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What does doleful mean?

Looking for the meaning or definition of the word doleful? Here's what it means.

Adjective
  1. Filled with grief, mournful, bringing feelings of sadness.
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Examples
Then she came wriggling back, with repentant doleful eyes starting upward and a knife behind her back.
Knowing nothing about my departure, the faithful animal still waited for me as usual, its eyes getting more doleful each day.
Along the way they find the time to take in a Blind Willie Johnson blues number, a doleful love song in French and an old-time Appalachian ditty.
He plays him as a cuddly grump, a sweet-natured misanthrope, more doleful than angry.
It reminded me suddenly of the reason why people say that the bell in Nanjing tends to be more doleful than those in other cities.
Instead, he wrote, played all the instruments, multi-tracked the doleful harmonies and produced this deceptively drifting solo project.

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