The Rapper: Lil Wayne
The Date: July 2007
The Tour Bus Catastrophe: Just hours after performing at his first major concert in New York City, Wayne's tour bus was pulled over and cops founded an unlicensed gun that belonged to him and arrested him. In 2010, he had to serve a one-year prison sentence as a result of that arrest. And, that's definitely not the only trouble Wayne's run into on his tour bus. His bus got raided in Arizona in February 2008. Fans threw rocks and bottles at it in August 2009. And U.S. Border patrols found marijuana on it in December 2009.