woman looking at a record wearing a maxi skirt

Photo: William Garrett

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Maxi Skirt
"I love the maxi for day," says Adam. It's a very fashion-forward look." But the skirt needs to be long enough—it should be no shorter than half an inch from the bottom of your shoe.

How to Wear It: Choose a style that is streamlined but has some movement, and pair it with knits and booties or menswear-inspired flats.
If You're Short: It may seem counterintuitive, but a long skirt can make you look taller. Make sure the hem of your top doesn't hit much lower than your natural waistline.
If You're Tall: Experiment with layered tops, like a sweater and vest or loose, diaphanous tees.
What to Avoid: Pointy stilettos, knee-high boots, or anything too dressy. "Rugged shoe styles are fresher," says Adam.

Sweater, Twelfth Street by Cynthia Vincent, $325. Blouse, Marciano, $168. Skirt, Moschino, $895. Belt, Longchamp. Boots, Boutique 9.

Shot at Rebel Rebel, New York City.