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The little black dress earns its keep year after year

Available in: ivory, black, or light blue

Continue to read: Flattering Prom Dress Silhouettes Guideline

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Shirt: A sophisticated dark-shaded knit polo shirt, offering a unique and distinctive look that is ideal for business meetings and professional settings

As using a sweatshirt pushes you too deep into casual territory, throwing on cufflinks, a pocket square, a tie with clip, a vest, and a hat can suddenly drag you too far into the boardroom world, making the jeans look like a mistake