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….

Sami Parker has always dreamed of being used by a local artist as a model for a nude painting. But she gets used, for real, when the artist catches her…

Ashley Alexander eats a hard candy in front of her stepbrother, Jay Romero. She goes on to tell Jay that Halloween is the one night of the year that she…

MILF Osa Lovely is just trying to get some house cleaning done, but her daughter’s visiting boyfriend (Alex Legend) has different plans. Making his intentions known early on by squeezing…

Cory Chase is straightening up in the living room when her stepson Jay Romero comes in with his schoolwork. She asks if he has something for her. Jay has a…

After a long day of being the boss, sometimes there’s nothing better than to come home to the love of a good woman. Particularly when that woman is a horny…

A shopper heads into a lingerie store hoping to find a sexy outfit for his girlfriend, but he can’t seem to imagine the outfit on the hanger. He kindly asks…

Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. There’s more than a mouthful, more than…