Did anybody ever see "A Boy and His Dog"? Written by Harlan Ellison, starring a pre-Miami Vice Don Johnson as a horny teenager in a post-nuclear war world, traveling about looking for women with a telepathic dog who has a gift for finding them. Definitely way up there on the weirdness-meter.
I can't listen to "Stars and Stripes Forever" without thinking of the end of this movie.
Another bizarro one is "Dark Star", an early 70's low-budget sci-fi semi-spoof. The best scene there is when the space ship crew is attacked by an alien, with the same size and shape as a beach ball. One of the guys shoots it, and the escaping air from it causes it bounce wildly off the walls, ceiling, floor, etc.
