110 Deep Questions To Ask Your Friends

By: Joanna Smykowski

Updated November 22, 2021

Medically Reviewed By: Aaron Horn

There are some friends you have known for a lifetime and others you have just met. Some may be considered close to you as a family; they feel like your brother, sister, or cousin. Others you see potential in – maybe with these friendships, you need time to nurture and grow..

In life, friendships are important. They are the people with who you choose to surround yourself. When it comes to family, you get what you are born into. You may or may not get along with your family, and for many people, being with family can be a source of stress. Friends are people who have similar interests as you; you could have met them through school, work, or other activities. Some friends you met when you are young, and then you grow into different people and lose touch, which is a normal part of life. The friendships that you keep helps ease the stress of other aspects of life. Friends can get you through a day of work and a lot of other stressful periods in life. They can help you get through relationships: the start, the middle, and the end. And while friends are great to backboard against for ideas and life advice, if you need someone to talk to about your relationships, you can also seek professional help.

Strengthen Your Friendships
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When it comes to any relationship, the connection and bond grow with time. There is always that desire to get to know each other better or look for ways to bond more. Relationships of any kind go through different growth phases. The people involved will not get to know everything about one another in one day. One of the most powerful and surest ways to get to know someone is by asking questions. One way to help yourself connect easily and effectively with other people is by asking the right questions. This can change your life and also help you to know how to harness each relationship. Asking the perfect questions can be very instrumental in grooming your existing relationships to grow and build new ones. Also, asking the right questions from people is more like a secret weapon, especially in social situations. You can choose to memorize some of your favorites or have them stored up on your phone, and you pull them out whenever the need arises. That way, you will rarely be at a loss for words in your relationships or any gathering you find yourself. However, it is important to consider the person(s) you are having the conversation with, the mood or tone of the conversation, and the goal. This way, you will know which questions to use per time and not ask the wrong questions to throw people off-guard or turn them off.

Even in the closest of friendships, there are always still new things to discover about one another. Whether you feel as if you know your friends the way you know yourself or are just getting started, there are likely many questions that you have not asked each other, telling ways to find out facts about the other. In most cases, building effective communication and bonds between friends depend on finding the right questions to ask. You may think you already know so much about your closest friends, but you would be surprised at how much deeper you can still go and the many things you can still learn about one another that you don’t already know- from the serious to the silly things. If you are at dinner, on vacation together, or just hanging out, you can ask your friend’s deep questions that will help you find out about each other. Here is a list of 110 deep questions to ask your friends.

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What do you use to cope when you’re feeling uncomfortable?

