30+ Weird Questions To Get To Know Someone Better

Having a good sense of humor is a skill that not everyone has. But, we all enjoy a good laugh now and then, don’t we? When we laugh together with someone we build strong bonds and create beautiful memories.




Like, Audrey Hepburn said, “I love people who make me laugh. I honestly think it’s the thing I like most, to laugh. It cures a multitude of ills. It’s probably the most important thing in a person.”

Wondering how to start conversations that will make someone smile or think about you?



Here are some fun and weird questions with just a little bit of depth to break the ice and allow you to get to know someone better.

So, let’s explore 30+ weird questions to get to know someone better according to Reddit:

Weird Questions to ask on a date as an icebreaker:

1. What are you proud of, but never have an excuse to talk about? – pdoconnell





2. If you could only eat one type of cheese for the rest of your life, which type of cheese would it be? – Tehvolcanic 


3. What conspiracy theories do you believe? – Wazula42


4. What is something that is important to you that you never really talk about? – GLDPineapple


5. What’s your favorite smell? – ThatAngryWhiteBitch

Read more: 20 Questions To Ask A Guy To Get Closer


6. If you could pick a day to relive over and over, Groundhog Day-style, what day would it be and why? – Bicyclegeek





7. What’s the best part of your day? – Gettingsingledout


8. What is the most normal thing about you? – Laterdude


9. What do you hate? – TheAdminer


10. How did you get into any passions/hobbies? – BKFootLettuce__15

Read more: 50 Deep Questions That Can Strengthen Intimacy In Your Relationship


11. The 16-year-old version of you just moved in and is now your new roommate. What’s the first thing you two would fight about? – Chanhelll


12. If they made an action figure of you, what would be the three accessories it comes with and what would be the three phrases it says when you pull the string in its back? – CJT1891





13. If you were a sandwich, what kind of sandwich would you be and why? – Cottagecorehoe


14. If you were a guest on a late-night talk show, what story would you tell? – TheBimpo


15. What is the last thing on your mind? – GLDPineapple

Read more: 6 Great First Date Questions That Bond Him To You

Weird Questions to ask your friends:


16. Would you rather drink Pepsi or Coca-Cola? – Typical-Thought4585





17. What’s in the trunk of your car right now? – u/TrimFit9


18. Where do you want to be in an hour? – u/straightouttaMASS


19. If you could reshoot any film, shot for shot with the cast of the looney toons, which film should you pick? – BirdsAreWaterproof


20. What is something I wouldn’t believe about you? – u/_shadow_storm_

Read more: 10 Simple Questions to Ask About Someone’s Mental Health


21. What’s the coolest place you’ve taken that pair of shoes? – Varkoth




22. What is your favorite version of the potato? – ptran99


23. If I gave you the money to set up a theme restaurant or bar, what would be the theme? What would you call the establishment? What would be the signature cocktail? – SCATOL92


24. Compare yourself to a lead character from a movie. – kindamymoose


25. Who is your favorite villain? – AmandaTheCat


26. What will always be funny to you? – sushideception

Read more: 28 Fun Questions to Ask a Guy That He’ll Love



27. What is your biggest non-academic, non-work-related accomplishment? – sushideception


28. What is your favorite video game? – RedditerofReddit


29. If you could go back and relive one day in your life without changing anything about it, which day would you revisit? – sushideception


30. If seasons never changed, which would you most like to live in eternally? – sushideception




31. What is something you never thought you’d be able to do until you actually did it? – sushideception

Read more: 10 Questions To Ask Yourself Before You Forgive Your Cheating Partner


Weird Questions To Get To Know Someone Better pin


Published On:

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Daisy Simon

’m Daisy Simon, member of the Editorial Team at Minds Journal, who loves exploring the cultural zeitgeist through cinema, and pop culture. I hold a degree in Sociology and I write on topics like lifestyle, relationships, feminism, mental health, and how they all connect to the world we live in today. My goal is to spark honest conversations that people can relate to and help us better understand the challenges and ideas shaping our generation.

