Robin and Jordan bonded over the summer. Jordan told Robin much of their adventures. Given that the answer to a question is "know how to talk", what is the question?
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Answer: What does Jordan need to do before this?

Jesse kept their cards close to their chest. Jesse could not be trusted. Given that the answer to a question is "lie to others", what is the question?
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Answer: What will Jesse want to do next?

Riley told everyone that Jan was pregnant. Jan wished that she would be the one who made the announcement. Given that the answer to a question is "be inconsiderate", what is the question?
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Answer:
Why did Riley do this?