A lot of women don't realize that even a small heel helps you throw your shoulders back and keep your chest up; it really does make a difference in the way you present yourself. It changes your posture and makes you look more confident.
Matching your hat to your shoe to your bag, or your necklace to your earrings, has a tendency to look dated. Mixing up your accessories adds interest to an outfit, and can make you look much more modern and polished.
Self-esteem doesn't come simply from dressing well, but they are both something we can control. It's a missed opportunity when women say they don't have the money, figure, etc., because style is such a way to help cultivate the way women feel about themselves.
Never let a trend get in the way of creating a great outfit for yourself.