Before you shop, you have to tackle the closet monster. Luciani recommends making three piles: one for "keep," one for "toss" (i.e. for Goodwill or consignment) and one for "saving." "Your 'keep' pile should include only classic items that you know fit well and you will definitely wear again," she says. But, she notes, some items you rarely wear are worth saving (such as something very dressy), because an occasion may present itself when you can put it to use.