I’ve prepared a few “pointless” questions to help you start stirring the pot.

 

PAST

• What’s the first memory you can recall?

• What’s a family tradition you loved growing up?

• What’s a toy or game from your past you wish you still had?

• What’s the best meal you remember eating as a kid?

• What’s your favorite childhood snack? Why? What’s a memory tied to it?

• What’s the weirdest thing you ever believed as a kid?

• Who was your first-ever crush, and what made them special?

• What was the first big decision you made as a kid?

• What’s the funniest childhood photo of you?

• What’s a song that instantly takes you back to your teenage years?

• If you could relive one day from your childhood, which would it be?

• What’s a phrase your parents always said that still sticks with you?

• What’s the most memorable gift you’ve ever received?

• What’s something you thought was amazing as a kid but seems silly now?

• My dream as a child was…

• If you could time travel to meet your younger self, what advice would you give?

• What’s a memory you can’t stop laughing about?

• If you could go back in time, what place or historical event would you visit?

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PRESENT

• What tastes better: chocolate or vanilla? Why?

• What’s your favorite snack? When did you first try it?

• What’s the weirdest dream you’ve ever had?

• What’s your favorite smell in the world?

• What’s the most random thing you’ve Googled recently?

• What’s the most useless fact you know?

• What’s your go-to karaoke song, even if you don’t sing?

• What’s something totally random that makes you laugh every time?

• What’s the funniest nickname you’ve ever had?

• What’s your favorite word, and why?

• What would you name a pet penguin?

• If animals could talk, which one would be the most annoying?

• If you were a flavor, what would you taste like?

• If you were a kitchen appliance, which one would you be?

• If your furniture could talk, what would it say about you?

• What machine hasn’t been invented yet that would change your life?

• What’s your ideal home?

• What’s the best thing you’ve ever found lying on the ground?

• What’s a habit you’ve picked up recently that surprises you?

• Would you rather be 20% smarter than all of humanity or have humanity be 20% smarter than you?

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FUTURE

• If you could have any superpower, what would it be?

• If you were invisible for a day, what’s the first thing you’d do?

• If I won the lottery right now, I would…

• Who would play you in a movie about your life?

• What would be the title of your autobiography?

• If you could swap lives with anyone for a day, who would it be?

• If you were stuck in an elevator with someone, alive or dead, for an hour, who would it be?

• If you could combine two animals into one, what would they be?

• What’s a place you’ve never been to but want to visit?

• What’s the most outrageous thing you want to try at least once?

• If you could rename yourself, what name would you pick?

• What’s the first thing you’d do if you woke up as the opposite gender?

• If you could rewrite one decision from your past, would you?

• If you could design your dream life 10 years from now, what would it look like?

• Let me know if you’d like additional edits or ideas!

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If these questions feel childish or silly, great. 

That’s exactly the point.

Stop taking yourself so seriously.

Go have a purposeless conversation and live!