Pin down your proportions. Once you figure out a fit that complements — instead of camouflages — your body, choosing what to wear will be much easier. For example, try short, fitted tops (that don't tent over your rear end) to lengthen the look of your legs.

Sequester clothes for six months. If you have clothes that you just can't get rid of, put them away. If you want to wear them half a year later, great. If you haven't missed them, kiss them good-bye.

Black doesn't go with everything. It's a bold color in itself, so Estes suggests more muted tones — olive, charcoal, navy, brown — as neutral bases for your outfits.