To me, the '80s defines the "What the ****..." attitude, that phrase you utter when you see or hear something that blows your mind in good and bad ways at the same time. The '80s zeitgeist alludes my comprehension moreso than any relatively recent era or decade. But anyway, there's a movie called "Blood Diner" that was made in this era, which is on my top 5 list of "Greatest things to come from the 80s". That is a "what the ****..." movie and is awesome. Another one is Street Trash, though more crude. So if you seek that attitude in things, search the 80s.
how about Blue Velvet. me and my friend watched that movie about 2 hours after we uhm... herbed up let's say, and we were like "oh my god are we still stoned or what?" cause the movie is so bizzare in subtle ways.
Apocalypse Now (Redux) , one of my all-time favs, still has that WTF quality about it at times, especially the little things that happen on the way. It steps way outside the context of the war it inhabits and becomes surreal.