Deep Questions to Ask: A Guy, Girl, Friend

Deep Questions to Ask: A Guy, Girl, Friend

Last Updated on April 13, 2024 by Akwaowo Akpan

This article is on deep questions to ask: A friend, relative, guy, girl or anyone. Do you want to know someone more? Ask them thoughtful questions. Here are some important questions you can ask different people, such as your partner, friends, and others.

Perhaps you want to become better acquainted with someone. You might be trying to make your conversations more fun. Perhaps you want to get better at talking by asking thoughtful questions. This article will tell you questions to ask the people in your life. We will talk about important questions that you can ask different people in your life, like your girlfriend or boyfriend, your friends, or even yourself.
Before we start, we want to know if you want to take our quiz about being healthy. Take our quiz to receive a report on your well-being for free along with helpful materials.

If you’re an entrepreneur, coach, or consultant who cares about your own health and happiness, we have a special book for you! It’s called the Wellness Business Growth eBook, and it has lots of helpful advice, handy tools, and useful resources. With these tips, you can make a bigger difference and grow your wellness business quickly.

What Are Deep Questions to ask and Why Do They Matter?

Talking and listening are really important for good relationships. Communication is not only a way we use to learn about ourselves. It can also help you become closer to people. We can make people open up to us by asking them meaningful questions. This is how we find out who the other person truly is.

In one famous study about relationships, Art Aron found that if two people asked each other serious questions for 45 minutes, they felt closer than if they just had a casual conversation. More studies show that when other people share personal information about themselves, we tend to like them more. This is one reason why asking deeper questions can make people feel closer.

Deep Questions to Ask Someone

To get closer to someone or become friends, here are some questions you can ask anyone from Dr. The study done by Aron and others in 1997. They get stronger as time goes by.

Set I

  1. Given the choice of anyone in the world, whom would you want as a dinner guest?
  2. Would you like to be famous? In what way?
  3. Before making a telephone call, do you ever rehearse what you are going to say? Why?
  4. What would constitute a “perfect” day for you?
  5. When did you last sing to yourself? To someone else?
  6. If you were able to live to the age of 90 and retain either the mind or body of a 30-year-old for the last 60 years of your life, which would you want?
  7. Do you have a secret hunch about how you will die?
  8. Name three things you and your partner appear to have in common.
  9. For what in your life do you feel most grateful?
  10. If you could change anything about the way you were raised, what would it be?
  11. Take four minutes and tell your partner your life story in as much detail as possible.
  12. If you could wake up tomorrow having gained any one quality or ability, what would it be?

Set II

  1. If a crystal ball could tell you the truth about yourself, your life, the future, or anything else, what would you want to know?
  2. Is there something that you’ve dreamed of doing for a long time? Why haven’t you done it?
  3. What is the greatest accomplishment of your life?
  4. What do you value most in a friendship?
  5. What is your most treasured memory?
  6. What is your most terrible memory?
  7. If you knew that in one year you would die suddenly, would you change anything about the way you are now living? Why?
  8. What does friendship mean to you?
  9. What roles do love and affection play in your life?
  10. Share something you consider to be a positive characteristic of your partner. Share a total of five items.
  11. How close and warm is your family? Do you feel your childhood was happier than most other people’s?
  12. How do you feel about your relationship with your mother?


  1. Make three true “we” statements each. For instance, “We are both in this room feeling…”
  2. Complete this sentence: “I wish I had someone with whom I could share…”
  3. If you were going to become a close friend with your partner, please share what would be important for them to know.
  4. Tell your partner what you like about them; be very honest this time, saying things that you might not say to someone you’ve just met.
  5. Share with your partner an embarrassing moment in your life.
  6. When did you last cry in front of another person? By yourself?
  7. Tell your partner something that you like about them [already].
  8. What, if anything, is too serious to be joked about?
  9. If you were to die this evening with no opportunity to communicate with anyone, what would you most regret not having told someone? Why haven’t you told them yet?
  10. Your house, containing everything you own, catches fire. After saving your loved ones and pets, you have time to safely make a final dash to save any one item. What would it be? Why?
  11. Of all the people in your family, whose death would you find most disturbing? Why?
  12. Share a personal problem and ask your partner’s advice on how they might handle it. Also, ask your partner to reflect back to you how you seem to be feeling about the problem you have chosen.

