This pump from Michael Michael Kors is getting awesome reviews. It comes in the pictured olive suede as well as taupe suede, black leather, and black with a gold star pattern. I always like olive with navy and/or cobalt, but that’s me. It’s $98.95 at Nordstrom, available in sizes 5–11. (Oooh, note that Amazon has lucky sizes available in other colors, including — be still my heart — a purple suede.) Dorothy Flex Pump
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2020 Update: While we’ve had the general Michael Michael Kors Flex line in our Hall of Fame for a while now, we’re adding the Dorothy to the collection because this particular shoe is still around, coming out in new colors, and getting rave reviews.