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You can stream Waking Life (2001) on Amazon Prime with a subscription.

Waking Life is about a young man in a persistent lucid dream-like state. The film follows its protagonist as he initially observes and later participates in philosophical discussions that weave together issues like reality, free will, our relationships with others, and the meaning of life.

If you have ever questioned whether your waking life is merely a vivid, shared hallucination, this fluid animation will keep you searching for answers. Drift through a kaleidoscope of philosophical debates that blur the line between subconscious dreaming and objective reality.

Trailer