1. How do you feel about pets and animals?
  2. How many often do you feel utterly worn down?
  3. If money was no object, where would you live?
  4. If you dropped everything and went on a road trip, where would you go?
  5. What are the manliest/most feminine and least manly/feminine things you’ve ever done?
  6. What are the two biggest lessons you’ve learned from your previous relationships?
  7. What are you too hard on yourself for?
  8. What did you learn a little too late in your last relationships?
  9. What do most people overestimate or underestimate about you?
  10. What do you most look forward to getting old?
  11. What gross or unhygienic things do people do that bothers you?
  12. What habit do you have that you think not many other people have?
  13. What habits do you have that annoy other people?
  14. What is something you probably should do, but will never do?
  15. What is the biggest sign of weakness in a person?
  16. What makes you angrier than it should?
  17. What makes you different from other people?
  18. What makes you nervous?
  19. What movie was so sad you will never watch it again?
  20. What was the best mistake you’ve made? A mistake that turned out really well?
  21. What was the best thing about how your parents raised you?
  22. What were the last two books you read?
  23. What would be the absolute perfect day?
  24. What’s something you tried really hard to like but just couldn’t?
  25. Who was the most toxic person you’ve known?

Fun Questions to use with Boyfriend/Girlfriend

  1. Do fish have necks?
  2. How much is the correct amount of ice cream to put on an ice cream cone?
  3. How well do you think you would do if you were lost in the woods for two weeks?
  4. How would the world change if health potions existed?
  5. If animals were as intelligent as humans, what types of jobs would certain animals be uniquely qualified for?
  6. If colors had a taste, what would each color taste like?
  7. If could be the first person to do something, what would your achievement be?
  8. If jobs/careers had slogans what would be some of their slogans?
  9. If someone let you put whatever you wanted on a billboard in the center of your town or city, what would you put on the billboard?
  10. If wars were abolished, what would be the most interesting way for countries to settle their differences?
  11. If when you died, you got put into a room for eternity with people who died the same way, how would you want to die?
  12. If you could change your first name, what would be the most epic name you could choose?
  13. If you could have a remote control that controls any one type of machine, what would you have a remote for?
  14. If you could make a candle with any scent, what type of scented candle would you make?
  15. If you could place a curse on your worst enemy so that one everyday household item would at random intervals let out a blood-curdling scream, what item of theirs would you curse? (The curse would transfer to a new version of that item if they bought a replacement.)
  16. If you could speak to everyone in your country at the same time, what sentence could you say that would make the most amount of people instantly hate you?
  17. If you could switch genders for a length of time of your choosing, would you? And if so, how long?
  18. If you had a secret lair like Batman or Superman, what would it be like?
  19. If you had complete genetic control over plants, what is the coolest looking tree you could make?
  20. If you started a cult, what kind of cult would you start?
  21. If you were an action figure, what would you come with and what would your catch phrases be?
  22. If you were forced into a dance competition, what song would you choose to dance to?
  23. If you were given immortality, but there was one condition, what would stop you from accepting immortality?
  24. If you were in a high-speed chase, what song would you want blaring on the radio?
  25. Should TP hang over or under?
  26. What are some non-traditional toppings for ice cream that you think would be pretty awesome?
  27. What are you a non-military veteran of?
  28. What band would be the coolest to see live if their band name literally described the band? (i.e. Guns and Roses would literally be roses and guns on stage.)
  29. What chore do you dread most?
  30. What condiments do you refrigerate and which do you leave in the cabinet/pantry?
  31. What crazy things will you do if you ever become rich?
  32. What do people really need to chill out about?
  33. What do you love least about the activity you love most?
  34. What do you think aliens would actually look/be like?
  35. What era’s imagined future would you most want to live in? (i.e. 1950’s lots of curves, chrome, and everything shiny)
  36. What event from the past do you most want to see a recording of?
  37. What great idea would you like to try if you had enough money?
  38. What inedible thing do you wish you could eat?
  39. What is the coolest flag in use?
  40. What is the strongest animal you can win against with just your bare hands and feet?
  41. What names were ruined for you because you knew someone terrible with that name?
  42. What product are you shocked that no one has made a better version of?
  43. What scrambles your brain every time you think about it?
  44. What seldom works the way it should?
  45. What shortcut do you wish you could take?
  46. What should be the next advancement in shoes?
  47. What silly thing do you take a lot of pride in?
  48. What unnecessary products or services do you consider necessary?
  49. What website doesn’t exist but should?
  50. What would an amusement park designed specifically to make you happy, be like?
  51. What would an amusement park filled with your biggest fears be like? What rides would it have?
  52. What would change if it was socially acceptable to speak openly and frankly about anything?
  53. What would you do first if you gained the ability to fly?
  54. What’s a lame joke you use on a regular basis?
  55. What’s legal but still feels illegal?
  56. What’s something you do one way even though its incredibly inefficient or nonsensical because that’s how you’ve always done it?
  57. What’s something you wish you had never learned how it was made or how it works?
  58. What’s the best “who would win in a fight A or B” you can come up with?
  59. What’s the best conspiracy theory you can make up on the spot?
  60. What’s the coolest thing scientists could uncover while searching the ocean?
  61. What’s the funniest/strangest thing has someone drunkenly confessed to you?
  62. What’s the grossest thing you’ve drunk?
  63. What’s the last thing you Googled?
  64. What’s the most stress relieving thing you can get/do for less than 20$?
  65. What’s the spiciest thing you’ve eaten?
  66. What’s the weirdest wrong number text or phone call you’ve gotten?
  67. What’s your dream car?
  68. What’s your favorite waste of time?
  69. Where and when did you let out your most inappropriate fart?
  70. Where is the craziest place you have danced?
  71. Which fictional villain made you feel real hatred towards them?
  72. Which hairstyles fit with which personalities?
  73. Why do you think we dream?
  74. You have unlimited wishes but every time you make a wish what you love most is erased from the world. How many wishes do you make and what do you wish for? (No, you can’t wish not to have things erased from the world.)

