These questions cover a lot of ground with an emphasis on family events and relatives.
What do you remember about the house/apartment/place you lived in as a kid? Which did you like the most/least?
What was the weather like where you grew up?
What did you have as a child that people don't have today? Is that better or worse?
Has anything crazy/weird/funny ever happened at a family wedding? Funeral? Family reunion? Graduation?
What's the best/worst wedding you ever attended?
Do you like attending weddings? Do you think they are boring or exciting?
What relatives that have passed away do you miss the most and why? What did you do with those relatives?
What relative was your greatest mentor/coach? What did they teach you?
Who taught you how to play sports? What is your favorite sport?
Why don't you play sports?
How did they coach you in sports? What made them good at coaching?
As a child/teenager, who did you turn to for advice? What was the best/worst advice?
What did you think was great advice at the time that turned out to be bad advice?
What advice do you wish you would have ignored/followed?
What was your favorite movie/book/newspaper/magazine/TV show when you were a child/my age?
What was your favorite food/restaurant/thing to eat as a child?
Who taught you how to drive? Were they a good teacher?
Did you pass your driving test on thee first attempt?
Who taught you to parallel park/drive a manual transmission/etc?
What was your best/worst/funniest family reunion? Which reunion do you wish you would have attended/skipped?
Did you go to any high school/college class reunions? What did you like the most/least about those reunions?
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