When was your roughest break up? And how did you get over it?

Was it your first relationship? Was it your first love? Was it your first husband or wife? When was your roughest break up, and how did you cope? How long did it take you to get over them?

My friend is currently going through a rough break up.. He has been in relationships before, but this one seems to be hitting him the hardest. We are still young, and in our early 20’s. I suppose it may have been because the previous relationships have been long distance and end on somewhat good terms. But, his pain and emotional break downs from this latest break up seems unbearable. How can I help him get through this?

Do you have any personal tips and experiences you would like to share? What was your roughest break up, and how did you cope and get over it?