Likely = Very possible
It's likely to rain this afternoon.
To hit the nail on the head. = To make an exact point. / To explain perfectly.
His statement really hit the nail on the head about the situation.
Well-to-do = Prosperous
The people who live in this area are very well-to-do.
To feel sorry for someone. = To be regretful or to be in sympathy with another.
He may ask you for money but he'll never ask you to feel sorry for him.
Afford to. = To have enough money or time.
I like New York but I can't afford to live there.
Out of order = A machine or something that is not working properly
Since the elevator is out of order we had to use the stairs.
Whether = If
I don't know whether I have enough money or not.
Unless. = If you don't.
You can't get there unless you change buses.
In fact. = To tell the truth.
Does he speak English? In fact he speaks English quite well.
To cowboy up = To be strong and tough somewhat like cowboy
We are losing badly and we have to cowboy up in order to win.