Face like a dented can of chum
A face so sad and broken it’s like it was hit by a truck and then stepped on by a dog.
My mom’s face is like a dented can of chum after she found out I failed math again.
That kid in my class has a face like a dented can of chum. I feel bad for him.
My neighbor’s face looked like a dented can of chum after his cat ran away with his favorite sock.