Meaning: To go out and have a very good time, usually at a bar, restaurant, or nightclub (or all three).

Examples:

My old high school friend’s coming to visit, so this weekend we’re going to go out and paint the town red.

I don’t feel like painting the town red tonight because I think I’m getting sick.

He’s getting old and can’t paint the town red like he used to.

Pop Quiz:

You’re going to paint the town red if you plan to…

A. go dancing with a big group of friends.

B. study for a big test.

C. go for a run in the park.

To see the correct answer, click on “Continue reading”:

The correct answer is A. Painting the town red means you go out with friends and have a good time. Now go out and paint the town red tonight! (Except if you have to work tomorrow morning – then, of course, you should stay home and get a good night’s sleep.)