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….

Clea Gaultier is stretching doing yoga when Freddy comes over to join. He notices really quickly that she has a hole in her pants. She tells him to take it…

Bailey Brooke is a waiter working one of the most posh hotels in the area. She figures she’s going to have an easy day serving kind customers in the sun……

When Alexa Tomas orders a house-call massage from Danny D, she makes no bones about the fact that she’s really buying an erotic rub-down. Firm, gentle caresses up every inch…