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

Teacher's Pets

On left: Jacket, $895, Moschino Cheap and Chic; dress, $5,995, Calvin Klein; dickey, $140, Carven; eyeglasses, editor's own. On right: Coat, $4,995, dress, $6,995, Calvin Klein; top, $295, A.L.C.; socks, $250, Vera Wang.