January Jones models Grace Kelly style.

Photo: Todd Marshard

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Retro Cool
A retro-active wool blend sweater jacket (Dressbarn, $40) has everything going for it, including a double-breasted shape that lets it stand in for a blazer. Try it with a pencil skirt for work or with cropped pants and flats on weekends—the sort of elegantly casual outfit Grace relaxed in.

Ring, Jennifer Miller.