Sunday, September 23, 2018

My Favourite Questions

This might come as a shock to some of you but I like to ask questions. I don’t recall when this mild obsession began taking over my life but I don’t think I was like this as a child or teenager. I believe the genesis of these questions came around the time of going on dates with strangers and needing things to say to them. I remember being intrigued by a New York Times questions to fall in love; I was hooked.

Have I learned anything about people by making most interactions with me feel like a job interview? Other than my Excel spreadsheet with everyone’s names, questions asked and answered that I input into an AI machine learning algorithm, no.

Here is a list of questions I like to ask. Feel free to use next time you are sitting around a bonfire or a power outage forces you off your device and you find yourself sitting directly across from a human being without technology.

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What 2-3 thoughts cross your mind the most each day?

If Obama was coming over to your house for dinner, what would you make him but you can’t Google what he likes but are allowed to go to the grocery store?

What is your favourite quote?

What would your future 50 year old self tell you?

If you met you at a party, would you like you?

If you met your grade 5 self, what 2-3 things would you be proud of and 2-3 things you would either not like or be confused about?

If you had to marry a high school or university professor, what subject would they teach?

What makes you a good boyfriend/girlfriend? What would make you a bad one?

You get to live in any fictional world, what world would you select? For example, Middle-earth, Wonderland, Star Trek, etc.

If you had to sit yourself down and have a serious talk, what would you say?

How do you hold yourself back?

What’s a story your friends or family like to tell about you?

Favourite Friends character? (The correct answer is Ross)

What do people compliment you most on? What do you wish people noticed more?

What is something you used to enjoy doing but stopped?

Favourite Disney movie?

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What is something you have changed your mind about recently?

Pet peeves?

Three pieces of money advice all high school seniors should know and try to follow?

Free flights or free food?

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If you had a HUD that showed three stats about any person you looked at, what three stats would you want it to show? For example, it could be books read, items lost and money gambled away.

What stat for your life would you most like to see?

Is having kids selfish?

What’s the title of the current chapter of your life?

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Tear gas makes people cry and laughing gas makes people giggle, what other kinds of gases do you wish existed?

What do a lot of people have very strong opinions about, even though they know very little about it?

What is the biggest lesson you never learned?

You can tell whether a man is clever by his answers. You can tell whether a man is wise by his questions. Naguib Mahfouz

What lie do you tell most often?

What role do you play in your group of friends?

Most illegal thing you’ve done?

What always sounds like a good idea at the time but rarely is?

How would your parents describe you?

How many tabs open on your computer is too many?

What’s a fashion look you can’t pull off? 

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If you had a 25th hour added to each day, what would you do with that hour?

Who is your amazing race partner?

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Something you have never tried but think you would be good at?

What is something men don’t understand about women? (Not allowed to say everything) What do women not understand about men?

What is something you don’t like to do alone?

First way you made money?


Baby names you like?

If you could have the answer to any question?

What is something you could be very wrong about?

What is worth spending the extra money on?

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What are you addicted to?

Social situation you're bad at?

A moment that took your breath away?

Who is your favourite human?

These aren’t all of my questions but certainly some of the big hitters. I hope you enjoyed reading them and would certainly come in handy at your next dinner party or road trip.

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Judge a man by his questions rather than by his answers

Extra questions