Every once in a while a girl has got to take some chances, you know? Experiment a little. Stray from the tried and true and venture into the cutting edge and eyebrow-raising territory. Trade the pretty for the edgy, the cute for the bold and daring. Play with her image and choose the right accessories that say, "Hey, this is no ordinary pretty girl! This is a woman who knows who she is and can take stylish chances whenever she feels like it, instead of going along with the crowd!"

If you have days when you want to break the mold (ok, not shatter it, but perhaps crack it a little), do I have the shoe for you! Behold these low ankle brogue shoes in an antiqued metallic leather from Rocco Pistolesi (Spring/Summer 2007 collection). With a significant, but not over the top lift in the form of a sturdy stacked 2 1/4" heel, and the perforated details, these shoes will help you stand out in a crowd. They sport just the right amount of gender bending and fashionable detail to make your outfit (and you, of course!) instantly interesting and unique.

Dress them up with your fave black or gray jeans, a newsboy cap, and an oversized something (bag, shawl, shades), and you’re ready to make a lasting impression. Available from Luisaviaroma for approx. $500.