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Adorable, over the time that I have been researching, I have been getting that it is easier to speak to a guy mentor easier for the reason you have mentioned. Aries, I agree with you totally that there has to be guidelines as to the boundries.
Apushatayid, it is much easier said then done since it is hard enough to open up to one person, than to open up to both.
Pac-man, if a young woman has a hashkafa issue or even a boys-girls issue, i doubt she will bring it up to her father to ask, she would want someone that she can confide in, therefore sending someone to ask is not really the answer.
My initial question was, in the case that she has some personal issues that she needs comone to talk to in confidence, who would that be? who would they be more comfotable to confide in?