More Deep Questions to Ask Anyone

In addition to Aron’s 36 questions for closeness, here are some more questions you can ask anyone.

  1. If you could have three wishes, what would they be?
  2. Who was your favorite cartoon character when you were a kid?
  3. What does spirituality mean to you?
  4. Do you believe in giving people second chances, and why?
  5. How would you describe your first crush?
  6. What are your favorite hobbies?
  7. What is your star sign? And do you believe in astrology?
  8. What do you want people to remember about you after you’re gone?
  9. What was the most important lesson you’ve learned from a past relationship?
  10. What are some of your favorite books?
  11. Have you ever had an epiphany? If so what was it like for you?
  12. What what the most intense experience you’ve had in your life?
  13. When you dream big, what would you do with your life?
  14. Are you a morning or a night person?
  15. Do you think anyone has the capacity to cheat or do you think only cheaters cheat?
  16. Have you ever shoplifted anything?
  17. Have you ever told a lie that you regretted?
  18. Have you ever done something you regretted?
  19. Do you ever make excuses for your bad behavior? (e.g., I punched him because he was a jerk.)
  20. What do you think of A.I. (Artificial Intelligence)? Scary or amazing?
  21. What do you think of Elon Musk?
  22. What do you think of Steve Jobs? Hero or Villain?
  23. What do you think the solution is to climate change?
  24. Do you think psychics are actually psychic?
  25. What is your favorite workout?
  26. How do you think you’d be different if you were raised in a different family?
  27. What is the most important lesson you’ve learned this year?
  28. What is your dream vacation?
  29. What superpowers did you wish you had when you were a kid?
  30. What did you want to be when you grew up?
  31. Are you a mountain or a beach person?
  32. What is your spirit animal?
  33. Are you very close to anyone in your family? Why?
  34. What are your top three strengths?
  35. What are your top three positive qualities?
  36. If you could live anywhere in the world, where would you live?
  37. What are your passions in life?
  38. Have you ever had your heart broken? What did it feel like to you?
  39. What type of music energizes you?
  40. Are you still friends with anyone from high school?
  41. What was your favorite subject or class in high school?
  42. What was the most memorable experience from your childhood?
  43. How do you relax when you’re stressed out?
  44. What is a skill that you want to build?
  45. If you could change one decision you made when you were younger what would it be and why?
  46. If you could change one thing about your childhood what would it be and why?
  47. Do you know how to play any musical instruments?
  48. Who or what inspires you?
  49. What is your place in the whole world?
  50. Who is your doppelganger?
  51. Have you ever been camping? Did you like it?
  52. What is one accomplishment that you’re proud of?
  53. What three non-electric or non-automatic items would you take on a deserted island?
  54. If “hello” were to be replaced by another word as a greeting, what word would that be?
  55. When you see your family, what do you do together?
  56. What is your Achilles heel (your weak spot)?
  57. What is your favorite (least favorite) emotion?
  58. What do you think makes a meaningful life?
  59. Is there anything from the 1980s that you wish would come back?
  60. Do you believe in good and evil?
  61. What do you think prevents people from manifesting their dreams?
  62. Do you get déjà vu? What does it feel like for you?
  63. What makes you feel nostalgic?
  64. What would you do if you found out you had a year to live?
  65. If you redesigned society, what would you change?
  66. What would be a perfect day for you?
  67. What impresses you?
  68. If you had to eat only one meal for the rest of your life what would it be?
  69. What’s your least favorite food?
  70. What’s one thing I don’t already know about you?

Deep Questions to Ask a Girl

You can ask both girls and boys some serious questions, but I have more deep questions that you can ask a girl or boy. Here are some deep questions to ask a girl.

