Matt Groening tells some great stories from his youth in this appearance on Letterman just a couple of days before the release of the Simpsons Christmas Special and the start of Simpsons-mania. I think I might have watched this appearance at the time because his story about winning the Jack & Jill finish the story contest is something I have discussed with Simpsons’ fans. My favorite part of the story and this appearance is when Groening makes a point about being too old to be on Romper Room. The comic timing and Dave’s response are wonderful.
I set the video to jump to the proper segment, but if that does not work, it starts at around the 30 minute mark.