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I have seen 僕は落ちるのが怖い translated as "I am afraid to fall". Could it also be used to mean "I am afraid to fail".

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Yes, it certainly could.

「 [僕]{ぼく}は[落]{お}ちるのが[怖]{こわ}い。」

What this sentence means depends totally on the context.

"I am afraid to fall."

You are afraid of physically falling from a place of some height.

"I am afraid to fail."

You are taking an exam, auditioning for something, entering an election, etc.

  • Thanks! I was wondering. Since I have seen other situations where what you mise to fail like failing a test. – Kevin Boucher Feb 14 '16 at 23:48

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