  1. Do you want to have a baby? Why? (Or why did you have a baby?)
  2. Have you ever been “mansplained,” and if so, what did you do about it?
  3. How do you feel about the #MeToo movement?
  4. Have you ever asked a guy out on a date?
  5. How do you feel about the idea that some people think the female organism is a myth?
  6. If you could choose, would you have chosen to be born a girl or guy?
  7. What do you think it means to be a woman?
  8. What’s your favorite thing about being a woman?
  9. What’s your least favorite thing about being a woman?
  10. How do you feel about how females are depicted in movies and TV?

Deep Questions to Ask a Guy

Here are some extra questions you might want to ask a guy:

  1. Do you ever feel pressure to be the provider in your family or relationship?
  2. What do you think about expressing your emotions?
  3. How do you think about women?
  4. How do you feel about being responsible for pushing a relationship forward (e.g., asking a girl on a date or to marry you?)
  5. What do you think of society’s idea of what a man should be?
  6. What do you think the challenges are of being a man in the modern world?
  7. How do you build friendships with other guys?
  8. What is your definition of being a man?
  9. What’s your favorite thing about being a man?
  10. What’s your least favorite thing about being a man?

Deep Questions to Ask Your Partner (Boyfriend or Girlfriend)

When you’re getting to know your partner better, asking questions can help you get closer to them and understand them more. Asking these questions can help you decide if they are right for you for a long time.

  1. What do you look for in a relationship?
  2. What personal qualities do you love?
  3. Do you believe in marriage? If so, what age do you think is the best for marriage?
  4. Do you believe in soul mates?
  5. What is your love language?
  6. What is your idea of a perfect date?
  7. What is your idea of a perfect vacation?
  8. How do you describe commitment? How do you describe freedom?
  9. Do you want to have kids?
  10. How do you imagine your life in 10 years? 20 years? 50 years?
  11. If you had all the money you needed, what would you do with your life?
  12. Where would you put yourself on the workaholic to relaxaholic spectrum?
  13. How do you react when you’re upset?
  14. If you had a partner who gained a lot of weight, would you stay with them?
  15. What do you think leads people to cheat in relationships?
  16. If you were having relationship troubles, would you ever go see a relationship counselor?
  17. What’s one time when you had to compromise? How did that feel to you?
  18. What would be the perfect amount of time each day that you’d spend with your partner?
  19. What’s a deal-breaker for you in a relationship?
  20. What is a healthy relationship to you?

Deep Questions to Ask Friends

Maybe you’re looking to get to know your friends better. Here are some questions that can help:

  1. If you could magically change one thing in your life, what would it be?
  2. What do you think of mindfulness?
  3. Do you think we’d be better off without social media?
  4. What do you think it means to be healthy?
  5. What do you love the most in life?
  6. Do you vote?
  7. Do you believe in karma?
  8. What do you think about freedom of speech?
  9. Do you think there is an afterlife of any kind?
  10. What do you think about veganism?
  11. What do you think about the current younger generation?
  12. Do you think bullies see themselves as bullies?
  13. Do you tend to trust people?
  14. Do you feel like men and women are equal?
  15. Do you think people can change?
  16. What’s your favorite activity to do with friends?
  17. What’s one thing you believe in that’s kinda weird?
  18. Where is your favorite place to go eat?
  19. What was one of your funniest moments?
  20. If I asked you, “Who are you?” How would you answer?

Deep Questions to Ask Your Best Friend

Sometimes there are those personal questions that you’re just not comfortable asking anyone but your best friend. Here are a few of these extra-deep questions you might want to only ask your best closest friends:

  1. What do you like about me?
  2. What are my best qualities?
  3. What are my worst qualities?
  4. What aspects of myself do I need to work on to be a better friend?
  5. What makes you feel comfortable around me?
  6. What do you think it is about us that made us such good friends?
  7. Do you have any secrets that you need to get off your chest? If so, I promise to hold them with you.
  8. Do you think we’ll still be friends when we die?
  9. What do you think your life would be like without me?
  10. What’s one thing you’d like to do together that we haven’t yet done?

Deep Questions to Ask Yourself

Last but not least, you may want to ask yourself some deep questions to better get to know yourself. By asking ourselves deep questions we can uncover thoughts and beliefs we didn’t even realize we had. So check out these questions you can use to get to know yourself better.

