Q: Sentence (1) To approach the city.
Sentence (2) He was an admirable poet, and thought even to have approached Homer. -- Sir William Temple.. Word: approach.
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A: the same meaning

Q: Sentence (1) The military academy at West Point.
Sentence (2) The French Academy.. Word: academy.
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A: different meanings

Q: Sentence (1) The trunk was full of stuff.
Sentence (2) What is all that stuff on your bedroom floor?. Word: stuff.
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A:
the same meaning