Charlie Sheen

When: January 2011
Charlie Sheen has built a reputation on bedding women whose career is built on getting naked. In addition to him paying 26k for a night with three hookers in Las Vegas, a report surfaced around the same time stating that Sheen gave porn star Kacey Jordan a check for $30,000 after one of his notorious all-girl parties for her "services." Unfortunately for sheen, the porn star turned escort allegedly photocopied the check to show off to the media.