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kkls45: It gets sticky. On the one hand you want to show him your love and on the other hand you don’t want to validate his derech. When he is telling you about girls he is testing you to see how you will react. I think the best reaction is the truthful one; you can tell him you are sad that he is not following the derech of your family and that it is separating him. Any way you can express your love for him and desire to keep him part of the family is good, without actually giving the impression that you approve of what he is doing. I’m afraid I probably know the answer to this already, but are there any mentors/teachers or any adults who seems knowledgeable about this topic that you can speak to in order to know how to interact with your brother?