The second question of Fatwa no. 13610
Q 2: When someone proposes to me and I get some information about him, should I observe Istakharah Prayer before seeing him or observe it after seeing him? Is the sign of Allah’s guidance to a servant after observing Istakharah Prayer shown through a true dream? Please answer me, may Allah reward you with the best!
A: Istikharah is permissible before and after seeing the suitor. If you feel happy about the matter for which you ask Allah’s guidance whether you proceed or abandon it, this is a sign indicating that this matter is good. If on the other hand you feel uneasy and your heart is turned away from that matter, then it is not good and should be abandoned. May Allah grant us success! May peace and blessings of Allah be upon our Prophet Muhammad, his family and Companions!
Permanent Committee for Scholarly Research and Ifta’http://alifta.net/Fatawa/FatawaChapters.aspx?View=Page&PageID=6388&PageNo=1&BookID=7