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25 questions to ask your parents this holiday

The holidays are when the family is finally around one table. Bring a few of these along. Start with the easy ones and save the last few for a quiet moment. Print it, screenshot it, or share it with whoever is hosting.

See all 50 questions

Easy openers

Start here, while everyone is still passing plates.

  1. 1.What did the holidays look like in your house when you were a kid?
  2. 2.What was the best present you ever got, and who gave it to you?
  3. 3.Which dish has to be on the table, and who made it first?
  4. 4.Where did everyone sit, and who ran the kitchen?
  5. 5.What song or smell makes it feel like the holidays to you?

Traditions

Every family has a few that started by accident.

  1. 6.What traditions did your family have that you loved?
  2. 7.Which tradition did you start yourself, and why?
  3. 8.What did your family do that you thought everyone did, until you found out they didn’t?
  4. 9.Was there a year the holiday went completely wrong? What happened?
  5. 10.Was there a holiday you spent far from home? Where were you?

The people

Good for an old photo album on the coffee table.

  1. 11.Who made the holidays special when you were young?
  2. 12.What do you remember most about the person who raised you?
  3. 13.Who is missing from the table that you wish the kids had known? What were they like?
  4. 14.What habits or sayings from your family do you still carry with you?
  5. 15.Where did you spend your first holiday as a couple, and what was it like?

Growing up

The answers here are usually longer than you expect.

  1. 16.What was winter like where you grew up?
  2. 17.What is the funniest thing that happened to you as a kid?
  3. 18.What was your first job, and what did it teach you?
  4. 19.What did you want to be when you grew up, and how did that change?
  5. 20.What surprised you most about becoming a parent?

The ones worth asking

Save these for a quiet moment, after the dishes.

  1. 21.What was the hardest holiday you lived through, and what got you through it?
  2. 22.What do you know now that you wish you had known at twenty?
  3. 23.What do you feel most grateful for when you look back on your life?
  4. 24.What moments in your life do you hope are never forgotten?
  5. 25.What would you want your great-grandchildren to know about you?

How to make it work

  • Ask with a photo in hand. An old picture gives them somewhere to start, and the details come back with it.
  • Ask one, then listen. “What happened next?” gets more than the next question on the list.
  • Record it. A phone face-up on the table is enough. Years from now, the voice is what you’ll want most.
  • Don’t make it an interview. Two or three good questions over the holidays beats twenty in one sitting.

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