While we were never ones to carry around copies of the “Preppy Handbook”, we are totally on board with new ways to make the buttoned-up look sexy. Enter the high heeled loafer. The push-pull of the seriousness of the tassel and high wattage vibe of a sky-high heel makes this shoe absolutely irresistible. This gleaming Alexander Wang version looks like something that Cinderella would have left behind at the stroke of midnight, but we seriously doubt that she would have let this shoe leave her foot. We found a few others that have made our wish list, as well.