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[Insaan]

Sheikh
1. Whats the ruling of Istikhara? are we allowed to do it anytime we want? for any reasons?
or is it only when we are very confused as in 50-50?
2. Are we obliged to do what the istikhara tell us then?

[ImraanMGSaleh]

بسمه تعالى

Istikhara is done when you are confused and perplexed. One must first of all consult experts or wise individuals to see if he can reach a decision.
If after seeking experts' advice he still remains confused i.e cannot prefer one side [of the issue] to the other, he can then do Istikhara.
You must know that when an act is good in itself, there is no need to make Istikhara for it.
The best times to perform Istikhara is after the obligatory or recommended prayers, and also before sunrise on the blessed day of Friday.

It is not Haram to go against the Istikhara, though it may cause one to be regretful.