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Chaiken, $396

A subtle sheen, a notched collar, and fine tailoring give a linen-blend version the whisper of refinement.
To Buy: Skirt, 610-520-0222. Loeffler Randall heels. Caroline Carlisle necklace.

S-Sung, $495

This strikingly bold silk dress has a flattering cut suited to all ages and shapes.
To Buy: Pink November, 202-333-1121. Claudia Ciuti heels. Wendy Mink necklace. Kara Ross ring.