The 25 Most Exquisitely Sad Songs in the Whole World: No. 10

'In the Real World'
Roy Orbison (1989)

The Breakdown: The master of pop-opera misery ('Crying,' 'It's Over') outdid himself with this quavering answer to his own 'In Dreams.' Posthumously released.

The Waterworks: "I love you and you love me/But sometimes we must let it be."

Casualty Count: All dreams.

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Listen to 'In the Real World'

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