+1 Napoleon Dynamite
+1 The Life Aquatic with Steve Zissou.

Both hit that vibe where it's "love it" or "hate it", and I love 'em both. Great discussion here.

Much less known is this gem from the 80s, The Perils of Gwendoline in the Land of the Yik-Yak.

Bears, beets, Battlestar Galactica.