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01 · Personal & Relational

Questions to Ask a Mother

Questions to ask your own mother about her childhood, the years before you existed, what she worried about, and the practical things worth settling early. Written for adult children who want a real conversation rather than a list of favorites.

20 questions · each with a note on why · conversation guide

The questions

Open any question for the note

  1. What was your bedroom like growing up?

    Why ask it

    A small door into her childhood that almost always opens. Rooms are remembered in detail long after years and dates have gone.

  2. What did your parents do all day?

    Why ask it

    Gets at work, money, and household routine in her childhood without asking about any of them directly, which is why it tends to be answered fully.

  3. What were you like at my age?

    Why ask it

    Invites comparison and usually a correction of whatever you assumed. Say your actual age so she cannot answer about a vague younger version of herself.

  4. How did you meet my father, and what did you think of him at first?

    Why ask it

    Adapt it to whoever it was. First impressions get told more honestly than romances do, and the details are usually funnier than the official version.

  5. What did you want to do before you had us?

    Why ask it

    Often the first time an adult child hears there was a plan at all. The important follow-up is what happened to it.

  6. Which year was the hardest for you?

    Why ask it

    Asking for a year turns a sentiment into a story, and lets you set her answer against your own memory of that same period.

  7. What did you worry about that I never knew?

    Why ask it

    Parents hide things deliberately. This asks only for the ones that are safe to hand over now, which makes it answerable.

  8. What did you believe about me that turned out to be wrong?

    Why ask it

    Shows what she was reading in you at the time, and often clears up something you have been carrying for twenty years.

  9. When did you feel most alone as a parent?

    Why ask it

    Specific and almost never asked. The answers tend to be a period rather than an event, which is more useful than a single bad day.

  10. What do you wish you had done differently with us?

    Why ask it

    Ask it and then say nothing. Interrupting to reassure her is the usual way this question gets wasted, and the silence is where the answer arrives.

  11. What did you learn from your own mother that you decided not to repeat?

    Why ask it

    Traces a line through three generations, and it usually explains a household rule you grew up assuming was normal.

  12. Which friendships lasted, and why did the others end?

    Why ask it

    Her friendships are the part of her life children know least about, and the endings are often more informative than the survivals.

  13. What are you proud of that has nothing to do with us?

    Why ask it

    Deliberately rules out her role as a mother. Some people struggle with the question, and the struggle itself is worth noticing.

  14. What do you miss about being younger, apart from your health?

    Why ask it

    Excluding the obvious answer gets you somewhere better: a city, a job, a group of people, a version of herself.

  15. What do you want more of from me?

    Why ask it

    Direct, and usually answered with something small and fixable, like a call on a particular day rather than an unpredictable one.

  16. What do you and I avoid talking about?

    Why ask it

    Names the pattern without opening the subject. You can then decide together whether to go into it or leave it named and alone.

  17. What would you want handled if you became ill?

    Why ask it

    Best asked calmly and long before it is needed. Ask about documents, who to call first, and what she would want said to other people.

  18. What should the family keep, and what can go?

    Why ask it

    Objects carry the stories, and only she knows which is which. Doing this while she can tell you saves a great deal of guessing later.

  19. What do you still want to do?

    Why ask it

    Better than asking about regrets, and it occasionally turns into a plan you can act on this year rather than a wistful answer.

  20. What do you want me to remember about you?

    Why ask it

    Place it last. It is a large question and it needs the earlier ones behind it, or it gets deflected with a joke.

How to actually have this conversation

Practical guidance for the conversation itself

Setting it up

Side by side beats face to face

A drive, a walk, or washing up together gets more out of most parents than sitting opposite them. Eye contact makes a difficult question feel like an interview or an accusation.

Ask about the era, not the emotion

Questions about a house, a job, a year, or a photograph are answered readily. The feelings come out attached to those details, which is more reliable than asking about feelings directly.

Consider recording it, and ask first

A phone recording on the table is worth more in ten years than any notes. Ask permission, accept a no, and if she says yes, forget the phone is there.

When it gets difficult

  • If she deflects with a joke, laugh and ask again once. Twice is pressure.
  • If she cries, stop asking questions and stay in the room. Do not apologize for the question.
  • If she gives the version you have heard before, ask for one detail inside it: a name, a room, what somebody said.
  • If an answer contradicts what you were told as a child, note it and move on. Cross-examining her ends the conversation.
  • If she asks you something back, answer it properly. This works better as an exchange than an interview.

The practical questions

Two questions here are about illness and belongings. They are easier asked years early than weeks late, and they go better as part of a longer conversation than as a separate serious talk. If she shuts either down, leave it and try once more another time. Knowing where the documents are, and who she wants called, spares a family a great deal at the worst possible moment.