“Why” turns information into a point of view. It is one thing to know that the scene happens at midnight. It is more useful to know that midnight means nobody is supposed to see these people together.
Ask why of the important facts: Why does the character need this person? Why can this not wait? Why does the obstacle have power? Why is this event in the story? Why does failure cost more today?
You are not trying to discover one perfect answer hidden by the writer. You are taking responsibility for a supported choice. The answer should make the scene more playable. If your explanation becomes increasingly complicated while your behaviour becomes less clear, simplify it. A useful “why” should help you act, not help you win a discussion about the script.