Tonight with your 13 to 17 year old
The prompt
“How would you explain our family's sense of humor to a friend who's never met us?”
What to listen for
If they describe it fondly, even while poking fun, they feel a sense of belonging in the family's particular flavor of weird, a sign the family culture feels like home, not something to escape.
If they describe it as embarrassing without warmth, that might just be typical teen self-consciousness rather than real rejection, notice the tone more than the words.
A detailed, specific answer ("we do this thing where...") shows they've absorbed the family's inside jokes as part of their own identity.
What this tells you
How they characterize the family's humor shows how much they feel like a proud insider versus an embarrassed bystander.