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^For your afternoon museum date, go with a navy blazer, white OCBD (worn open collar), khakis, or if chinos bother you, khaki colored wool gabardine trousers...for your dinner/jazz club date, what else(?), a Zoot suit and spectators. Also, remember, the sexiest thing a guy can wear for a girl is 'an air of confidence'! Just relax and enjoy yourself and she will as well. 
