Another William Goldman masterpiece.
It’s ostensibly a movie about the power of love, but most movies that say love conquers all are unwatchable, and The Princess Bride is almost impossible not to watch. Its genius is its oddly cozy relationship with despair. Every dark twist is more hilariously bleak than the last, and yet everyone keeps their dry wit. Our imperfect heroes assume everything will go terribly, and swashbuckle through the insanity. Does love conquer all? Or a sense of humor?
Nothing in The Princess Bride really happened, as far as we know. But it’s outlook on life is very accurate, and it’s one of the most reliably uplifting movies.
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You didn't list Hoosiers or Rudy. Both uplifting, both based on true stories.