A versatile faux-shearling jacket spans the seasons and balances feminine clothes with its masculine edge. Adding to the blend of rugged and sweet are biker boots and a fedora. "This hat looks like something I borrowed from my grandpa," Moore says.
Jacket, Route 66, $50. Skirt, Ralph Lauren Blue Label, $498. Boots, Jimmy Choo. Fedora, Block Headwear. Shirt, Gap, $20. Scarf, Etro. Watch, Tag Heuer.