
That’s Granny Annie, a retired volunteer schoolyard monitor who sends elementary school children to Purgatory for wearing socks with colors that haven’t been approved by the school magistrate.
That was a last minute request from Mrs. Strutts to submit a response to this contest:

In other words, if you’re reading this, you’ve got about 30 minutes to post a submission here: http://www.thesimpsons.com/character to be in the running for consideration. (Sorry for the late notice, I thought we had days to submit the ugliness.)