Philip Seymour Hoffman. Always the bridesmaid, never the bride. But he has gotten to play the entire range of alignments from Dungeons and Dragons.
(Films, L to R, top to bottom: The Big Lebowski, Capote, Charlie Wilson’s War, Synecdoche, Almost Famous, Happiness, Doubt, Cold Mountain, Punch-Drunk Love. One of these alignments is highly debatable.)
Top collage by Myfilmviews