顔つきをしていた

had a look on one's face

→ 顔付き
phrase Rare #28,799
had a look on one's face Used to describe the expression or look someone had on their face. The preceding phrase usually specifies the kind of expression, such as a worried or strange look.
JA: 彼女はとても心配そうな顔つきをしていた。
EN: She had a very worried look on her face.

彼女はまるで幽霊を見たような顔つきをしていた

She looked as if she had seen a ghost.

彼は難しい顔つきをしていた

He had a serious look on his face.

彼はまるで幽霊を見たような顔つきをしていた

He looked as if he had seen a ghost.

彼女はそのとき恐ろしい顔つきをしていた

She had a terrifying look on her face at the time.

彼は妙な顔つきをしていた

He had a strange look on his face.