28 Times The Simpsons Got REALLY Dark

List Rules
Vote up the darkest jokes from any season of The Simpsons

The Simpsons has been on television since 1989, but somehow, the writers manage to keep the humor sharp and the social commentary biting. Part of the charm of The Simpsons is that it never pulls any punches when it comes to jokes - the brutal honesty of some moments imprint themselves onto your memory for life. Whether it's the dysfunctional marriage of Homer and Marge, the kids who act out, bumbling town police chief Wiggum, or Krusty the hilariously corrupt children's clown, every character and relationship serves to demonstrate some aspect of humanity that is truly screwed up. Relive some of your favorite The Simpsons dark jokes and moments with this list of times the writing staff for The Simpsons refused to lighten up.