What do you dream of achieving one day?

Look for your opportunities to ask this question:

What do you dream of achieving one day?

Make notes about how people react to the question as well as what their answer is. Good luck!

What question would you ask a fortune teller?

Asking questions shows that you're interested in others. Here's one you might find useful:

What question would you ask a fortune teller?

Don't be surprised if you get some strange responses to this one. Ask well!

What have you witnessed that has strengthened your faith in humanity?

There are lots of things that you don't know about people. Here's a question that may help you learn more about someone:
What have you witnessed that has strengthened your faith in humanity?

Be sure and use active listening techniques as people answer. You'll learn much more that way!

What do you spend too much time doing?

People, even shy people, love to talk about themselves. Here's a question that may help you open someone up:

What do you spend too much time doing?

Hopefully this will spur some good conversations for you. Good luck!