^ I was thinking pretty much what
baRose said ... if you don't look like a model and you want to look good, you are probably not going to wear the cover of Lucky every day
So I dress for my body, and I also have an unwritten rule that I only wear one, at most two, items from a designer/label at a time (and if it's two, preferably one is my shoes). That ensures that what I'm wearing is my idea, no one else's, and also that I cannot possibly meet myself on the street. I also almost always wear separates, never a suit, almost never a dress.
Something else I like to do is shop for basics in stores that cool people would not be caught dead in
I have some great sweaters from Talbots, but because I never wear a label head to toe, you would never know it B) I love to go to those stores everyone makes fun of, and scoop up the best 1% of everything they have.
In fact, I never ever like everything from any store or any label, so picking and choosing seems very natural to me.
I cannot tell you how rare it is for me to see anyone wearing anything I have, and not once have I ever had the same outfit as someone else.