The Playboy Advisor

February, 1961

I've been dating a girl who is a fantastic combination of looks and gray matter. Anatomically, she's a dream; musically, she's the hippest; she digs art, and she's up on all the latest and greatest literature. But – and what a but – she's the world's worst dresser. Her clothes look like rejects from a D.A.R. rummage sale. She's got the dough; just lacks the know-how and doesn't particularly care. But I do. Where do I go from here? – R. U., Boston, Massachusetts.A girl so bright and knowing is un...