Derek Lam Taffeta Ruffled Dress, $1,390 at Bergdorf Goodman
Derek Lam's entire fall collection showcased moodily elegant, sophisticated Hitchcock-esque clothing that lends an air of mystery to any woman who wears them. From a gold lace dress to luscious furs, Lam's work is enormously covetable. While I have never been particularly fond of plaid, Lam's taffeta version delights me with its simple but flirty shape, the versatile black and white color combination, and the contrast of plaid, a homely design, with taffeta, an upscale fabric. Wear this to work with a jacket or alone at a party.