60 ‘If’ Questions to Ask Your Friends and Family

Tips for Asking Better Questions to Preserve Memories

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60 ‘If’ Questions to Ask Your Friends and Family

“If” questions to ask your friends and family are hypothetical scenarios that prompt people to consider how they would react in various situations. For instance, they might ponder what life would be like if it mirrored movies or how they would cope if computers suddenly ceased to function. 

These kinds of questions are meant to provoke one’s thinking and make him or her come up with answers to imaginary cases. Considering these hypothetical situations, people can improve their reasoning, problem-solving, and communication skills. Consequently, “if” questions or hypothetical scenarios are among the common forms of these prompts. Besides just provoking critical thoughts, such inquiries also help create a deeper understanding of how people think about various life challenges and possibilities.

In this article, you’ll get 60 “if” questions to ask your friends and family that are perfect for when you are bored and hanging out with them. They are great for catching up with your old friends, getting to know your new friends better, or even breaking the ice with someone you’ve just met. They can also help liven up any ordinary conversation.

Key Takeaways

  • “If” questions are hypothetical scenarios that encourage people to consider how they would respond in different situations, such as imagining life like a movie or dealing with unexpected events like computers suddenly not working.
  • Engaging with these hypothetical scenarios helps individuals sharpen their ability to analyze, problem-solve, and communicate their reasoning effectively.
  • After discussing and exploring these questions, you can capture and document your insights and stories using tools like Meminto. It allows you to create a personalized book that preserves these memories digitally and physically.

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60 ‘If’ Questions to Ask Your Friends and Family

Whether you need ice-breakers for a first date, ways to pass time on a road trip, or want to learn more about your family, here are 60 “if” questions to help you get started in creating hypothetical conversation starters:

  1. If you woke up as an eighteen-year-old with all your current knowledge. What would be your first move?
  2. If you could re-live one day from your past, which day would you choose to watch?
  3. If you could attempt something with no risk of failure, what would you try?
  4. If you could take a serum to eliminate fear forever, what would you dare to do?
  5. If you could change one thing about human anatomy, what fascinating change would you make?
  6. If you owned a bar, what would it be famous for?
  7. If you could start any hospitality business, what type would it be?
  8. If you could upload your consciousness into a computer, what would you choose to do?
  9. If you had the power to erase someone’s memories, whose would you erase?
  10. If you could send a final message to a loved one after your death, who would you choose?
  11. If you had to pick between fame and fortune, which one would you choose and why?
  12. If a movie was made about your life, which actor would you want to play you?
  13. If you only had one week left to live, how would you spend your time?
  14. If you could rapidly master any skill, which one would you choose?
  15. If you had to choose the happiest moment of your life, what would it be?
  16. If you could talk to animals, what would you want to do?
  17. If you could know tomorrow’s news today, what would you do with that information?
  18. If the president called you unexpectedly, how would you respond?
  19. If you discovered a friend based a book character on you, what would you think?
  20. If you could have any superpower, which one would you choose?
  21. If you won the lottery, what would be your first action?
  22. If your best friend decided to join a mission to Mars, how would you react?
  23. If a fortune teller could tell you the exact day you’ll die, would you want to know? Why or why not?
  24. If you suddenly woke up speaking a new language, what would you do?
  25. If you found yourself in a body of the opposite gender, what would be your first move?
  26. If you won the lottery, what would be the first thing you spent the money on?
  27. If you could have any musician write a song about your life, who would you choose?
  28. If you had to pick a song that reminds you of your mother, which one would it be?
  29. If you were mistaken for a celebrity and had to do their job, which celebrity would it be?
  30. If you had the ability to fly, where would you go first?
  31. If you could shapeshift, what would you transform into?
  32. If you could make one trivial thing illegal, what would it be?
  33. If I moved away, how would you respond?
  34. If I vanished without a trace, what would you do?
  35. If you didn’t like my boyfriend or girlfriend, what would you say?
  36. If you could find out everyone who ever had a crush on you, would you want to know?
  37. If we could talk telepathically, would you want to?
  38. If you discovered I had accidentally revealed one of your secrets, how would you react?
  39. If I suddenly started talking with a foreign accent, what would you do?
  40. If I texted you saying “we need to talk…,” what would be your first thought?
  41. If your pet preferred me over you, what would you do?
  42. If I said something that hurt your feelings, how would you respond?
  43. If I told you your teasing upset me, how would you react?
  44. If someone admitted they had a crush on me, what would you do or say?
  45. If someone spoke poorly about me when I wasn’t there, what would you do?
  46. If you didn’t need to sleep, how would you spend your nights?
  47. If you could only use one type of transportation for life, which would you choose?
  48. If today was the last time we could talk, what would you say to me?
  49. If you had a machine that could make any food, what would you order?
  50. If you had a reality show, what would it be called and what would it be about?
  51. If you couldn’t tell anyone you loved them and could only show it, what would you do?
  52. If you could throw a party with no budget limit, what kind would it be?
  53. If you could invent anything, what would it be?
  54. If you could eliminate one invention, what would it be?
  55. If someone gave you a million dollars to spend a night in a haunted house, would you do it?
  56. If I called you in the middle of the night, what would you do?
  57. If I fell in public and a crowd saw, how would you react?
  58. If you could place one item in a time capsule for future generations, what would you choose?
  59. If I told you I saw a ghost, what would you say?
  60. If you had to participate in a sports competition, which sport would you pick?

How to Create a Life Book About Friends and Family

After getting the answers to these “if” questions, you can document the information you get in a book using a tool like Meminto to get a digital and physical copy of the book.

  1. Visit https://meminto.com/product/life-book/ and click “Get Started.”

  1. Choose whether the book is for yourself or someone else.

  1. Select the number of pages for your book and indicate if you want additional or digital copies. Then, click “Add to Cart.”

  1. Enter your shipping details, choose your payment method, and apply any promo code you have.

  1. Confirm your order and track it on the checkout page.

  1. Check your email for a confirmation message and an activation code. Copy the activation code and go to https://memin.to/register.

  1. Provide your personal details, activation code, and password. Click “Sign up for Meminto” to begin creating your story.

  1. Choose your preferred language (German or English). Then, select the day you want to receive weekly questions and click “Save Changes.”

  1. Pick the typographic alignment and category presentation for your book.

  1. Customize the book according to your preferences.

  1. Watch the video below for more details on how to use the Meminto app.



“If” questions are a great way to spark your imagination and creativity, boost critical thinking, break the ice, and help friends and families learn more about each other. Playing the “if” game is a fun way to spend time and is a useful team-building activity. You can ask as many questions as you want and follow up to encourage deeper responses.

For capturing the stories you learn about yourself or a loved one, you can use a tool like Meminto.

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