I think a more apt (or as apt) comparison would be Homer's brother Herb Powell in "Oh Brother Where Art Thou?"

As a lefty and a Chicagoan with mixed feelings on Lupe Fiasco AND Barack Obama,  there's no good place for me to enter this conversation, but you're being too hard on Lupe.

A point worth making is that you're equivocating people's lyrics with their behavior. Sometimes this is the case, but it's in no way the rule.