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The Bergantino bag, $60, Aldo and aldoshoes.com

Leave the demure or classic clutch at home for now. Carry a conversation-piece of a purse. It will stand out against your black dress, lure people to you and will definitely be an ice-breaker at parties. However, the rule of thumb should be: stick to just one quirky accessory. Only true maximalists or New York fashion maven Iris Apfel can pile it all on and make it work with panache.

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