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From: Japanese-English Electronic Dictionary 和英電子辞書

 難しい顔をする
 むずかしいかおをする
 intransitive verb
 noun or participle which takes the aux. verb suru
 Expressions (phrases, clauses, etc.)
 see: 難しいむずかしい・3
 to look displeased
 to frown
 to scowl
 to look grave
 to look serious