In Their Words

Funny questions to ask your parents

6 questions

Not every question has to be heavy. These ones are warm and a little ridiculous — the funniest thing that ever happened to them, the prank that nearly ended a friendship, the embarrassment that took years to laugh about. Good for a long drive or a slow dinner. Good for breaking the tension if you're working through harder material elsewhere.

Humor

  1. 01

    What's the funniest thing that's ever happened to you?

    Ask if it was funny at the time or only in hindsight.

  2. 02

    Who in your life has made you laugh the most over the years?

    Ask what kind of humor it was — were they a storyteller, a quick wit, just naturally absurd?

  3. 03

    What's the most embarrassing thing that's ever happened to you?

    Ask how long it took before they could laugh about it.

  4. 04

    What's a story from your life that always gets a laugh at family gatherings?

    Ask if it ever gets embellished with each retelling.

  5. 05
  6. 06

How to actually ask these

  • ·Pick three or four. Trying to ask all of them in one sitting will exhaust you both. The best conversations come from one question that opens up into twenty minutes of unrelated stories.
  • ·Don't correct or argue. If their memory of an event doesn't match yours, that's a separate conversation. Right now you're collecting their version.
  • ·Write down what they say while it's fresh — or record it. Phones are good for this. You don't need anything fancier.
  • ·If asking face-to-face feels like too much pressure — for either of you — consider letting our service text them one question every few days. Many people open up more easily over text than across a kitchen table.

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