Dr. Strangelove or: How I Learned to Stop Worrying and Love the Bomb vs. Singin' in the Rain

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Yikes. A clash of titans. Both indispensible, timeless masterpieces. I think I'd have to watch them back to back to feel comfortable with my decision, but for now I'll go with Strangelove because Singin' is only my second or third favorite musical, whereas Strangelove transcends genres.

Oh yeah. Impossible to choose.