Daring questions to ask your parents

The questions adult children tend not to ask. Regrets, favouritism, what they'd do differently. Only worth asking if you both actually want the answer.

40 daring questions to ask your parents

No safe answers — go there. Showing 24 of 40.

• What's something you never told your parents?
• What's the biggest mistake you made when you were young?
• What's a secret you've kept from the family for years?
• What do you wish you'd done differently as a parent?
• What relationship in your life do you wish you could start over?
• What's something you've never fully forgiven?
• What's a question you've always wanted to ask me but haven't?
• What did you sacrifice that you sometimes wonder about?
• Who in your life deserved an apology you never gave?
• What's the hardest thing you've ever had to do?
• What did you learn too late?
• What's something about your life that might surprise me?
• What have you never told me because you thought I wasn't ready?
• What's the closest you ever came to giving up on something important?
• What do you regret not saying to someone when you had the chance?
• What scared you most about becoming a parent?
• What's something you pretended was fine when it really wasn't?
• What was your lowest moment — and how did you get through it?
• What did you have to unlearn from your own parents?
• What do you hope I never have to go through?
• If you could swap lives with a celebrity for a day, who would it be?
• What's the most reckless thing you did in your 20s?
• What's a truth about our family that took you a long time to admit?
• If you were offered $1M to never speak to one of your siblings again, could you?

+ 16 more in the app.

Other vibes for parents & adult children

Deep questions · Real questions · Funny questions · Nostalgic questions

Daring questions for someone else

Couples · First Dates · Friends · Groups · Siblings

← All parents & adult children questions