Style at the Best of Chicago Party

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The invitation to last Friday night's Reader party celebrating the Best of Chicago asked attendees to "dress up a little"—and they did. Above, a pair of shoes with pockets on the toes—for change?

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A study in the effective use of contrast: ladylike lace with striped menswear-inspired shorts.

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You can imagine one of the bad girls from Mad Men in this vintage dress with hoop earrings (and cocktail).

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Kudos to guys who take chances—here, by mixing patterns.

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