Allah, The Almighty, is not like anything we know of! It is not permissible to describe Allah with any kind of attributes unless He or His Messenger has described Him with. Sadness can’t be attributed to Allah.

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You must not be in contact with each other at all, it is totally prohibited because you are both starngers to each other (non mahram). You must end this relationship immediately. He is either gay or waiting for the right moment when you are weak and vulnerable and then you will see the other side […]

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Shedding tears from the eyes is not haram or makrooh; rather it is a mercy from Allah. What is haram is wailing and lamenting and crying that is accompanied by both or one of them. Kindly refer to the following link(s): https://islamqa.info/en/163276

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You can do that before or as you enter the masjid. Kindly refer to the following link(s): https://www.youtube.com/watch?v=Vx-cg8oHe9g

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If you referring to skipping prayer with the congregation, this is permissible when a person is ill.

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