Best Bet: Madewell Silk Cargo Shirt

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A perfect staple for warmer weather, this classic Madewell silk cargo shirt can be worn again and again and again. Tuck it into boldly printed work pants — or let it fall loosely over white jeans and vibrant flats. Or layer under a favorite sweater for a more buttoned-up look.

Madewell Silk Cargo Shirt, $110 at Madewell.