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Yated Shidduch Forum 1/18/19: How Should I Ask Questions on a Date?

Question:

A friend of mine told me that when she dates, she will often ask the boy very pointed questions, such as: “If you could go back in time and meet anyone, who are some people you would choose and why?” “If you had so much money that you never needed to work a day in your life, what would you do?” “What do you hope to bring to a spouse’s life?” “Are you a giving, caring person?” “If you were stuck somewhere and needed to get out, who are the three people you’d want with you?” “What would you do if….?”