7. The Simpsons Arcade's group dream world
Years before Inception made group-dreaming hip, the family from Springfield all took a trip together in one of their earliest video game appearances. The Simpsons Arcade is your traditional '90s beat-'em-up and it takes players through many weird scenarios before even heading to dream land. Then, after beating up a family of bears (don't ask), the adventure gets really odd when the entire family almost drowns and shares a near-death dream together.
The murky dream world reflects the combined subconscious troubles of Homer, Bart, Marge, and Lisa. They battle walking donuts, clouds shaped like Marge's head, floating saxophones, and nuclear radiation suits with invisible men inside. They seem to represent the personal fears and insecurities all of the Simpsons face, though I'm not qualified to diagnose why they all battle a massive bowling ball man at the end of the level. Perhaps bowling takes up so much of Homer's time that everyone else resents the level of importance he treats it with. That, or they all have an unnatural fear of bowling balls.