Diane Kruger, a professional print mixologist, married a black-and-white striped peplum top with a blue-and-white patterned pencil skirt. Do the same, selecting patterns that offset each other (i.e., subdued and bold, not subdued and subdued). Opt for pointy-toe hot-red flats—the style is office-appropriate, but the color says, "Hello!"
River Island, viscose, $50; riverisland.com.
Merona, cotton, $23; target.com.
Vince Camuto, $298; vincecamuto.com.
Dolce Vita, leather, $149; lordandtaylor.com.Read MoreLess