Where: Vibe Awards

When: 2005 

Here's another outfit that caused some controversy. Ludacris caught some flack back in 2005 for wearing this Confederate suit while perfoming "Georgie" at the Vibe Awards. Some thought it was another example of a rapper's ignorance. Still, Luda said he wore the flag to make a statement. "This flag represents the oppression that we as African Americans have endured for years; this is a symbol of segregation and the racism that reigned not only throughout the South but throughout the entire United States. I wore it to represent where we came from, to remind people that Ray Charles’ original “Georgia” was written because of that racism..."