One of my favorite stories on the subject deals with a person who had moved here for a few years from the Kingdom of the East. He had spent some time at fighter practice getting help from a guy he met there on some heraldry. This person was a great help to my new friend. Soon thereafter (the next week, I think), this friend was at the park talking to another friend when the latter mentioned that the King (Artan) was at the park that day, and pointed him out. The friend said, "Who, the herald?" To me, that has since that time been one of the ideals I think of when contemplating humility.
Elsewhere, non-SCA and helpful
Writings on Humility on AElflaed's Site:
Handout for Duckford II, Modesty, with links
Other SCA-focus:Dialogue of Chivalry
Bright Ideas and True Confessions (more SCA "why to")
"The wise are never so serious as when they play, when they play well."
Duke Finnvarr's dialogue; long
How Much Space do you Take?