I think it is a good idea to ask. I think it would be good to be prepared for "no" without really being prepared for it. I think when the answer is no the best thing to do is not hold anything back and just respond as irrationally and immaturely emotionally as possible, just let the raw emotions out. At the same time, I don't think that this should be the reason for the T to change his answer (i.e. let himself be manipulated by your reaction) - but it is definitely his role and job to fully accept and tolerate your response - however unreasonable in retrospect it might sound.