La Toya Lewis
The rut: Lewis, an opera singer, has yet to take off the pounds she put on in college, and she's mostly avoided shopping for her current shape. "I always thought, I'll buy clothes when I lose weight," she explains, "but I never did." Her shirts are snug ("If it fits my stomach, it doesn't fit in the arms") or unflatteringly cut ("Turtlenecks are the easiest thing to find"), and she often resorts to the same old pair of black pants. "I need to look nice for all the auditions I go on, but I have no idea how to get there," says Lewis.