  1. Do you respect yourself?
  2. Are you confident? Why or why not?
  3. Do you like who you are?
  4. How do you express your emotions?
  5. What makes you happy?
  6. What are your strengths and weaknesses?
  7. ​Do you forgive those who have hurt you? How?
  8. Do you think you’re brave? Why or why not?
  9. How do you engage in self-care?
  10. Do you try to grow and improve your abilities?
  11. Are you proud of yourself?
  12. Do you know what you want in life?
  13. In what ways do you think positively? negatively?
  14. What’s your personal mission statement?
  15. Do you believe you can manifest your dreams?
  16. What are your long-term goals?
  17. What are you thankful for?
  18. Do you love yourself?
  19. What are your core values?
  20. Do you consider yourself an introvert, extrovert, or somewhere in the middle?
  21. What motivates you?
  22. How do you respond to rejection?
  23. Do you ever feel shame or guilt? What causes it?
  24. Do you suppress or express your emotions? Why and how?
  25. Are you generally present in the moment or do you spend a lot of time in your head?
  26. Do you have a healthy relationship with your smartphone?
  27. What makes you feel vulnerable?
  28. What are your good habits and bad habits?
  29. What is your true calling?
  30. What makes you feel empowered? Disempowered?
  31. What anti-stress strategies help you most?
  32. Do you ever have FOMO (Fear of Missing Out)?
  33. Do you have any trust issues?
  34. Do you have an easy or hard time letting go of the past?
  35. How do you self-soothe when you’re upset?
  36. Do you tend to have a scarcity mindset or an abundance mindset?
  37. What’s your communication style?
  38. Do you practice random acts of kindness?
  39. What is your best life?
  40. What makes you jealous or envious?
  41. Have you ever faked happiness?
  42. How secure or insecure do you tend to be in relationships?
  43. Do you tend to be an optimist or a pessimist?
  44. How positive are you about your body?
  45. Have you ever cheated emotionally?
  46. What are your highest aspirations?
  47. What negative thoughts do you have? How might you shift them to be more positive?
  48. What makes you laugh?
  49. How many hugs do you need each day?
  50. What brings you the most joy?

More Deep Questions

  1. What is the most difficult thing you’ve ever apologized for?
  2. ​How do you define work-life balance?
  3. What is one thing that gives you a sense of awe?
  4. Have you ever lost yourself? If so, how did you find yourself again?
  5. Have you ever felt helpless or hopeless? What happened?
  6. What gives you a sense of inner peace?
  7. What makes you feel overwhelmed?
  8. Have you ever been passive aggressive?
  9. Have you ever been in a toxic relationship? What happened?
  10. What is one mistake you made that you learned something from?
  11. Do you procrastinate?
  12. What is you favorite way to be more productive?
  13. Do you listen to your intuition?
  14. What is your go-to topic for small talk?
  15. Have you ever done a 30-day challenge?
  16. Have you ever done shadow work?
  17. Have you ever tried float therapy?
  18. Do you know yourself? How do you know who you are?
  19. Do you know what the difference is between your wants and your needs?
  20. Do you tend to be intrinsically motivated or extrinsically motivated?
  21. What triggers you?
  22. Have you ever been to therapy? What did or didn’t you like about it?
  23. Would you consider yourself an extrovert or introvert?
  24. Has anyone ever guilt tripped you?
  25. Are you a people pleaser?
  26. What was the most difficult conversation you ever had?
  27. Have you ever tried the carnivore diet? Or have you ever tried a vegan diet?

Final Thoughts on Deep Questions to Ask

Asking thoughtful questions can help you get to know people better, become closer to them, and have more exciting conversations. I hope these deep questions have helped you start thinking.


  • Akwaowo Akpan

    Hi there, welcome to Online Studying Services. As a fan of authentic information and a student, I devise this means to offer reliable information to international students wishing to either study abroad or online. Thanks for stopping by!

    View all posts
Share this post on

One thought on “Deep Questions to Ask: A Guy, Girl, Friend

  1. Hi dear miss,Mr and ms
    I’m really happy to find those Friends among you who will be able to advice me at any time and moment and i Hope to know you well such as friendship

Leave a Reply

Your email address will not be published. Required fields are marked *