Translation

苦しそうな / 痛々しい / 悩ましげな

Meaning

Showing or feeling physical or emotional suffering. It is often used to describe facial expressions, voices, or general demeanor that reveal someone is hurting.

Examples

• She gave him a pained look when he brought up the accident.
  She gave him a pained look when he brought up the accident.
• His voice was pained as he described the injury.
  His voice was pained as he described the injury.