Most Likely: No one will notice if your shoes aren't the same shade of beige as your purse, but their colors and looks should be complementary, says Stacey Mayesh, a fashion stylist based in New York City. If you're wearing dressy, high-heel pumps, go with a sleek clutch. Casual weekend loafers call for a breezy canvas carryall. Summery sandals look best with a light-colored tote made from straw, canvas, or nylon, while winter boots pair well with a structured leather handbag.

Worst Case: If you're a celebrity, you'll wind up on worst-dressed lists. If you're a regular old civilian, you'll just look uncoordinated.