rob reiner's 'this is spinal tap'...each time i see something new and laugh all the harder with each viewing.

I agree. Just watched it for the billionth time yesterday.

Slackers

Napoleon dynamite

Old School (always funnier, but gets funnier)

Gangs of New York (I know its violent, but I just really dig the characters)

Godfather Part II

Saving Siverman (again, funny at first, but gets better)

Princess Bride

The Royal Tenenbaums

My wife and I almost walked out of it in teh first ten minutes, and I have never walked out of a movie...by the end we couldn't wait to see it again

Reminds me of my family...we even started calling my father Royal...he has no idea what we're talking about

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"A man must love a thing very much if he practices it without any hope of fame and money, but even practices it without any hope of doing it well." G.K. Chesterton