I have had different worse losses, first was when I started gambling newly and believed that the way some friends were winning is also how I can win, but when I lost the money I should have used to purchase my needs, I just felt frustrated, there was another incident of when I was still in the university, I used my last money to stake on a game and I lost the money. It was painful.
The pain of losses is much easier to bear when you use the money that you don't need any time soon for important things because if you use such money to gamble even at lost you will not panic and wishd you used the money for more important things because you will realize this immediately after you must have lost, I can still remember one of my worst loses though I didn't see it coming but when it happened I only smiled and told my self that after all is my own money perhaps I don't need it for anything right away and that's how I free myself from being pained.