#5 Confidence

Honestly, this is one of those looks that can take you through high school, college, and well through your adult life, with just a few changes here and there to keep things current. A couple of things to keep in mind: Always make sure your pant leg is long enough for your heel, and make sure the jeans you choose are a dressier denim -- nothing that belongs on a farm. And go with tops that flatter your figure. If you're really busty, a style like Naomi's will be fabulous, but if you're very flat chested, something with a higher neck might flatter you more. Play around and make this look your own!