They are called the formative years for a reason. Many insights can be gained from asking about someone’s childhood. These questions are anything to do with the year prior to what we current call adulthood.
How old where you when you had your first kiss?
What vivid memory do you have skipping school?
Who was the last person who had a crush on you?
What changes do you find hard to accept?
Is there a food you hope you never eat again?
What monsters did you believe lived under the bed when you were little?
How old should a child be when they learn about money?
What candy reminds you most of your youth?
What is the best cookie you have ever eaten?
What was the worst punishment your parents ever enacted?
How old where you when you learned about death?
How did you learn about death?
When have you make a bargain with god?
When did you realized that Santa Clause was not real?
When did you realized that you were smarter than your parents?
Why did you break-up with your first boyfriend/girlfriend?
When was the first time you saw the ocean?
What is something unusual you like to put on a sandwich?
Which member of your extended family are you closest to?
What creeps you out?
If your life was a song, what would the title be?
Where did you grow up?
Have you ever been in a food fight?
What was the most memorable class you have ever taken?
The ins and outs of a first impression. It takes only five to ten seconds to make a first impression. This is where the need for a firm hand shake comes into play. In that time you can either say something interesting or you can give the person you are meeting the opportunity to tell you something interesting. If you are skilled at the art of conversation you can do both.