How often do we make choices that cause us pain and anguish. Whether it is by our actions or our unwillingness to do what He has called us to do, we are often our own worst enemy. It is during these times that we can be less than a positive witness for Christ.
As we create an atmosphere that is hostile to God, or do that which causes Him pain, He weeps. Not over the pain we are causing Him, but over the choices we are making and the pain we are inflicting on ourselves. Because of His great love for us, it grieves Him to see us suffer, even when we are the ones who bring the suffering onto ourselves.
We see this scripturally in Luke 19. Jesus weeps over Jerusalem, knowing that they are the cause of their own downfall. They will spit on Him, mock Him, and crucify Him, yet He takes no Joy in their suffering and death.
And while they are making their poor choices which cause Him pain, He seeks the Father’s forgiveness for them.