Lauren Green, 50, 5'10 1/4"

Give separate pieces a chance at the office—they're fresher than a suit, and different colors on top and bottom break up your height. "In school I fantasized about being 5'1," recalls Green, a Fox News correspondent (being measured by tailor Russ Giliberto). Despite fit challenges, Green is an expert at making the most of her stature. "A slim upper body is my most attractive asset," she says, showing it off with a structured jacket (Max Mara, $1,150) over a fuller-cut skirt (Lafayette 148 New York, $598).

Sweater, Donna Karan New York, $1,095; hoops and ring, Marcia Moran; shoes, Vaneli