The Weeping of Umar (radhiAllahu 'anhu) II

the most telling example of a man who few would think would cry because of Allah is Umar, may Allah be pleased with him. He was known for being strong, fearless, and uncompromising when it came to matters of faith. Yet, Abdullah ibn Isa said that Umar had two black streaks on his face because of constant weeping.

He feared Allah so much that he once said, "If someone announced from the heavens that everybody will enter Paradise except one person, I would fear that that person would be me."

Umar was one of the strongest believers. Yet he cried and feared Allah.

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Source: Crying in Front of Allah-It's not impossible

See also: The Weeping of Umar (radhiAllahu 'anhu) I

Umar's fear

`Umar bin Khattab he was so firm in his practice of Islam that he usually could sense what was right or wrong before the Prophet (pbuh) had informed others of it. He used to say to his friends: If a mule stumbles near the Euphrates River, I fear being questioned by Allah as to why I had not paved the road for it.

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Source: Umar bin Al-Khattab: The Second Caliph of Islam -The Golden Series of the Prophet's Companions

The Weeping of Umar (radhiAllahu 'anhu) I

It is said that Hadhrat Umar (Radhiyallaho anho) while leading Fajr Salaat used to recite Kahf, Taha and other such Soorahs in his Salaat, and would weep so much that his crying could be heard way back to several rows. Once he was reciting Surah Yusuf in Fajr. When he came to the verse:

"I only plead for my distress and anguish unto Allah," (XII: 86)

He wept so much that he could not recite any further. In Tahajjud, he would sometimes fall to the ground and would get indisposed with excessive weeping.

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Source: Fazail-e-a'maal, Weeping from the fear of Allaah by Shaykh Husayn Al-'Awaayishah