Louis Armstrong

So you want to play an insulting song about a leader in front of a large, majorly white, drunk crowd? Fair enough!
Doesn't end well though. Nothing goes awry during the performance or after, but the next day you try to come back to play more and are promptly thrown in handcuffs.
The owner of the speakeasy recognized the meaning and wasn't happy about the things said, so one fake accusation later and you're in for life.