Waking Life

http://thearcanefront.com/waking-life-film-video/

 Waking Life is about an unnamed young man living an ethereal existence that eventually becomes a full-on existential crisis. He participates actively in philosophical discussions involving other characters—ranging from quirky scholars and artists to everyday restaurant-goers and friends—about such issues as metaphysics, free will, social philosophy, and the meaning of life. Along the way, the film touches also upon existentialism, situationist politics, posthumanity, the film theory of André Bazin, and lucid dreaming, making references to various celebrated intellectual and literary figures by name.

Gradually, the protagonist begins to realize that he is living out a perpetual dream, broken up only by occasional false awakenings. So far he is mostly a passive onlooker, though this changes during a chat with a passing woman who suddenly approaches him. After she greets him and shares her creative ideas with him, he reminds himself that she is a figment of his own dreaming imagination. Afterwards, he starts to converse more openly with other dream characters, but he begins to despair about being trapped in a dream...

 http://www.dailymotion.com/video/xhalb0_waking-life_shortfilms