What If Questions

💡 The Best List of "What If Questions" to Ask a Friend, Date, Family Member, or Colleague.

Last update: 2021-05-12

best list of what if questions to ask featured image
The best list of "what if questions" to ask.

Inside this article

  1. Top Questions
  2. For Couples
  3. To Ask a Crush
  4. For Life
  5. For a Boyfriend
  6. For a Girlfriend

What if questions are prompts to ask friends that give thought-provoking answers. The questions begin with "What if" and are followed by a prompt that gives the other person something significant to think about. Often, these questions are hypothetical in nature and/or thought-provoking.

Use these questions as a way to start conversations (conversation starters) or as a way to play a game between friends. These questions can be asked through text message, at a party, or when gathered with friends at a local restaurant or bar. Enjoy playing this fun game with friends!

Best What If Questions to Ask (Thought-Provoking Conversation Starters)

Best what if questions to ask friends, family, a boyfriend, girlfriend, or best friend. Remember, these are hypothetical questions that you can ask to start conversations.

Top Questions

  1. What if you were in another country with only the clothes you slept in, what would you do?
  2. What if you could have only one food for your entire life and it couldn't be solid?
  3. What if you could neglect one personal hygiene routine item, what would it be?
  4. What if you could turn a "so-so" relationship into a good one, would you stay with that person?
  5. What if all humans lost their ability to think for themselves?
  6. What if you could live for only a year, what would you do?
  7. What if you had a wonderful romantic relationship but it was long-distance, what would you do?
  8. What if you had to spend all your nights sleeping on a bed needles, what would you do?
  9. What if you had to form meaningful connections with strangers, how would you do it?
  10. What if you could travel the whole world for the rest of your life, what would you do?
  11. What if everyone in the world suddenly died, expect you. How would you survive?
  12. What if your cell phone fell into the toilet bowl, what would you do?
  13. What if you could only drink milk past its expiration date, what would you do?
  14. What if you were in a country and didn't speak the native language, what would you do?
  15. What if you couldn't fall asleep unless you ran 10 miles, what would you do?
  16. What if you could only see your family members virtually, how would you maintain good relationships?
  17. What if you had three wishes, but they had to be granted for other people. What would you wish for?
  18. What if you had one supernatural power, but it had to be silly. What would it be?

For Couples

  1. What if you could only eat one food for the rest of your life?
  2. What if we could only watch one movie for the rest of our lives?
  3. What if our relationship required us to be together 24/7?
  4. What if you cheated on me?
  5. What if one of us were pregnant right now?
  6. What if we decided that we wanted to move to Paris?
  7. What if we could live forever?
  8. What if we could swim underwater without holding our breath?
  9. What if we could choose happiness or fortune, which would you choose?
  10. What if we could have the same job, which job would you choose?
  11. What if we had the opportunity to live in Italy for a year, would you go?
  12. What if you could have a dog or a cat, what would you want?
  13. What if we cheated on each other, what would happen?
  14. What if we had s#x in front of someone else, what would happen?
  15. What if we could only have s#x once we were married?
  16. What if we were stranded on a desert island together?
  17. What if one of us won a million dollars in a lottery, would we share it?
  18. What if we could move anywhere in the world, where would we go?
  19. What if you could go back in time and visit any famous time period, if you could go back to any time period what would it be and why?
  20. What if for 24-hours we could date or see anyone that we wanted, who would you want to date and go see?
  21. What if you were disabled, would we stay together?
  22. What if I got into an accident, would you come to hospital to see me?
  23. What if we were on a rollercoaster together, would you let me throw up on you?
  24. What if we were on an airplane and I were scared, how would you help me?
  25. What if we had to be in group s#x with another couple, who would it be?
  26. What if you could have our relationship be like any couple, who would it be?
  27. What if your love interest came around, would you dump me?
  28. What if our friends learned something private about our relationship? What would you think of that and how would you handle the situation?
  29. What if we were to learn a new sport together, which sport would you choose and why?
  30. What if we had to be deported, which country would you want us to be deported to and why?

To Ask Your Crush

  1. What if you could change one thing about life? In your life, what would it be?
  2. What if you could see someone all the time? Which person would you like to see the most?
  3. What if you were allergic to food, what food would it be and why choose that?
  4. What if you could only k#ss one person for the rest of your life? Who would it be and why?
  5. What if you could change one thing about the world? What would you change?
  6. What if the zombie apocalypse were upon us, who would you take with you to go hunt zombies?
  7. What if you could kill one person from history, who would it be and why?
  8. What if you could see into the future, what would you want to see?
  9. What if you could be president of the country, would you do it?
  10. What if you could only see one color? What color would it be and why?
  11. What if you could prevent humans from being on this planet? Would you do it?
  12. What if money were no object? What would you buy?
  13. What if you could have one super power?
  14. What if you had one wish, what wish would you make?
  15. What if you could k#ss me right now, would you want to?
  16. What if you could change how we met, would you want to?
  17. What if you had the ability to marry me right now, would you?
  18. What if you had the chance to change our relationship, what would you change?
  19. What if you could date any celebrity, who would it be?
  20. What if you had the ability to alter how we had s#x, what would you change?
  21. What if we had to be a high school class together, which class would it be?
  22. What if we had to decide between fame or famine? Which would you choose and why?
  23. What if you could fix world hunger, would you do it?
  24. What if you could fix the plastics in the ocean, how would you do it?
  25. What if you had to tell the world something important from the future, how would you do it?
  26. What if your life depended on a test? Would you study and how would you make sure that you passed the test?
  27. What if your one super power was the ability to use profanity? Would you figure out a way to use it for good or simply have fun with the super power?
  28. What if your supernatural ability was the ability to be invisible? What would you go see and why?
  29. What if your love life was to always be single, how would you handle it?
  30. What if you couldn't see? How would you experience life?

