floor length maxi dress Women's Classic White Boho Sleeveless Dress it up with heels and gold accessories or keep it casual with sandals Honey Black Maxi Dress

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If the little black dress is a very simple one without a lot of frills and lace or straps, I think a medium purple pair of shoes might add just the right layer of detail and cleverness to pump up the outfit

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A gathered waist that flatters

Obviously easier on a week-end with no sense of urgency, and fall back to tried and true pairing when in a pinch, but sometime, trying things that theorically shouldnt work out proves to be verypleasing to your eyes, and other time, pairing by the book that should work just feels off