Disclaimer: The informational content on The Minds Journal have been created and reviewed by qualified mental health professionals. They are intended solely for educational and self-awareness purposes and should not be used as a substitute for professional medical advice, diagnosis, or treatment. If you are experiencing emotional distress or have concerns about your mental health, please seek help from a licensed mental health professional or healthcare provider.

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Having a good sense of humor is a skill that not everyone has. But, we all enjoy a good laugh now and then, don’t we? When we laugh together with someone we build strong bonds and create beautiful memories.




Like, Audrey Hepburn said, “I love people who make me laugh. I honestly think it’s the thing I like most, to laugh. It cures a multitude of ills. It’s probably the most important thing in a person.”

Wondering how to start conversations that will make someone smile or think about you?



Here are some fun and weird questions with just a little bit of depth to break the ice and allow you to get to know someone better.

So, let’s explore 30+ weird questions to get to know someone better according to Reddit:

Weird Questions to ask on a date as an icebreaker:

1. What are you proud of, but never have an excuse to talk about? – pdoconnell





2. If you could only eat one type of cheese for the rest of your life, which type of cheese would it be? – Tehvolcanic 


3. What conspiracy theories do you believe? – Wazula42


4. What is something that is important to you that you never really talk about? – GLDPineapple


5. What’s your favorite smell? – ThatAngryWhiteBitch

Read more: 20 Questions To Ask A Guy To Get Closer


6. If you could pick a day to relive over and over, Groundhog Day-style, what day would it be and why? – Bicyclegeek





7. What’s the best part of your day? – Gettingsingledout


8. What is the most normal thing about you? – Laterdude


9. What do you hate? – TheAdminer


10. How did you get into any passions/hobbies? – BKFootLettuce__15

Read more: 50 Deep Questions That Can Strengthen Intimacy In Your Relationship


11. The 16-year-old version of you just moved in and is now your new roommate. What’s the first thing you two would fight about? – Chanhelll


12. If they made an action figure of you, what would be the three accessories it comes with and what would be the three phrases it says when you pull the string in its back? – CJT1891





13. If you were a sandwich, what kind of sandwich would you be and why? – Cottagecorehoe


14. If you were a guest on a late-night talk show, what story would you tell? – TheBimpo


15. What is the last thing on your mind? – GLDPineapple

Read more: 6 Great First Date Questions That Bond Him To You

Weird Questions to ask your friends:


16. Would you rather drink Pepsi or Coca-Cola? – Typical-Thought4585





17. What’s in the trunk of your car right now? – u/TrimFit9


18. Where do you want to be in an hour? – u/straightouttaMASS


19. If you could reshoot any film, shot for shot with the cast of the looney toons, which film should you pick? – BirdsAreWaterproof


20. What is something I wouldn’t believe about you? – u/_shadow_storm_

Read more: 10 Simple Questions to Ask About Someone’s Mental Health


21. What’s the coolest place you’ve taken that pair of shoes? – Varkoth




22. What is your favorite version of the potato? – ptran99


23. If I gave you the money to set up a theme restaurant or bar, what would be the theme? What would you call the establishment? What would be the signature cocktail? – SCATOL92


24. Compare yourself to a lead character from a movie. – kindamymoose


25. Who is your favorite villain? – AmandaTheCat


26. What will always be funny to you? – sushideception

Read more: 28 Fun Questions to Ask a Guy That He’ll Love



27. What is your biggest non-academic, non-work-related accomplishment? – sushideception


28. What is your favorite video game? – RedditerofReddit


29. If you could go back and relive one day in your life without changing anything about it, which day would you revisit? – sushideception


30. If seasons never changed, which would you most like to live in eternally? – sushideception




31. What is something you never thought you’d be able to do until you actually did it? – sushideception

Read more: 10 Questions To Ask Yourself Before You Forgive Your Cheating Partner


Weird Questions To Get To Know Someone Better pin


Published On:

Last updated on:

Daisy Simon

’m Daisy Simon, member of the Editorial Team at Minds Journal, who loves exploring the cultural zeitgeist through cinema, and pop culture. I hold a degree in Sociology and I write on topics like lifestyle, relationships, feminism, mental health, and how they all connect to the world we live in today. My goal is to spark honest conversations that people can relate to and help us better understand the challenges and ideas shaping our generation.

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