While I was in therapy, we saw each other so regularly, that really wasn't something that came up. I mean, we regularly chatted a little about our day-to-day lives a bit in my sessions, so I pretty much knew what was going on in his life - generally at least.
I've been out of therapy for many years now, so when we run into each other or correspond (like we just did this week because he wished me a happy birthday and asked how the fam is doing - he knows my whole family), of course I also ask how his family is doing, how his dancing is going (his latest hobby and social outlet), etc.