Derek Lam coat

Photo: Chris Craymer

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Rule the Roost

Bold patterns aren't the only way to command attention. This nubby tweed in red-flecked black-and-white wakes up solid colors and muted printed pieces—like this polka-dot dress and lace pumps. "Worn together, they have a lot more impact," Glassman says.

Coat, Derek Lam, $2,990; 212-966-1616. Dress, L.K. Bennett, $375; Pumps, Walter Steiger, $795; for stores. Bracelet, Louis Vuitton, $1,090; for stores. Ring, Wendy Mink, $198; Purse, Express, $60;