Moore, who is 5'10", loves a good long skirt. "They're understated and easy, I can wear them with flats, and I never feel like they're wearing me," she says. This plaid chiffon skirt in earthy shades is a softer take on the typical checkerboard print. "The way it moves is so romantic," Moore says. With a generously cut wool coat over a thin sweater, the look strikes a perfectly modern balance.
Skirt, Peter Som, $2,580. Coat, Isabel Marant, $1,280. Sweater, J.Crew, $145. Bag, Rebecca Minkoff. Ring, Dean Davidson. Boots, Pedro Garcia.
Behind the Scenes: See what happened at Mandy Moore's photo shoot for O