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….

Nina Diaz likes to play croquet, but she prefers to play with her tits and pussy between strokes. Peeping Jimmy Michaels sneakily turns the sprinklers on, getting Nina’s top all…

Former pro tennis player Lexi Luna books her first session with her new physiotherapist, Kyle Mason. He’s impressed by her beautiful home, but even more impressed by her perfect body….

It’s Simony’s wedding day, but she can’t stop thinking about the best man. Her husband-to-be just doesn’t make her pussy wet like Danny does. Can she really go through life…

Kenzie Reeves’ grades aren’t doing so hot and there’s a good chance she’ll be losing her scholarship! Dean Kyle Mason has seen this before, hot blonde students thinking they can…

Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. There’s more than a mouthful, more than…