Personal Questions to your Boyfriend/Girlfriend

  1. How adventurous are you?
  2. How curious are you?
  3. How do you fight off procrastination?
  4. How easily do you change your opinions?
  5. How lucky are you?
  6. How much of the bad stuff that happens to you is your fault?
  7. How neurotic do you think you are?
  8. How nurturing are you?
  9. How often do you get into arguments with people on the internet?
  10. How soft are you?
  11. How well do you think you can read others’ emotions?
  12. If your life was a book, what would this chapter be called?
  13. In what situations do you act least like yourself?
  14. What about you scares you the most?
  15. What about your appearance would you change if you had the chance?
  16. What are some incredibly common experiences that you’ve missed out on?
  17. What are you a snob about?
  18. What are you really obsessed about?
  19. What brutally honest truth about yourself can you share with me?
  20. What creepy or cringey thing do you do on a regular basis?
  21. What do you fear about the future?
  22. What do you get overly emotional about?
  23. What do you value most?
  24. What do you want to be written on your tombstone?
  25. What do you want to get out of life?
  26. What event made you mature as a person the most?
  27. What is the most alone you’ve ever been?
  28. What makes you feel alive?
  29. What makes you interesting?
  30. What makes you the happiest?
  31. What mundane task have you mastered?
  32. What odd thing are you fascinated by?
  33. What quirks does your body have?
  34. What sounds fills you with dread?
  35. What steps would you have to take to achieve a dream you’ve had for a long time?
  36. What word describes you better than any other word?
  37. What would it look like if you fully lived up to your potential?
  38. What would you want your funeral to be like?
  39. What would your very own personal hell be like?
  40. What’s it like to be you?
  41. What’s on your bucket list?
  42. What’s the hardest truth you’ve come to grips with?
  43. What’s the quickest way to make you angry?
  44. What’s the worst dream you’ve ever had?
  45. What’s your jam?
  46. When are you the most yourself?
  47. When did you really try hard, I mean really whole assed it, and it still wasn’t enough?
  48. Who makes you uncomfortable when you are around them?
  49. Who or what is holding you back?

