I struggle with this all the time, even with my wife. Spring break? You mean catch up on math / work extra hours week?
Hey, I'm finally going to <insert location> next month! Oh, you've been there regularly since you were a kid? Then I suppose it would be boring.
Oh, did I pronounce another word funny? Sorry, I only ever learned it from reading, nobody ever said it. But you can't say that shit out loud; you have to just grin and bear the embarrassment.
I've learned to never ever bring up things like collecting cans/scrapping/etc.