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Mournful

/mˈɔrnfəl/
C1
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(adj) Filled with grief or sadness; being in a state in which one mourns.

Tom stood at the window with a mournful expression on his face.
CEFR Practice Quiz
The lonely wolf let out a long, ____ howl that echoed through the dark forest in the middle of the very cold and silent night.

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