How Do You Ask Questions?

So instead of just asking questions asking questions how do you insert who you are so they have something to hold on to so they're like oh I like that guy obviously he listened to me. Instead of giving hypotheticals why don't I show you a sample of a text message with a girl that I'm texting with right now okay? "I actually think this girl's kind of dope but she was on a flight and something happened on the flight" 'If you're there in February call me and we can talk about what I did in December'  “Girls like funny guys be you like me now right like I'm gonna slow play it," says comedian Chris Gethard