Freaking News has a neat photoshop contests where the faces of celebrities are mashed up with those of national figures on money. Some look so dead-on they're freaky!
Link - via Blue's News
Previously on Neatorama: Money Portrait Origami
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Funny thing about celebs is you can get a picture of one in a multitude of poses, so matching a face to a bill is probably relatively easy, and not so amazing.