Kindergarten teacher (Sideshow Bob Roberts)

The kindergarten teacher is from Springfield Elementary School.

History
Sideshow Bob held back Bart, sending him to Kindergarten, after becoming Mayor of Springfield in a rigged election. Principal Seymour Skinner sent Bart to kindergarten and she taught him.

Behind the Laughter
She is different from the from the episode "Lisa's Sax" that took place five year earlier.