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Daicon 3, 1981, 5 minutes and 14 seconds.

Daicon 4, 1983, 5 minutes and 56 seconds.

Watch those two, in that order.

Then if you want to watch a shorter series that's really weird, I recommend Paranoia Agent (Satoshi Kon, 2004, 13 episodes) or Serial Experiments Lain (Ryutaro Nakamura, 1998, 13 episodes).

Paranoia Agent is about a community kinda going into a paranoid panic over a kid who's beating people up with a bat, so everybody freaks out and starts pointing the finger at each other and trying to find out who it is, or if it's a hoax. Each episode focuses on a different character's point of view during the story.

Serial Experiments Lain is really experimental. It starts with a girl killing herself, and then her ghost somehow "living in the internet" and e-mailing everybody else at school, and some guy freaks out in a nightclub and shoots some people. Then it kinda flows back and forth between the real world, the internet world (which they call "the Wired"), and dreams/nightmares. And it only gets weirder from there. Both shows are only 13 episodes long.