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….

Piper McCormick may be new to the online adult industry but her holes have been getting pumped out like old time veterans for a while now. This girl has been…

The boys are happy to each have a crack at some Christmas cunt today. This blonde Santa’s Helper is all about servicing their needs and gift wrapping their fucksticks with…

A group of seven close-knit friends plan what might be their last big blowout weekend getaway together. The only single member of the bunch, Sarah (Paige Owens), has a plan…

Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…

Teagan Presley & ANAL ” does the rest of this description even matter? Jack is really busy casting big, bouncing, beautiful butts for music videos. They shake, they roll and…

Bailey Base is a certified bad girl. She’s got a flirty goth style but she plays the girl next door to perfection! She has never had a threesome with two…

Ever since Lela Star stopped filming with us, we’ve wanted to get her and her huge ass back in action. And no one’s been more committed to getting that big…

Ariel came to see the crazy anal lovers demanding to get her butt hole taken care of. We do not like to disappoint women who want anal so we did…