In the past, I played a Bard with a very defined musical style; he was a suave smooth talker (who frankly sounded like Puss in Boots from Shrek) with a Spanish guitar sound for his Bardic music. I'm currently playing a Gnome Bard in 4th Edition Dungeons and Dragons, and I have his personality down but I can't get a feel for the kind of music he would perform. He's something of a walking contradiction. He's a hyper childlike character (and has a matching high pitched fast voice which is fun to do) who approaches new situations with a sense of wonder, yet he's Lawful Good and possesses a keen interest in ancient history. Or to sum it up another way, convince everybody the system works and to help one another, even if you've got to trick them into doing it.
Are there any instruments/performers/songs that you think would work for this character?