How often do you like being snug as a bug in a rug?

This is a humorous way of saying that you are warm and comfortable.

Do you tend to let the cat out of the bag sometimes?

If you let the cat out of the bag, you reveal a secret, often not intentionally.

Have you ever chickened out of doing sth you wanted very much?
When you decide not to do sth because you are afraid.

Do you ever have to do the donkey work?

This expression is used to describe the unpleasant, boring parts of a job.

When was the last time you felt as if you were flogging a dead horse?
It means that they are wasting time and effort trying to do or achieve sth that is not possible.

Why would your best friend have kittens?

To say you're going to have kittens is a dramatic way of expressing worry, anxiety or fear.

Have you ever made a monkey out of someone? Who was it?
When you humiliate sb by making them appear ridiculous or foolish.

When was the last time you had a whale of a time?

When people enjoy themselves very much.