be a Cinnabun! Look at all the icing TT Boy spreads all over her face, like a pastry from your favorite bakery, this bitch is ready…

Jordan is trying to get a good sweat today jogging through the park but her tits are so big that it hurts when she runs. Ralph who was running along…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

The sexy Argentinian Malena Doll was resting peacefully by the pool when a hunk came to flirt with her. He had a tremendous erection that caused her curiosity.

Curvy cutie Layla Love shakes her stuff on a full body vibration platform, making her thick ass and juicy tits jiggle before getting oiled up and pounded by stud Scott…