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This body-skimming, rose-patterned shift (Kate Spade, $345) is balanced by a swingy coat that you don't have to diet to get into (Elie Tahari, $798). "Grace Kelly was iconic, and I think my character wants to emulate that," says January Jones, who plays Betty, the wistful wife of philandering advertising executive Don Draper on Mad Men. "Grace and Betty both have the same stoic melancholy."
Necklace, Subversive Jewelry by Justin Guinta. Clutch, Michael Kors.