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….

Kenzie Reeves is your Valentines Day treat. This extra small petite blondie is a ball of sexual energy! She dresses up in her hottest red lingerie and touches herself to…

PE teacher Prince Yahshua is subbing in for a sick history teacher so his students decide to have some fun. On a dare, Tia Cyrus goes up to the front…

Jenna Starr is home getting off in the shower with a stiff dildo. Jay, her son’s friend, stops by and hears her enjoying herself in the shower. Curious, Jay takes…

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Aleska Diamond has had her eyes on her personal trainer Jay Snake for quite some time now. So when she catches him checking out her sweet ass while she’s working…

As seen on TV, “The Cleavage Secret” is the latest trend in female products to sweep the nation! If you or someone you know has beautiful boobs or exquisite cleavage…

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…