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Once Upon a Time in the West (best movie ever)
Kill Bill: The Whole Bloody Affair (I haven't actually seen it, but judging by vol 1&2, I want them)
Princess Mononoke (have to have one animation and while other Ghibli films like Totoro are arguably better, Mononoke is most rewatchable)
Monty Python's Meaning of Life (have to choose some comedy; this for variety and musical numbers)

For last one there are many tempting options: Blade Runner, A Clockwork Orange, Deadpool, Hellboy II, Dark Crystal, Das Boot, Godfather... But I guess I have to take one Finnish movie and that'll be dark comedy crime film Raid (based on books and sequel to best ever Finnish TV series).