200+ Deep And Fun Questions To Get To Know Someone Better

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Not everyone is outgoing or can instantly bond with others. You may have to ask questions to get to know someone in such situations. People who get along with others immediately and can freely talk about anything and everything are easy to approach. But that is not the case with everyone. Some people take time, and in such cases, you can start the conversation by asking some non-intrusive questions to break the ice and make them feel comfortable.

But what are the right questions to ask in this situation? We have the answer for you. Read on for a list of questions compiled in this post to help you know a person better. These are a combination of funny, serious, and engaging questions that can act as a great conversation starter.

221 Questions To Get To Know Someone

Simple Questions To Get To Know Someone

To start smoothly, ask random questions that are safe to move ahead with the conversation.

  1. What are your hobbies? When and how did you start?
  2. What do you like to do when you have nothing to do?
  3. What is the last thing you read?
  4. Which is your favorite destination? Have you been there?
  5. Which was your best vacation, and why?
  6. Which is your favorite period of your life?
  7. What kind of music do you like?
  8. Where are you planning to travel next?
  9. Which is your favorite ice cream flavor?
  10.  Which TV show did you binge on last?
  11. What is your idea of a perfect day?
  12. What is your ideal vacation idea?
  13. What excites you?
  14. What is your idea of the perfect weekend?
  15. Do you listen to podcasts or only music?
  16. Which sports do you play/follow?
  17. What is your favorite TV series?
  18. What is your guilty pleasure?
  19. What is one thing that can make your day instantly better?
  20. What is your pet peeve?
  21. Which song do you dance to every time you hear?
  22. Do you eat pizza crusts or not?
  23. What do you do to calm down?
  24. Which phone application do you use most?
  25. What is your favorite exercise?
  26. Which is the best joke you have heard?
  27. Which is your favorite season, and why?
  28. Would you like to cook or order?
  29. What do you do on a day off?
  30. What is on your bucket list?
  31. If you could have one superpower, which one would it be?
  32. What is your favorite board game?
  33. Which beverage do you like more? Tea or coffee?
  34. How do you like your tea/coffee?
  35. What are your top five favorite movies?
  36. What type of movies do you like?
  37. What are some of your favorite songs?
  38. Which family from a TV show resembles your own?
  39. Which is the food you cannot live without?
  40. If you could eat only one food item for the rest of your life, which one would it be?
  41. Do you like dogs or cats?
  42. Have you ever come close to being arrested? If yes, why?
  43. Which was your best birthday?
  44. Who is your favorite superhero?
  45. Which actor do you like most? Why?
  46. Which is your most favorite scene in a movie?
  47. Which is your favorite book?

Intimate Questions To Get To Know Someone

Want to get closer to them? Ask questions that will help you know if you are compatible.

  1. If you had to change a friend, who would you change, and why?
  2. Are you a religious or spiritual person?
  3. What is your philosophy in life?
  4. What topics would you never joke about?
  5. Do you regret any of your mistakes?
  6. Are you an introvert or an extrovert?
  7. What would you like to change about yourself?
  8. What is your greatest fear?
  9. What accomplishment are you proud of?
  10. If you could live anywhere in the entire world, which is the place you would choose?
  11. What would you never do no matter how much money is involved?
  12. What is your idea of a perfect partner?
  13. What do you think of infidelity?
  14. Is there a deal-breaker for you in a relationship? What is it?
  15. Do you remember the last time you cried?
  16. Which parent are you closer to and why?
  17. What do you think of children?
  18. At what stage in life do you think a person should have children?
  19. How do you want to parent your child?
  20. What would you do if your parents disagreed with your choice of a life partner?
  21. Who is the person with whom you can share anything?
  22. Has someone ever broken your heart? When?
  23. Did you break someone’s heart?
  24. Would you move out of your city if your partner had to shift for a job?
  25. What is something that people misunderstand about you?
  26. What is your most prized possession, and why?
  27. What did you learn from your past relationship?
  28. What qualities do you like about your parents?
  29. How would you describe your best friend?
  30. What is something you do every day?
  31. Have you done something spontaneous? How did it go?
  32. Have you done anything crazy for love?
  33. What is the dream you want to accomplish?
  34. What are the things you notice first in a person?
  35. Who are the people closest to you?
  36. What is the greatest struggle that you have overcome?
  37. How would you define your family?
  38. What is your favorite family tradition?
  39. Were you close to your family while growing up?
  40. If you could change your relationship with one family member, who would it be and why?
  41. How was it growing up as the oldest/middle/youngest/only child?
  42. Have you gone on a trip with your family?
  43. Who was your favorite teacher, and why?
  44. What is the weirdest thing about you?
  45. How was your longest relationship?
  46. What is your best quality according to yourself?
  47. Do you wish you had been raised differently?
  48. What is the best piece of advice a family member has given you?
  49. Do you wish you had more/fewer siblings? Why?
  50. Do you hide anything from your parents?
  51. What is your nickname?
  52. How do you show your love to your family?
  53. Whose characteristics do you have more? Your mother’s or father’s?
  54. How do you like spending time with your family?
  55. Do you go to school or college reunions?
  56. What do you feel about family events?
  57. If you could erase something about your past, what would it be?
  58. What song do you listen to when you are sad?
  59. Which fictional character do you relate to most?
  60. Which song makes you feel sad?
  61. Which song would you listen to on a road trip?
  62. If you died tomorrow, what would you wish you had done?
  63. Can you remember the moment in your life when you were the happiest?
  64. Have you seen something that you cannot explain?
  65. What is the strangest dream you have ever had?
  66. Do you have a recurring dream? What is it?
  67. What is the darkest thought you have ever had?
  68. What is something about yourself you have never told anyone?
  69. When have you felt that you were living your life to the fullest?
  70. What is the biggest lie you have ever told?
  71. What was the first secret you kept from everybody?
  72. Do you hate any of your relatives?
  73. Did you ever meet your great-grandparents?
  74. How did your parents meet?
  75. Who is the newest member of your family?
  76. What makes you proud of your family?
  77. What stories did your family tell you while growing up?