Questions about your Boyfriend/Girlfriend’s Past

  1. How much have you changed in 5 years?
  2. If you could go back and change just one decision you made, what decision would you change?
  3. If your whole life was recorded, but you could only choose an hour of footage to watch, what scenes would you go back and watch?
  4. What are some things you hid from your parents?
  5. What bridges have you burned?
  6. What did you do in the past that people keep bringing up over and over and over again?
  7. What did you do when you were younger that you still cringe when you think about it?
  8. What do you wish you had/hadn’t said?
  9. What event in your past has come back to haunt you?
  10. What have you stolen?
  11. What is your most beautiful memory?
  12. What movie title best describes your life so far?
  13. What story involving you has probably been told by the most people?
  14. What unique games or activities did you play as a child?
  15. What was the cleverest thing you did as a child?
  16. What was the most awkward moment you had at school?
  17. What was your worst injury as a child?
  18. What were some of your favorite childhood books?
  19. What were the turning points of your life?
  20. What’s something that has changed you for the better and something that has changed you for the worse?
  21. What’s the coldest you’ve ever been?
  22. What’s the most American thing you’ve ever done? (Regardless of whether are American or not.)
  23. What’s the most famous you’ve been?
  24. What’s the most memorable call you’ve taken or made?
  25. What’s the most memorable vacation you’ve taken?
  26. What’s the most painful text you’ve ever received or sent?
  27. What’s the most uncomfortable thing you’ve had to tell someone?
  28. What’s the riskiest thing you’ve ever done?
  29. What’s the strangest thing you’ve seen happen at a job you’ve had?
  30. What’s your worst vomiting story?
  31. When was a time you threw caution to the wind and just went for it?
  32. When was the last time you were really, really wrong about something?
  33. Where are some places that you’ve been that you’ll never be able to go back to?
  34. Where is the most interesting abandoned place you’ve been to?
  35. Who have you purposely cut out of your life?
  36. Who is the nicest person you’ve ever met?

People in your Boyfriend/Girlfriend’s life

  1. How often do you talk to your extended family?
  2. How well do your family members get along?
  3. What are some scandals that happened in your circle of friends?
  4. What are the three most important things you learned from your parents?
  5. What happened to your best friend from elementary school?
  6. What plausible new rumor can you come up with on the spot about a celebrity or friend in your circle of friends?
  7. What secret is someone keeping from you, but you already know all about it?
  8. What stupid things have you convinced friends to do?
  9. What was your closest friendship that fell apart?
  10. What’s the most awkward thing someone has said to you?
  11. When was a time that you thought you knew someone, but they turned out to be an entirely different person?
  12. Who do you know is full of unfounded confidence in their opinions?
  13. Who in your life has the most positive outlook on life?
  14. Who in your life is most likely to be a serial killer?
  15. Who’s the black sheep in your family?
  16. Who’s the most difficult person you must deal with on a regular basis?

Relationship Questions to your Boyfriend/Girlfriend

  1. Besides cheating, what can a significant other do that would make you end a relationship?
  2. How much work should a couple put into having a strong relationship?
  3. How serious should it get before a married couple goes to a marriage counselor?
  4. What did you learn about relationships from watching your mother and father?
  5. What do you think is the best and worst thing about having you as a SO?
  6. What does a day in the life of a couple with a super healthy relationship look like?
  7. What is something (besides appearance) that a person can do to become instantly more attractive to you?
  8. What is the role of a wife?
  9. What’re the best and worst things about being in a long-term relationship?
  10. What’s the best marriage or relationship advice you’ve gotten?
  11. What’s your number one rule in a relationship?
  12. Where do you get your ideas about what a good relationship is?
  13. Who in your life has the healthiest relationship with their SO?

Boyfriend/Girlfriend’s Worldview

  1. If you found out you were wanted for a murder you didn’t commit, would you turn yourself in?
  2. If you see money on the ground, where is the line between you picking it up and you not picking it up?
  3. Is ignorance bliss?
  4. What advice do you think future you would give current you?
  5. What are some of your personal tips on how to live a remarkable life?
  6. What are you surprised a lot of people don’t know how to do?
  7. What bad experience should everyone have to go through?
  8. What behavior makes you think someone has a lot of class?
  9. What can someone say that always makes you cringe?
  10. What did you reluctantly try one time and then became a diehard fan of?
  11. What did you see online that still haunts you?
  12. What do people most often take for granted?
  13. What do you find yourself getting into arguments about most often?
  14. What do you need advice about?
  15. What do you think has gotten too socially acceptable?
  16. What do you think is the best period of a person’s life?
  17. What do you think will cease to exist during your lifetime?
  18. What do you wish someone had told you, so you didn’t have to learn the hard way?
  19. What do you wish you could stop doing?
  20. What does the world need more of?
  21. What group of people do you find it impossible to take seriously?
  22. What have you boycotted?
  23. What industry is in denial about being obsolete?
  24. What is considered normal and is accepted but really shouldn’t be?
  25. What is something you tried that doesn’t live up to the hype even though other people seem to be crazy about it for some reason?
  26. What is the dumbest thing that a lot of people believe?
  27. What is the saddest story you know from history?
  28. What is the worst emotion?
  29. What lie do you wish you never learned the truth of?
  30. What makes a person seem ignorant or intelligent?
  31. What makes you feel old?
  32. What minor inconvenience bothers you way more than it should?
  33. What off-handed comment a parent made has stuck with you through the years?
  34. What quote are you sick and tired of hearing?
  35. What social issue deserves more attention?
  36. What used to be only for the rich but now is mostly associated with poverty?
  37. What was the biggest lie your teachers told you when you were in school?
  38. What was the most intriguing internet mystery you’ve come across?
  39. What would be the most useful mandatory class to add to public schools?
  40. What would be the worst text to wake up and see?
  41. What would your child have to do for you to disown them?
  42. What’s something small that makes a big difference?
  43. What’s something that wasn’t as bad as you thought it would be and what is something that was way worse than you expected it to be?
  44. What’s the best advice you’ve ever been given?
  45. What’s the best way to travel?
  46. What’s the biggest waste of money?
  47. What’s the most annoying question you get asked on a regular basis?
  48. What’s the most disturbing thing you’ve come to accept?
  49. What’s the most frustrating thing you encounter daily?
  50. What’s the most worthwhile thing a person can spend their time on?
  51. What’s the pettiest thing you’ve seen someone do?
  52. What’s the silliest social issue people get up in arms about?
  53. When in history was the best time to be alive?
  54. When is it better to act first and ask for forgiveness later?
  55. When was the last time you felt your perception of reality shift in a major way?
  56. Where are some places that got much better or much worse due to technological advances?
  57. Where would your perfect place to settle down be?
  58. Who around you has a belief that they hold onto, even though it’s easily proven to be wrong? What’s their belief and how do they rationalize it?
  59. Who do you aspire to be more like?
  60. Who is the closest to being a perfect human?

