Summer School

What Mad Men's Sally Draper might wear her senior year: scholarly oxford collars, checkered skirts, and high-heeled loafers with attitude aplenty.

June 13, 2012 11:00 AM
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Plaid Behavior

On left: Blazer, $1,850, dress, $895, Dsquared2; orange-collared shirt, $1,468, shoes, $936, Louis Vuitton; socks, $27, Falke; bag, price upon request, Salvatore Ferragamo. On right: Jacket, $3,830, top, $1,468, skirt, $1,995, Louis Vuitton; socks, $9, Foot Traffic; shoes, $895, Oscar de la Renta. On nails: OPI Nail Lacquer in Black Onyx.