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you don't want to look too casual.) Something you're comfortable in, something that pairs harmoniously with your jacket and shoes

Dress the Population Corey Chiffon Fit & Flare Dress This Dress the Population Corey Chiffon Fit & Flare Dress ($198) is great for events

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The fitted bodice highlights your silhouette, and the high slit adds a touch of sexy elegance, allowing ease of movement while showcasing your legs

Bring at least two reliable night looks and two solid pool looks, plus backup shoes

Monochrome with a Pop Keep things sleek with an all-black base outfit, then add a single standout brown piece, like a slouchy tote, suede boots, or wide-brim hat