The 25 Most Exquisitely Sad Songs in the Whole World: No. 12

'In the Wee Small Hours of the Morning'
Frank Sinatra (1954)

The Breakdown: Ol' Blue Eyes parlayed his painful divorce from movie star Ava Gardner into a career makeover: the lonely guy at the end of the bar.

The Waterworks: "You'd be hers if only she would call."

Casualty Count: One Hollywood marriage, countless nights of sleep.

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