The Rapper: Lil Wayne
When He Got Booed: At a show in Chicago in April 2011
Why It Happened: In the middle of performing a bunch of cuts from No Ceilings, Wayne broke off and performed "Green & Yellow," his ode to the Green Bay Packers. Only problem? He was in Chicago, where they hate the Packers! So, the crowd booed him before he acknowledged his mistake and gave the crowd credit for riding for their Chicago Bears.