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It was a (hard) job to make [making] her sing. 彼女に歌わせるのは骨が折れた.🔗🔉

It was a (hard) job to make [making] her sing. 彼女に歌わせるのは骨が折れた.

研究社新英和大辞典 ページ 199556 でのhard単語。