Now, here we have a new concept. We've seen plenty of Halloween specials over the years that deal with trick or treating woes, or having the old lady turn out not to be a witch after all, but one plot concept that hasn't quite been explored as much is the idea of having a character sell his soul to the devil in exchange for being over to take over the world, then trying to get out of the deal by besting Satan at rhythmic gymnastics - the olympic sport where they wave ribbons around. Brain, it seems, always dreamed of winning the gold in that event, and is even willing to send Pinky to hell for it. Good stuff, this. I'm a sucker for a good Faust story (Star Wars: Episode 3 rules!), and to put on into a cartoon takes guts. Or, as was so often the case with Pinky and the Brain and Animaniacs, perhaps it just takes a studio willing to let the writers do what they want. You don't see that very often.
It's really an actual special, too. I stuck in this section because I think it just aired as a regular episode, not as a prime time airing or anything, but it's a full half hour, not a 10 minute segment.
Here's the whole thing on youtube!