Disclaimer: This has nothing to do with his lyrical abilities.
You may disagree with his fashion sense, but this man is smartly dressed. I don't see any Raiders jackets, or any baggy jeans/tee-shirts. Just because his clothing is not mainstream and he is black DOES NOT make it hip-hop fashion.
While we're on the topic, note the shoes in particular, very nice, especially for a guy struggling to afford a bedroom in Oakland.
Hey, I can do that too. Is this the image your memory conjures up when you think of Dre?