Photo: Jonathon Kambouris

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Old School: You can't wear boots in summer.

New Rule: Behold the summer bootie! Choose a pair in a lighter color and with a lower shaft height, and feel free to wear them with shorts, skirts or dresses. Bonus: Pick a closed-toe version and you can skip the pedicure.
Rag & Bone, $525; Rag-Bone.com