My dog died.

I'm sorry to hear that.

I'm sorry about that.

That's too bad.

That's a pity. /What a pity.

How awful. 太可怕了!

How sad. 太让人伤心了!

Tough luck.

Sorry.

What a shame.

That's unfortunate.

It rained every day while I was in Hawaii.

That's unfortunate. /It's unfortunate.

I'm sorry about your misfortune.

It happens! 常有的事

It's a common mistake.

She won't talk to me anymore.

It must be tough for you.那你肯定很难受吧

It must be hard on you.

Bob got fired.

Oh, poor thing! 哦!真可怜!

Oh, poor baby!

Ah, poor Bob!

My wife left me.

Mine, too. I know how you feel.

I understand the way you feel.

I really sympathize with you.