adjective
expressing sorrow; mournful
adverb
in a sorrowful or mournful manner
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The doleful music filled the concert hall, evoking a sense of melancholy among the audience.
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She looked doleful as she sat alone at the party, sipping her drink quietly.
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After watching that doleful movie, I was in a real funk for the rest of the day.
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The doleful clouds hung low in the sky, as if mourning the loss of the sun.