I wouldn't ask any questions right now, especially personal ones that could seem like you're probing about OW. That you don't care all that much and are doing quite fine can be your mystery.
I like the idea of telling him about the exciting things in YOUR life.
I WOULD absolutely keep the light and friendly back and forth going though. Ya gotta scratch off a lot of tickets, and get plenty of scrappy little $2 winners before you hit the big one.
I'm gonna buy me a ticket!
M: A really long time. Crisis: 5 years. She's still worth it.
Life is never made unbearable by circumstances, but only by lack of meaning and purpose. -Viktor Frankl