This is my Entry for the Original Character Design Contests, it's based on the "Charlie" Song, I think it's a good character to represent Boston and Cambridge. The idea is that this guy get's on the T (at Kendall Station) back in the '40s and is still riding the subway and helping the common folk. The original idea came out a little like The Spirit with The Question's face, so I decided to age him and make him look really poor so no one will suspect that he is really a Super Hero.
You can read about the history of this song, the rest of the lyrics and also listen to it at this MIT site.
You can read about the history of this song, the rest of the lyrics and also listen to it at this MIT site.