Your instructor's goal here is seemingly to facilitate some discussion about the work you are studying. Spending some time writing questions that are text-dependent yet can't be answered in a word or two helps you process the conflict and characters on a deeper level.
Good questions that foster critical thinking might begin with why, how, or what would happen if ... ? You'll have to check to see where the "first half" ends according to your instructor, but a good question might look something like this:
- Why is Fountainhead's arrogance so frustrating for Orangutan and Chutes&Ladders?
- What does their treatment of Fountainhead reveal about the values of Orangutan and Chutes&Ladders?
- What irony is there in Orangutan's comment that she "was never one to actually have an experience"?
- What is the purpose of Chutes&Ladders's recollection of the time he nearly drowned?
- What about Fountainhead's comments leads you to believe in his sincerity?
- What do you think happened next to Fountainhead based on his self-assessment?
I hope these questions give you more to think about as you develop your own critical questions. You will note that none of these questions can be answered with a simple yes or no, they can all be answered based on the text, and people will have various answers depending on how they interpret the conflict and characters.