Sure, we like to flirt with fun. But there are always those no-nonsense occasions (interviews, dinner with his parents) that require striking a more serious—if still fabulously fashionable—note. That's why we love this Kate Spade Tarrytown Charlotte Tote ($445). Made of boarskin leather, this marvelous bag has short handles to keep it close to you. Featuring 14-karat gold accents and an interior leather zip divider. In grey and uh, darker grey.
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