Any Peter Greenaway film, though Baby of Macon wins the prize for the most disturbing movie I’ve ever seen. It’s set (kind of) in the 17th century. Babies have stopped being born. When a woman does have a baby, all sorts of people–the Church, the wealthy, his sister–exploit the child for their own ends. But that summary is so much more rational and linear than the movie really is.
The Secret Adventures of Tom Thumb is a very strange, very dark claymation film about a miniature human who faces government agents, evil scientists, and scary bugs. There’s very little dialogue. It’s mesmerizing and creepy.
lissener beat me to it, but I also recommend Jan Svankmajer. He’s a Czech director whose films are a blend of live-action and puppetry. Conspirators of Pleasure is a tremendously odd, quite entertaining, and surprisingly non-pornographic take on desire. Faust is a wierd and dream-like retelling of the classic.
I’ll recommend “Breakfast of Champions.” My wife and I started watching it, and maybe half an hour in, with the plot being entirely incomprehensible, we gave up. That’s a pretty big “WTF?” factor, if you ask me.
I second Svenkmeyer, Cronenberg, Lynch and Aranovsky.
Also
Time Bandits,
Trainspotting,
Meet the Feebles,
Dead Alive (aka Braindead in some countries, both by Peter Jackson)
Millenium (about time travelling future dwellers that steal bodies, stars Kris Kristofferson)
Hedwig and the Angry Inch
Metropolis
Reefer Madness
I saw this one many years ago on cable, I’m still tying to Figure It Out. The Reflecting Skin, starring a young Viggo Mortenson (reason enough!). His little brother thinks the girl next door is a vampire. Bad things happen. They explode a frog. And so on.
There was this movie I saw a preview for on a DVD I rented (I can’t for the life of me remember what the DVD was and the name of the movie previewed was) but it seemed like some really far-out student art project type thing. It was filmed in grainy black and white and the preview just really freaked me out in a way few things ever have.
Further investigation at the time revealed that the film was supposedly about, I think, God becoming human and getting murdered. Maybe.
I’ve been intruiged to see the film because that preview just creeped me the hell out and sometimes you just wanna be creeped out, but now I’ve forgotten the name of the movie.