Simple answer is he hasn't undergone the maturation process and the underlying definition of identity that is inherent in this discussion.
If you listen to Elliott Smith and know the Polo lineup, you're either a fratty fucko who thinks a song will make you cool, you're a lifetime subscriber to Details and all of the other trash mens-mags, or you have never clarified the line between image and substance in your mind because you never knew it existed beyond the ads that sell you your mentality. Either way, you're so far from a real understanding of self that you're asking people on a bodybuilding board to make you feel alright for wearing whatever mask fits the occassion, a social doppleganger who needs anonymous reinforcement.
But you're not emo, you're pink shirt doesn't make you "metro," and the fact that you get laid doesn't make you well dressed.
You lift weights, your clothes match, and you get laid. Woo-hoo. You're about as unique as I Can't Believe It's Not Butter. This discussion is about something well beyond your vanity. Next?
BTW: Pimpish? WTF dork-ass **** are you spewing? And that's rhetorical, so save your response for your English teacher.