14 Nov How to make Dua: Tip #20
Crying is a way in which one can show and feel true sincerity in dua, in front of Allah. It is something which shows the helplessness and seriousness of the person within his dua.
One of the ways in which sincerity is shown in dua is through crying. This brings about a feeling of humility in front of Allah and shows the importance of your request.
The Prophet used to say: “O Allah! My ummah! My ummah!”, and he started crying. Allah said to the angel Jibreel, “O Jibreel, go to Muhammad = and your Lord knows – and ask him what makes him cry?” So Jibreel went to the Prophet [May the Peace and Blessings of Allah be upon him] and asked him. The Prophet, responded that he was crying out of concern for his followers, just like Ibrahim and Isa were concerned for their followers, and Allah knew why he was crying, without having to ask Jibreel.
So Allah said, “O Jibril! Go to Muhammad and say: ‘We will please you regarding your followers, and will not cause you grief” [Muslim #202]