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When it comes to warm-weather dressing, you can’t beat a solid pair of shorts. What should you look for when selecting your next pair of shorts? Start by addressing your needs.

If you’re doing something casual like going to a picnic or spending the day at the beach or music festival, a pair of cotton shorts or even cutoffs may be your best bet, as they’re stylish and easy to wash, should you need to. J.Crew and Madewell produce cotton shorts in an array of colorways, and The Gap and Urban Outfitters have a huge array of stylish cutoff shorts—some even with boho-looking fringe details—to choose from. Cutoffs look best when paired with strappy sandals or of-the-moment sneakers like Converse.

For something more party-ready, try buying a pair of leather shorts. You can wear them with long-sleeve blouses for cocktail hours and evenings out, and you also have the option of toning down the vibrato of leather by throwing on a structured menswear-inspired blazer. Leather shorts in particular look great over opaque tights, too, so if the temperatures start to dip and you don’t want to bare your legs, you can style your leather shorts over dark stockings.
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