saddest movie you've ever seen

[Freakin]

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Eight Below

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I thought this movie would be terrible, but I actually enjoyed it and thought it was incredibly sad.
Also, Brave Little Toaster

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Ok, so it wasn't my personal saddest movie, but I posted it on my wife's behalf. I've never seen her cry much during movies, but she was bawling through most of eight below.

Brave little toaster is a quality flick.