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….

Romi wants to be a good girlfriend and after last night’s slip-up (Trading Sides: Part 1), she really needs to do a better job. But is it her fault her…

After catching his busty wife (Tory Lane) cheating on him with another man, a husband goes to see his therapist (Tommy Gunn). Only, Mrs. Lane’s husband doesn’t know that it’s…

After flunking out of school Janice Griffith has to make a living giving back rubs and handjobs in a seedy southside massage parlor. One day to Janice’s great surprise her…

Karen is hosting a New Year’s Eve party for her friends at her apartment. She gets a big surprise when her old roommate Gina and her boyfriend Jerry show up…

We find the sexy Rebecca More hiding out in her shower; the only quiet place where she can be “really naughty” during quarantine. And she gets naughty alright! Rebecca starts…

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…