Adam: "It's a matter of proportions, not vital statistics. Making the hem too short is the most common error: For the longest line, let pants extend almost to the floor (with only a bit of toe and heel showing), and always wear them with heels. Balance the volume on the bottom with a shaped top that's tucked in or waist length, and keep things monochromatic."
Color continuity—gray all the way—gives a vertical slant to restaurant manager Denise Dalfo, 55, and her wider trousers (Diane von Furstenberg).
Shirt, Charles Nolan. Earrings, Irene Neuwirth. Clutch, Mulberry. Ring, Marco Bicego. Shoes, Christian Louboutin.
Going Wide: A Buying Guide