Nacho Libre

Nacho Libre in the 'Greatest Jack Black Movies of All Time'? Come on, it's the underdog in stretchy pants. This flick isn't just a movie; it's a lifestyle. Who else but Jack Black could turn a monk into a wrestling sensation and make it hysterically heartwarming? Fans get it—wearing luchador masks to movie nights isn't just fun, it’s a pilgrimage. And let’s not forget trying to explain why you’re laughing at corn in the cob scenes to the uninitiated. It's a quirky cult classic that either grabs you by the cape or leaves you utterly baffled.