Question: Carson paid Skylar's expenses moving forward so that Skylar would not have to go into her pocket. Given that the answer to a question is "like a benefactor", what is the question?
Answer: How would Carson feel afterwards?

Question: Austin tried had to protect themselves from heartbreak by avoiding relationships. Given that the answer to a question is "be a realist", what is the question?
Answer: What will Austin want to do next?

Question: Jan got a letter from a college they applied for. Jan was afraid to read it so Carson read it to Jan. Jan got into college. Given that the answer to a question is "start to pack their things and buy college supplies", what is the question?
Answer:
What will Jan want to do next?