Love and labels, baby

Sometimes Carrie Bradshaw (AKA Sarah Jessica Parker's character in Sex and the City AKA pure awesomeness) wears the most amazing clothes; other times, not so much. Like the fanny pack she was sporting in the episode I just watched -- I'm pretty sure those things were never considered cool in the history of the world, yet for some reason she is shown pairing one with tight pants, a tank top, and heels. How is that fashion?? And the tutu and see-through leotard thing from the starting is just atrocious. I can remember other huge style misses from throughout the series, ones that would get normal people like you or me laughed at for wearing, but there have also been some really amazing outfit combos. So my question is this: How many bad clothes is one allowed to wear while still being considered stylish?