Film: Revolutionary Road
Year: 2008
Signature Look: American Dream Aspirant

Ironic that this character is named "Frank Wheeler," as his goal in life is to be a cog in the American machine. As such, he wears a lot of drab colors and suits with patterned ties that hint at the dreams he has underneath. When he's at home or dressed casually, his short-sleeve buttondowns convey his carefree attitude and the newfound "leisure time" that many Americans were starting to enjoy post-WWII. He'd be higher on this list if his style was meant to signify who he actually was, rather than sheep's clothing he put on because he thought that was expected of him.