rueful

adjective3

1. •
   Causing, feeling, or expressing regret or sorrow, especially in a wry or humorous way.

   • Merely, he received it with the rueful indulgence that he would show towards Tom when he came through with one of his solutions for ending world poverty or the arms race. — 1986
2. •
   Inspiring pity or compassion.
3. •
   Bad; woeful; deplorable.