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There's something about this photo that's just so Hollywood to us. Maybe it's the gigantor glasses, the red lipstick, the statement jacket, the cute summer dress, her posture, the big statement boots, and the teeny weeny doggie—that, we'd like to point out, is smaller than her shoes. We think one person here at Racked HQ said it best: "That's how she goes shopping?" Cute boots, though.
· Windaround boots, $262 (orig. $595) at Stuart Weitzman