Tasseled Shoes—This preppy staple has been the go-to shoe for as long as there have been pleated skirts to wear 'em with. Go super-high for a modern, sexy edge.
ASOS Tassel Suede Wedge Shoe Boot, $100.62, available at ASOS; Halogen Carlyle Tassel Pump, $129.95, available at Nordstrom; Zara Two-Tone Sandals, $129, available at Zara; Topshop Vaduz Mustard Tassel Brogues, $60, available at Topshop.