Q: Sentence (1) He waited a long time.
Sentence (2) He had a time holding back the tears.. Word: time.
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A: different meanings

Q: Sentence (1) The grant doesn't cover my salary.
Sentence (2) The second officer covered the top floor.. Word: cover.
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A: different meanings

Q: Sentence (1) The patient was bleeding on the right side.
Sentence (2) He had a pain in his side.. Word: side.
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A:
the same meaning