On weeping for Jesus' Cross

In our remembrance of the Passion of Christ, what do we mourn? What brings us sadness? I wonder if it is the same thing Jesus would have us mourn and be sad over. Do we still get sad for Jesus; do we do as Christ tells the Daughters of Jerusalem in Luke 23 on his way up the hill to Golgotha? "But Jesus turning to them said, 'Daughters of Jerusalem, stop weeping for me, but weep for yourselves and for your children." (vs 28)

Do we weep for Christ at Easter or our remembrance of the cross throughout the year? Or... Do we weep for ourselves and the condition of the world? Do we weep for CHrist when we remember the cross (which he did conquer), or do we weep for the condition our own hearts are still in?