I find it both easy and hard to put myself in other people shoes. The reason why is because of the situation might be. It could be something small. It could be something big. You will never know.
For example, One of your girlfriend could tell you something that had happen with her husband the previous night. Now even though you was not there to witness the incident. Nor did it happen to you. You can feel the pain or joy that occur. Because it might be something that may have happen to you in the past. Or it could be something that you may want to happen to you.
Another example, now think of someone telling you something and you are just sitting there with a dumb look on your face. The reason why is because even though you might feel sorry for that person. You do not understand how she could put herself in that predicament. And the whole time you are thinking to yourself. I could never see myself in her shoes.
Some people believe that they can put themselves in other people shoes. In court, a jury is asked to put themselves in the defendant shoes in order to see how that person may or may not have committed that crime that they are accused of. Now you have to ask yourself. How can a jury put themselves in someone else shoes. That may be hard, but that is what is asked of them.
When thinking about putting your self in other people shoes. You have to consider what the problem is. Or what is going on. A lot of people say they can not do it, but if they really think about it. They are putting themselves in other people shoes on a daily basic. And they do not even know that they are. But if they just sit down and think about it. They did put themselves in someone else shoes.