You can ask the questions in diplomatic ways. Your questions might become tiring for them, but they are unlikely to cause them to no longer consider you. Be concise, objective, professional, and meaningful. Try to make it friendly. If you are new to the organization, you can ask for anything out of ignorance or innocence.
Most people wing it.
They figure they deserve something just for being there. That creates a natural cynicism with one's manager. First, consider your relationship with your boss and your boss's boss. Bringing them a flower or extra cup of coffee on the day of your evaluation will seem empty and false. Begin to nurture that relationship well in advance.