Best Bet: Elizabeth and James Loafer Pumps

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A modern take on the kind of shoe you might find on an eighteenth-century courtier, these delicate pumps would look perfect paired with a slim black trouser — or, for those more adventurous, a dark blue, violet, or bright fiery-red pant. Top off the look with a chunky sweater for a regal touch.

Elizabeth and James Stella Loafer Pumps, $385 at Shopbop