Entertainment

  1. How do you find new shows/music?
  2. If you had to start a podcast, what would your podcast be about?
  3. What are the best and worst effects of social media becoming popular?
  4. What can you add to any movie to make it better?
  5. What do most movies/tv shows get wrong?
  6. What game have you put the most hours into?
  7. What is the cheesiest movie that you still love watching?
  8. What is the most obscure entertainment you really enjoy?
  9. What movie are you always up for watching again?
  10. What movie changed how you looked at the world?
  11. What movie did you watch but still have no idea what it’s about?
  12. What music videos made a strong impression on you?
  13. What old movie plots just wouldn’t work today because of modern technology?
  14. What scene from a movie traumatized you when you were a child?
  15. What shows intro do you always watch all the way through?
  16. What TV or movie trope never actually happens in real life?
  17. What TV show went on for too long or is still going on should have been canceling long ago?
  18. What was the worst ending of a movie you’ve seen?
  19. What’s a song you can’t stand listening to?
  20. What’s the best documentary you’ve watched?
  21. What’s the weirdest piece of media you’ve seen or heard?
  22. What’s your favorite gif?
  23. What’s your favorite relatively unknown YouTube channel?
  24. Which side character in a piece of fiction or game was more interesting than the main character?
  25. Who were the most villainous hero and the most heroic villain?
  26. Who would be the best fictional character to have as a best friend?
  27. What movie changed how you looked at the world?
  28. What scene from a movie traumatized you when you were a child?
  29. What are the best and worst effects of social media becoming popular?
  30. What is the most obscure entertainment you really enjoy?
  31. Which side character in a piece of fiction or game was more interesting than the main character?
  32. What game have you put the most hours into?
  33. What is the cheesiest movie that you still love watching?
  34. What’s a song you can’t stand listening to?
  35. What movie are you always up for watching again?
  36. What can you add to any movie to make it better?
  37. What do most movies/tv shows get wrong?
  38. What was the worst ending of a movie you’ve seen?
  39. Who would be the best fictional character to have as a best friend?
  40. What TV show went on for too long or is still going on should have been canceling long ago?
  41. What’s your favorite relatively unknown YouTube channel?
  42. If you had to start a podcast, what would your podcast be about?
  43. What shows intro do you always watch all the way through?
  44. What’s your favorite gif?
  45. What music videos made a strong impression on you?
  46. What movie did you watch but still have no idea what it’s about?
  47. What old movie plots just wouldn’t work today because of modern technology?
  48. What TV or movie trope never actually happens in real life?
  49. Who were the most villainous hero and the most heroic villain?
  50. How do you find new shows/music?
  51. What’s the weirdest piece of media you’ve seen or heard?
  52. What’s the best documentary you’ve watched?

Couldn’t find the type of question you’re looking for? Check out our complete list of ESL Conversation Questions. You can also look through our other resources or opportunities to teach abroad with ESL Workshop.

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