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I do agree that his clothes don't 'look' high fashion, but they do look high quality, rather than a shirt from Macy's or JCPenney's, etc. Maybe that's just my perception though!
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It may just be the general "aura" of quality he gives off.
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I'm definitely a fan of the vest too - reminds me of his wardrobe in Body Politic, which I also loved!
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Yes! Same here.