Hard hitting questions to get his attention, then some thought provoking questions, then some more difficult questions.
What should I know about puberty?
What should I know about boys/girls?
What was your favorite childhood toy? What happened to the toy?
What is the best Christmas/birthday/anniversary/graduation present you ever received? What is the worst?
Who was your favorite teacher in elementary school/middle school/high school? Why were they your favorite?
Did you ever have a teacher you didn't like? Why did you not like them?
What scared you as a child? What was your worst childhood fear?
What did you worry about as a child? Do you still worry/think about it as an adult?
What did you want to be when you grew up? How did you achieve it? Why did you change your mind?
What were your parents' jobs?
Did you ever have any pets? What were your favorite pets? What pet did you want, but didn't get?
Which relative had the greatest impact on your life? Best impact? Worst impact?
What was your favorite thing to do as a child? Do you still enjoy that?
What was your favorite place to visit? Least favorite?
What type of music did you listen to in high school?
What type of grades did you receive? What about grades for behavior/conduct?
Were you teacher's pet or teacher's nightmare or somewhere in the middle?
Did you ever get detention/expelled/suspended?
Did you ever have to change schools?
Did you get into fights?
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