12. Scrooge McDuck
Style Icon: Scrooge McDuck
What about this doesn't scream 'owning it'? Yeah, he's a duck, that's a kilt (before Kanye did it), and he's working a pimpish cane into the mix. Also, look at that focus and determined cock of the head. Scrooge McDuck couldn't give one one thousandth of a fowl what you think. What's that, a pair of rimless glasses? Do it.