16. I Do Not Have The Hots For My Mom (Season 21, Episode 5 - The Devil Wears Nada)
This is right up there with the aforementioned Spongebob chalkboard gag on the total WTF factor. So, considering that these gags are supposed to reflect something Bart believes that his teachers have corrected him on, why is Bart being forced to write that he doesn't have the hots for his own mother, Marge? The gag is actually a reference to the fact that Marge appeared on the real-life cover of Playboy in 2009 shortly before the episode aired, but even so, Bart surely doesn't need to be reminded that he's not attracted to his own mother, right? The gag would make more sense and be a lot less creepy if Milhouse was standing in for Bart. Even so, it's totally unforgettable, and therefore earns its rightful place on this list.
Stay at home dad who spends as much time teaching his kids the merits of Martin Scorsese as possible (against the missus' wishes).
General video game, TV and film nut. Occasional sports fan. Full time loon.