About Life

  1. What if you could build any house you wanted, how would you build it?
  2. What if you got lost in the woods? How would you get out of the woods?
  3. What if you could travel to space?
  4. What if you could speak with animals, what would you tell them?
  5. What if you could prevent pollution?
  6. What if you could create the earth over again, how would you change it?
  7. What if you had the ability to change s#xes over night, would you do it?
  8. What if you knew the moment you would be dead?
  9. What if you had to spend the weekend with your parents, how would you spend it?
  10. What if you could be famous for the rest of your life but poor forever, would you do it?
  11. What if you could stop time for 24-hours, what three things would you do with your time?
  12. What if you could be an animal for a day, which one would you be?
  13. What if you could change the month or year you were born?
  14. What if you could be a famous body for a day? Who would you choose to be?
  15. What if you had a child at a young age? How would you handle it?
  16. What if you were blind?
  17. What if you were deaf and unable to hear?
  18. What if you could only smell one thing the rest of your existence, what would it be?
  19. What if you lost one sense, what would it be?
  20. What if you got into a car accident today?
  21. What if your life depended on a food, what food would you want it to be?
  22. What if our species depended on you breeding it? How would you handle the situation?
  23. What if one word you said ended the world, how would you make sure you never said the word?
  24. What if your sense of smell was diminished, what would you do?
  25. What if you could bring someone back from the dead? Who would you resurrect?
  26. What if your future was dependent on someone else, who would you want it to be?
  27. What if you could speak to God? What would you say?
  28. What if you could speak to the dead? Who would you want to talk to?
  29. What if you could see your future, would you want to see it?
  30. What if you could meditate with Buddha for a day, would you want to do it?

For Boyfriend

  1. What if you could change something about my body? What would you change?
  2. What if you could make people live for longer on this earth? Do you think people would want to live longer lives?
  3. What if you could decide the moment you die, would you want to?
  4. What if you could be any character in a novel, which would it be?
  5. What if you had the ability to gain any new strength suddenly, what would it be?
  6. What if you had the ability to play any sport, what sport would it be and why?
  7. What if you had the ability to change parents, would you do it?
  8. What if you could change the course of history, what would you have changed?
  9. What if you could date anyone in the world, who would you date?
  10. What if you had the choice of losing your virginity over again, would you change it?
  11. What if you had the choice to be in one s#x position the rest of your life, which position would it be and why?
  12. What if you had the opportunity to move to another state, would you move?
  13. What if you had the ability to change your grades in school, would you change it?
  14. What if you were a famous athlete for one day, who would it be?
  15. What if you had a million Instagram followers, what would you do?
  16. What if you could start any business today, what type of business would it be?
  17. What if you only had one leg, what would you do?
  18. What if your parents disowned you, would you try to earn their love back?
  19. What if you got arrested, what would you do?
  20. What if you got in trouble, what would you do?
  21. What if your ex-girlfriend started talking to you again? What would you say?
  22. What if a random girl k#ssed you?
  23. What if a guy k#ssed you?
  24. What if a girl started talking to you at a bar, what would you do?
  25. What if you had to have s#x with someone who disgusted you, who would it be?
  26. What if you could have s#x with one teacher, who would it be?
  27. What if your life was decided by me, would you want that?
  28. What if you couldn't tell a lie for the rest of your life, would you do it?
  29. What if you were painted by a famous person, which painter would you want it to be?
  30. What if your life was told by a famous author, who would it be?

For Girlfriend

  1. What if you could only wear one dress for the rest of your life, which dress would it be?
  2. What if you couldn't wear makeup, what would you do?
  3. What if you could k#ss any celebrity, who would it be?
  4. What if you had the ability to change anything about me? What would you want to change?
  5. What if you had the ability to have an interesting conversation with a celebrity? Who would it be?
  6. What if you could live free for the rest of your life, what would you do?
  7. What if you had to design a food menu, what would be on it?
  8. What if you had to describe the point of life to a child?
  9. What if your TikTok has a million followers, what would you do?
  10. What if someone approached you about being an Instagram model, what would you do?
  11. What if someone hit on you at a bar and you had a boyfriend, what would you say?
  12. What if someone touched you inappropriately in public, what would you do?
  13. What if you were poor, how would you get money?
  14. What if you could only drink coffee for the rest of your life?
  15. What if you could only drink one beverage for the rest of your life, what would it be?
  16. What if you could only listen one song for the rest of your life?
  17. What if you could meet any famous person, who would it be?
  18. What if you could meet any female celebrity, who would it be?
  19. What if you had the ability to be one female celebrity? Who would it be?
  20. What if you could change how your parents treated you, what would you change?
  21. What if a girl wanted to fight you, what would you do?
  22. What if a guy wanted to fight me, what would you want me to do?
  23. What if someone stole your purse, what would you do?
  24. What if someone swore at you, what would you do?
  25. What if you could choose between never aging or being poor, which would it be?
  26. What if your life was directed by your parents, which parent would it be?
  27. What if you could be a genius for a day, would you want to be?
  28. What if you could alter the future, what would you want to change?
  29. What if you could have any car you wanted, which car would it be?
  30. What if you could have any job you wanted, which would it be?

What If Questions (Images to Share)

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Created by John Smith and reviewed by Patrick D., the gaming guys. We love games and questions that inspire conversation. See more on the about page.