He used to stand up in prayer the whole night and used to weep so much that there had grown two permanently dark tear-lines on his face.
Abdullah bin Shaddad (RA) narrated that one day Hadrat 'Umar (RA) led the prayer and as he came to the Verse:
"Verily, I only complain of my sorrow and my grief to Allah" (Yosuf:86)
he wept so much that the people were greatly perturbed.
Hadrat Imam Hasan (RA) narrated that once Hadrat 'Umar (RA) was leading the prayer. When he reached the Verse:
"The punishment of thy Lord shall certainly come to pass. There is none who can avert it." (At-Tur:7,8)
he wept so much that his eyes were swollen. At times he wept so much that people got despaired of his life.