Sydney looked silly when she dressed up. Given that the answer to a question is "shy", what is the question?
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Answer: How would Sydney feel afterwards?

Robin had a dream that recurred every day and it was very scary. Given that the answer to a question is "horrified", what is the question?
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Answer: How would you describe Robin?

Tracy told Jan to take it from the store even though it was illegal. Given that the answer to a question is "keep goading jan to do it", what is the question?
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Answer:
What will Tracy want to do next?