At this years office christmas party, Jack’s boss Brittany Andrews took him into her office to exchange gifts. Jack was pretty dissapointed, however, because he didn’t have anything to give…
Suzy Rainbow desperately wanted her husband Ryan Ryder to take a day off from work to fool around, but he had an important meeting that he just couldn’t miss. But…
What’s the only thing better than watching porn? You guessed it: watching porn and having the sexiest performers talk directly to you… Yes, you! Watch as our babes get turned…
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….
Val Steele is having a hard time passing a class in college and needs the answer key to her final in order to make grades. The janitor is cleaning the…
Shot entirely on HD, Jack’s Teen America 18 parodies beauty pageants and Jack’s lovely contestants all compete for the crown. They take off their clothes, they masturbate, they suck, they…
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