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.