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Aerie's super-soft lace-detailed strapless push-up flatters from sizes 32A - 40DD

Here's your recipe: Pants : Go for Jetsetter pants or brown jeans for a more laid-back vibe

When it comes to jewelry, understated is best

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Free People, $148 Surf and Sand: Selena Yellow Floral V-Neck Midi Dress Not much says tropical destination like a palm print, and the kaftan-style cut on this flowy dress works as a pool cover-up over a one-piece swimsuit or for a casual meal somewhere like Miami or Hawaii