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Good: Kerry Washington
In the past, the "Django Unchained" star has seemingly raided the FLOTUS wardrobe of Jackie Kennedy (circa 1962), with the result being matronly and wallpaper-y. This time, she gets the balance right. The color of this Miu Miu dress pops and has some retro appeal, the dazzling bodice sparkles (it helps that she keeps the accessories simple) and wearing her hair down looks relaxed but not too casual.