Get It All Out In the Open
First things first, you've got to dump all your clothes, shoes, and accessories in a big open space and tackle each fashion category individually. Let's start with clothes. Once you've emptied your wardrobe, drawers, and any other nooks you might store your garments, make three separate piles — the "keep" pile, the "leave" pile, and the "undecided" pile. I emptied my entire wardrobe on my bedroom floor, then used my bed for the "keep" pile, an empty suitcase for the "undecided" pile, and a bin bag for the "leave" pile.