Go for it! It sounds like the two of you are the type of “older singles” who were brought up in a “Yeshivish” environment where you never spoke to the opposite gender. In some cases like that, it could be helpful to have productive conversations with each other about inyanei shiduchim. These conversations can hopefully help you along in the process of finding the right one for each of you. Obviously this should be done with the right mindset and you should always be on your guard that you are approaching it appropriately.
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