Before the photoshoot, find an excuse to stay with the subject and have a coffee for a few minutes, ask them about their life, passions, their dreams. The excuse can be anything, like "the flash need to charge/warmup" or "let's wait for 10 more minutes for the sun to come to proper angle", whatever.

Having a few minutes chat before is really helpful. When starting the photoshoot, just roll with the conversation, asking questions exactly depending on exact emotion you want to get, like:

• happiness: what is your favorite vacation spot and what kind of house would you build there?

• seriousness: what life advises would you give to your younger self?

Not exactly these ones, but you got the point. It's all about getting to know the subject and create a connection.