Hm, well I've been going to the same supermarket for 10 years, without saying much more than "pretty good... thanks." Recently I started adding "how are you?"

Hm, well I've been going to the same supermarket for 10 years, without saying much more than "pretty good... thanks." Recently I started adding "how are you?" which made things a bit more interesting. But I'm pretty good at improvising jokes and scientific observations, so that helps keep some words flowing. If you want to have a longer conversation, then finding places to insert questions can be useful.