There are at least two issues here.
If it is a check ride hoops must be jumped.
If it is training obviously more latitude and input can be given.
Most sim sessions have both components incorporated now days.
Importantly, whether it is a check or training session there is no excuse not to put the candidate at ease. The session may be a tough one, putting the candidate at ease during the brief can raise his performance.
Please let us all not forget, there are times questions must be answered and standards met, usually when some one thinks they have been hard done by, they have been found wanting.