Waking Life | Film by Richard Linklater (writer and director)
Waking Life explores the boundary between sleep and being awake. The film is rotoscoped (filmed and then drawn over by animators — here’s a great example), meaning that at any moment reality can be bent — someone’s outline might turn to jelly or they might suddenly change colour. This isn’t just craziness for the sake of craziness — the whole idea of the film is that it isn’t necessarily clear what is a dream and what isn’t.
Each scene explores a different topic, covering areas of philosophy, politics and stuff like lucid dreaming (that bit is particularly cool). I said that The Animatrix was mind-bending… well, this is on another level.