Q: Sentence (1) He rode into the mouth of the canyon.
Sentence (2) She wiped lipstick from her mouth.. Word: mouth.
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A: different meanings

Q: Sentence (1) He borrowed a large sum.
Sentence (2) The sum of forty pounds.. Word: sum.
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A: the same meaning

Q: Sentence (1) This song keeps going through my head.
Sentence (2) The head of the whole operation.. Word: head.
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A:
different meanings