Spinner offers this list of the saddest songs ever. They even have streaming so you can listen to the songs and feel really depressed.
They missed two, however, "Rainy Night In Georgia" by Brook Benton. I used to throw day long pity parties listening to this in college, and "Sad Lisa" by Cat Stevens.
What's the saddest song you ever heard? And Blake beatboxing doesn't count.
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