Best Bet: Stuart Weitzman Capsize Shoes

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These updated Mary Jane–style shoes are on trend for the spring season, when you'll be seeing lots of feminine pumps. The pointy cap-toe is a quirky detail, and the rosy hue is neutral enough to wear with most of your wardrobe. Plus, a soft leather sole and adjustable buckle make the four-inch heels manageable.

Capsize shoe, $375, at Stuart Weitzman or online.