
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.)
Tags: Character Contest, Granny Annie, Simpsons
Saturday, 24 October 2009 at 11:22 PM
I like her. Good luck!
Sunday, 25 October 2009 at 12:08 AM
nursem– Petition Groening with corset photos. I’ll split the winnings with you.
Tuesday, 27 October 2009 at 7:56 AM
das geDammen und das geBlasten
Too late, too late, the saddest cry
as an Eagle flies at 100 mph past a Cream Cake shop in a 30 mph area, with blue flashing-lights and the Police in hot pursuit
or views this wonderful character, too late to lodge a Vote in Support
Tuesday, 27 October 2009 at 10:09 AM
Herr Eagle– No worries. Unfortunately the “competition” didn’t allow graphic submissions, only verbal description, and there’s no public voting either.
Granny Annie was a real person at my kids’ elementary school. She’d send kids to the timeout bench for minute infractions, like wearing pastel-colored socks instead of school-approved white ones.