system
sad: I lost $100 yesterday I am so unhappy still what a big lost can't believe I did that.
human
I lost some money yesterday in the parking lot I am still so unhappy about that.
human
Oh no!  Devastating! I'm so sorry.
human
I know it is I lost $100 and was actually on the way to pay my car insurance with that can't believe I was careless. 
human
That makes me feel ill so I'm sure you were sick. I hope somehow you make it up!