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I don't listen to Lil' Wayne but I do watch his interviews (it's hard to NOT watch them). He seems genuine and truly cares about his city, his fans and the music he makes.
You don't get to be an educator and excuse stuff by saying "oh but he smiles." There's a reason the teacher is often perceived as boring and out of touch --s/he is supposed to find what her/his students do not / cannot / want not to see.

Check out https://www.youtube.com/watch?v=WjxjZe3RhIo&list=RDWjxjZe3Rh...

The intentional spelling of 'gangsta' along with using Lil' Wayne quotations throughout the headings is incredibly condescending.

Especially condescending though, is the author's assumption that Lil' Wayne would "flip" an old Elvis quotation to apply to himself, albeit in broken English.