My personal favorite for flawed reasons is Madoka because I was there for the live reactions to the infamous episode and it was magical watching everyone lose their shit. It was also my re-introduction to anime after being shamed out of it for liking sailor moon as a kid.
Snow Crash is the best Cyberpunk novel, which codified many tropes in the Cyberpunk genre, but is also a ridiculous, nearly slapstick satire of Cyberpunk.
Starship Troopers is a classic deconstruction of the war movie