Deep Questions To Get To Know Someone

If you wish to get closer to them, you need to know what goes on in their mind. Here are a few questions.

  1. What does friendship mean to you?
  2. Who is your closest friend? What do you like the most about them?
  3. How do you deal with negative emotions?
  4. Which possession of yours would you never want to lose?
  5. What are your political ideologies?
  6. Do you believe in God?
  7. What do you want people to remember about you when you are gone?
  8. Which is the best piece of advice you have ever received?
  9. What was the worst phase of your life?
  10. What are the two things you want in the future?
  11. What satisfies you the most?
  12. Would you share your passwords with your partner?
  13. When does a person become ready for marriage?
  14. Do you think we should be friends with our exes?
  15. Have you lost someone close to you?
  16. If you are in a bad mood, do you prefer to be left alone or need someone to cheer you up?
  17. How would you behave if someone irritated you deliberately?
  18. Do you judge a person by their clothes?
  19. Have you disliked someone or something and then changed your mind?
  20. Do you keep a journal?
  21. What are you thankful for?
  22. Do you believe in second chances?
  23. What do you think about online dating?
  24. What is on your bucket list this year?
  25. Is there something you want to do before you die?
  26. What is your biggest regret in life?
  27. When did you feel your biggest adrenaline rush?
  28. What is the craziest thing you’ve ever done?
  29. What goes through your mind when you are alone?
  30. Do you sleep with a light top sheet in all seasons? Why or why not?
  31. Which animal would you want as a pet?
  32. What would you do if you won a lottery?
  33. What is the favorite thing about your job?
  34. What annoys you the most?
  35. Are you planning to retire early or want to work as long as possible?
  36. Do you have a professional mentor?
  37. Do you have a best friend at work?
  38. How do you motivate yourself each morning?
  39. What is your favorite drink?
  40. How do you deal with work stress?
  41. What does your family think about your career?
  42. What do you want to accomplish at work by next year?
  43. What have you learned in your current position?
  44. If you had a chance to change your career, would you take the opportunity? Why or why not?
  45. If you could change your career, which would you choose?
  46. What bothers you most about the world today?
  47. What made you choose your college?
  48. Who is your favorite person from history?
  49. Do you believe in fate?
  50. How do you think people see you?
  51. What makes you uneasy/anxious/scared?
  52. Do you get overwhelmed easily?
  53. Is there a place you go to calm down?
  54. Do you feel like you would like to be left alone?
  55. When did you feel happiest last time?
  56. What is the thought that keeps troubling you?
  57. When did you fail miserably in life?
  58. What are the facts that you ignore but you know you shouldn’t?
  59. What do you do when there are conflicts between family members?
  60. Do you have friends whom you consider family?
  61. Has your family ever pressured you to act in a certain way?
  62. Who do you admire most in the world?

Open-Ended Questions To Get To Know Someone

To break a boring or serious conversation, you can go with these questions.

  1. If you could get anything you asked for, what would it be?
  2. You have the choice of inviting anyone you want for lunch. Who would you invite?
  3. Which life would you choose? A rich, busy one or a poor, relaxed one?
  4. What is the perfect job for you?
  5. If you win $5 million in a lottery, how would you spend?
  6. What is the quality you appreciate the most in the opposite sex? What do you dislike?
  7. How do you like to spend your birthday?
  8. What do you think of your best friends of the opposite sex?
  9. What do you do while commuting to work?
  10. Does your job make you happy?
  11. What did you dream of becoming an adult when you were younger?
  12. What is that thing you can sacrifice for your loved ones?
  13. How do you maintain a work-life balance?
  14. What advice would you give to your younger self?
  15. What do you think about workaholics?
  16. What qualities do you think make a good boss?
  17. What qualities do you value in a person?
  18. What is the most exciting thing that has happened last year?
  19. Who do you like spending time with and why?
  20. How would you want to get promoted at work?
  21. Who has influenced your career choice?
  22. If you could change one thing about the world, what would it be?
  23. If you could learn one thing immediately, what would it be?
  24. What did you think of the last book you read?
  25. Where do you read news?
  26. What are your personal goals for the next decade?
  27. If you could get away with anything, what would you do?
  28. If you believe in heaven and die tomorrow, do you think you would get a place there?
  29. Have your political beliefs changed over time? Why?
  30. Where do you find meaning in your life?
  31. Have you ever been in love?
  32. What makes you feel at peace?
  33. What is your definition of success?
  34. What are you proudest of in the last year?

These questions can be good conversation starters. You know their thoughts and ideologies that will help in the development of your relationship. After the person has answered these questions, you can know if you are compatible and whether you can gel together in the future.

You can ask these questions to your close ones to strengthen your relationship or acquaintances to get to know them better. Remember to ask these questions only if the person is comfortable in answering them. Do not force them to answer a question they don’t want to. Insert these questions in regular conversation, listen to the answers, and decide the further course of action.

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Shivank Joshi

Shivank is an experienced professional with a passion for writing, editing, and research. With a bachelor’s degree in Mass Communication, he previously worked as a production editor. Shivank transitioned into a writer/editor, contributing to various publications as a freelancer. He writes literature, including quotes, poems and wishes, for MomJunction. He has a special interest in music and relationships. During his... more