  1. What makes you feel unstoppable?
  2. How do you see me?
  3. What emotion do you experience the most?
  4. If you could do anything for the rest of your life, what would that be?
  5. Do you think you’re brave?
  6. What makes you feel super loved?
  7. Do you think people fall in love because the right person has arrived, or because the time is right (regardless of whom the person is that they fall in love with)?
  8. What do you want people to feel when they’re around you?
  9. What is a dream you’ve never said out loud?
  10. What do you lie the most about?
  11. If you had to change your name, then which one would be new?
  12. What makes you feel most alive?
  13. When do you feel you’re most vulnerable?
  14. What do you think makes me smile?
  15. Is it easy for you to show yourself love or speak kindly to yourself?
  16. What annoys you the most about people?
  17. What scares you the most?
  18. What is more important to you – status, power, or money?
  19. Is there anything you see inside of yourself you’re not sure of?
  20. What is that one childhood fear you have not told anyone yet?
  21. What is the nickname that your friends have given you? What does it mean?
  22. Are you more afraid of death or not living?
  23. Where would you like to be in 5 years?
  24. Do you want kids? If so, would you prefer having a baby without a partner or a partner without a baby?
  25. What was the experience that impacted you the most in your life?
  26. What type of relationship did you have with your parents?
  27. Would you be with someone who doesn’t have the same beliefs as you?
  28. How would your best friends describe you?
  29. Do you usually follow your heart or your head?
  30. Do you prefer dating just one person and see where it goes or dating multiple people until you decide?
  31. How would you rank the following in importance: family, career, love life?
  32. What are the qualities you’re looking for in someone you want to grow old with?
  33. What are you most grateful for in your life?
  34. If you could change anything about your past, what would it be?
  35. Where do you think you will be ten years from now?
  36. What’s the one thing you would like to change about yourself today, and why?
  37. Where do you go when you need some inspiration?
  38. Who is the first person you call when you’re in trouble?
  39. What is the craziest thing that you’ve done with someone?
  40. Would you put your family or your friends first if you had to choose one?
  41. What did your last relationship teach you?
  42. Who was your favorite cartoon character when you were a kid?
  43. What is the best advice you’ve ever been given?
  44. If you could marry anyone in the world, who would it be and why?
  45. If you knew that you only had one year to live, what would you change in your life?
  46. Do you think confessions make a relationship stronger?
  47. Did you ever judge someone for the dark secrets they told you?
  48. If you could choose one superpower, what would it be and why?
  49. What is your favorite childhood memory?
  50. What would you do if your parents didn’t like your partner?
  51. Are you still in touch with your childhood friends?
  52. What do you do when you’re angry?
  53. What is your biggest regret in life so far?
  54. What was your favorite romantic moment, and why?
  55. What are your beliefs on God?
  56. Do you believe in soul mates?
  57. How long does it take you to trust someone?
  58. If you had to move to a distant land without your friends and family, would you do it?
  59. What are some things that you wished people knew about you?
  60. Do you believe that life after death is possible?
  61. If you got into an argument with your best friend over your lover when they aren’t around, would you stand up for your lover?
  62. What’s your philosophy in life?
  63. What’s the one thing you would like to change about yourself?
  64. Are you religious or spiritual?
  65. If you were given three things to make you happy, what would these be?
  66. Would you ever take back someone who cheated?
  67. What was the best phase of your life?
  68. What was the worst phase of your life?
  69. Is what you’re doing now what you always wanted to do growing up?
  70. What’s your favorite book/movie of all time, and why did it speak to you so much?
  71. What is a relationship deal-breaker for you?
  72. Are you more into looks or brains?
  73. Do you consider yourself an introvert or an extrovert?
  74. Which parent are you closer to, and why?
  75. What lies do you most often tell yourself?
  76. Would you relocate for love?
  77. Did you ever write a journal?
  78. What legacy do you want people to remember about you after you’re gone?
  79. Do you think the present is better than 50 years ago? Why?
  80. What’s the most extreme example of poverty you have seen?
  81. What do a lot of parents do that screws up their kids?
  82. What kind of parent do you think you will be?
  83. What life-changing event have you experienced?
  84. Who is that one person you can talk to about just anything?
  85. Do you usually stay friends with your exes?
  86. How do you feel about sharing your password with your partner?
  87. When do you think a person is ready for marriage?
  88. Have you ever lost someone close to you?
  89. What is your idea of a perfect date?
  90. If you are in a bad mood, do you prefer to be left alone or have someone to cheer you up?
  91. What’s the ideal weekend for you?
  92. What do you think of best friends of the opposite sex?
  93. When was the last time you broke someone’s heart?
  94. What are you most thankful for?
  95. Do you believe in second chances, and if so, why?
  96. How would you describe your first crush?
  97. What’s the one thing that people always misunderstand about you?
  98. What is your idea of a perfect vacation?
  99. What did your past relationship teach you?
  100. Do you judge a book by its cover?
  101. Are you confrontational?
  102. What are your thoughts on online dating or tinder?
  103. What’s on your bucket list this year?
  104. When have you felt your biggest adrenaline rush?
  105. What is the craziest thing you’ve ever done, and would you do it again?
  106. If you could do anything knowing you would not fail, what would you do?
  107. If a genie granted you three wishes right now, what would you wish for?
  108. What’s your biggest regret in life?
  109. What do you think about when you’re by yourself?
Strengthen Your Friendships
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Whether you’re having drinks with the guys or a dinner date with your girls, these questions are sure to make any friend hang out interesting, and you may bond over your shared answers. Deep conversations can be intense, but the good thing about them is that they can be incredibly rewarding. While you are discovering quite a lot of new things about the other person, you would discover that you can also discover many new things about yourself. This is because deep discussions give us a better perspective. They help us to understand people and why they act the way they do. These questions could lead to others, and hopefully, it is an evening of deep, insightful, and bonding conversation for you and your friends. Through the course of these discussions, you would be forming deep connections that you would not get from light-hearted chats. This doesn’t mean the small talks are not needed either; it means that there should be time and place for these big talks. Deep questions help you genuinely understand one another deeply and reflectively; you will all discover or better understand each other’s personal interests, your thought patterns, your drive, and other fun facts that you previously may not have known. This way, you move your friendship beyond the shallow level. Your knowledge of one another becomes broadened.


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