The Olsen Twins

I know most people think they're the epitome of hobo chic. Some think they can't dress to save their lives (even with all the money in the world and two successful fashion lines between them). But I'm really fascinated with stuff that the Olsens wear (even though I gotta 'fess up that I still can't tell the difference between Ashley and Mary-Kate). If critics think they look homeless and hobo-ish, I say at least they nailed it with confidence and style. Cos y'know, even all the money in the world can't buy you that.

And of course, who can forget that $39,000 Alligator backpack from The Row?

Pics sources: The Virtual World