been there and done that

I have been there and done that. Is this right sentence? I don’t know this is right or not. However, I saw this sentence on movie the day before yesterday. I asked one of my friends, Mike, who has worked at my favorite bar. He told me this sentence is like an idiom. Meaning is to have experienced the topic under discussion and become bored with it.
He gave me several examples, however, I couldn’t understand exactly. This is examples of that phrase.
A : How's your job-hunt going? B : Not very well. A : What's the matter? B : I'm sick and tired of sending out the resumes. I just keep on failing. A : Been there, done that. I know just how you feel.

too many word

When I was in the class, if I didn’t know some words, I had to look at a dictionary. Then, I found out that even one word had several definitions. For example, when I said sorry, it could use many situations. If I felt sad and sympathetic to other people, I could say I am sorry. Also, I could say it when I was feeling sad and ashamed about something that has been done. Last, if I was feeling disappointed about something and wishing you had done something different or had not done something, I could say it, too. When I just arrived here, I heard “I am sorry.” or “You are welcome.” too many times because of that. I know I will find out more word like this, and I will say more. However, I still confused that why English has too many definitions so that every international student got confused by that. I know there are no answers, and I have to say it. This is my language journal so far. While I was writing, I was thinking that I am not good at language because I have too many curious things, and there are no answers. Hmm…

Paint the town red

Two weeks ago, I had a big party. Even though I passed out early, I had a good time. I painted the town red. I think we all know the phrase "paint the town red, "which means to celebrate in a wild way. However, do you know the phrase come from? I was curious about that, so I looked up on the Internet. Unfortunately, I couldn’t find it, but there were two theories. Also, the scholars don't know why or how the expression was invented. Anyway, the phrase was born in the old west.
One theory suggests the "red" in this expression came from the fires, which blazed in frontier settlements after an Indian attack. Another suggests that the phrase was coined when the white people attacked and burned the Indian villages. These two theories were all I could find it. If someone knows this phrase come from, let me know, and let’s paint the town red again.