There's so many but a few I often return to are firstly Dumb and Dumber. It's the perfect no-brainer when I'm in the mood to relax and want a laugh. Whilst not everyone's cup-of-tea as it's regarded as part of the gross-out genre the saving grace is that the gags keep coming at machine gun rate.
Policeman: Pullover!
Jeff Daniels: No, it's a cardigan but thanks for noticing.
Another comedy, and something of a black one, is Grosse Point Blank. John Cusack oozes cool throughout as the neurotic hitman and the film could almost be like revisiting some 80s John Hughes characters (what would Ferris Bueller be doing now?) now they've grown up. A great cameo from Dan Aykroyd and a soundtrack including some classic alternative bands.
Then there's The Usual Suspects. American films may deservedly get some stick for prioritising SFX over the script but this one bucked the trend. The first time I watched it I came out wondering who? why? what? Then like everybody else spent ages watching the film over again trying to work out who is Keyser Soze? The finale where the detective realises Kevin Spacey's whole story has been garnered from objects in his office (as the free man simultaneously loses his fake limp outside) is superb. Refreshing also to see no 'big names' in the cast just to attract an audience.
Then of course there's The Great Escape, Some Like It Hot, Rear Window etc.
On the European side. Fritz Lang's M is a must see, Das Boot had me enthralled when it was originally shown weekly on BBC2 in full length, also the Dutch film Spoorloos (sadly there was a watered down US remake) which touched upon many people's private nightmare of being buried alive.

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