I played poker against a friend who wasn't really good. I won and took over $100 from him. I felt bad about it the next day.
I played a game of poker with a friend who had no idea what he was doing. I won about $100 from him that night.
user
Oh no, he shouldn't have gambled. 
assistant
You are probably right! I felt bad when I was spending the money. I hope he didn't really need it.
user
I would've too, but sometimes people need to learn a lesson.
assistant
This is very true!
user