This is a pretty interesting question.. Ask if they have a job, what do they do? Where were they born and raised? Family life? Important things maybe you'd like to know about them. Where do they see themselves in 5 or 10 years? If they have the same interests as you do.
Talk and ask many questions.
Yes, that is why we are here, to answer questions.
Just start with Hi and how are you. If the user has uploaded videos then watch them and ask questions about them.
virginity
How do we know you didn't do it? Call the morgue and ask questions!
The app where people ask you questions and you ask them some, too is the iPhone app, Knozen.
pick you up at 7?
why is the sky blue? what is the person ansering my question's name? think of the rest code name Kkgirl
Ask the simple question :"Why are you a Republican?" See if they even know why. I love to do that.
Some questions can only be answered with: "Ask someone to do it for you, or ask them to show you."
Questions that don't make any sense are the stupidest things to ask someone even if it's someone you know like grandma
what is your ideal dream job