See #1 first of all. Then look at #6. Being a photographer means that sometimes you have to also become a comedian, or a clown. Knowing the right thing to say or do to make people smile is mostly experience. Sometimes you’ll get tough adults too. The dad in the photo above by the brick wall pretty much has the same expression all the time. I’ve known this family and photographed them for 13 years, they’re friends too. So I know I can bug him a little bit or get out the ducky to have some fun at his expense.
When styling a photo session, I like to start out with a basic color palette and go from there. It can help to have one “rock star” in the photos who carries a pattern in their outfit that the rest of the group’s clothing or accessories pulls from, while keeping everyone else’s outfits more simple. You can do this with a neutral and a few colorful brights, or try a softer palette that has different tonal ranges of the same shades.