Here's a big chunk of the characters I've done so far.
In order we have: Mr. Game&Watch, Clint Eastwood, Wario, and the Black Mage from Final Fantasy. I promise it won't be all video game characters. If I can help it.
So I was sitting on the toilet recently reading a Conan short story when it struck me like a bolt of lightning. Conan should have a beard! Instantly I conjured a list of characters that need beards and raced to my computer to get to work. I'll cover games, movies, literature, etc. until I run out of ideas, suggestions welcome.