I'm very happy to hear that the AI's responses were 'cautious and neutral'.
That's a good thing. It means it's not prejudiced, which means that people asking it for an explanation of crossdressing are not going to be made to feel bad in any way.
John Connor: Hey big guy, how come you always wear black leather- have you thought of maybe trying some frills?
Terminator: I chose this clothing because my programming informs me that black leather clothing conveys power and looks cool. Do you prefer I look weak and feminine?
John Connor: Who says dressing like a chick makes you weak? I think you'd look hot in frills.
Terminator: So I should look hot or cool, which is it?
John Connor: Oh you're such a...