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Deep Questions to Ask Someone and Get to Know Them Better

Deep Questions to Ask Someone
Want to know some of the best deep questions to ask people? Here are some intense questions to ask someone you love, or like and wish to know better, and also some to ask yourself.
Neha Joshi
Last Updated: Mar 23, 2018
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We all know of the 'inner voice'. The voice that comes from within. This can be in the form of intuition, or for some, it is connecting with the supreme. In our busy lives, we seldom hear that inner voice of ours. We can hear it, telling us things which we conveniently forget.

We may be confronted by this voice again, when someone asks us some deep personal questions. These questions not only give you a reality check when asked to your inner self but when asked to someone else, they let you know the person better.
Deep questions always let out the innermost feelings a person has. So, these should be asked only to people you like (and if they like you too), and to people you love. There are questions to ask a boy or girl to get to know him/her, and there are some questions only to ask someone you love.

In this article, we shall first take a look at questions you can ask someone you like, then at a few you can ask someone you love, and then some deep questions you can ask yourself.
Deep Questions to Ask Someone You Like
These questions can also be asked to someone you have just met, if the situation permits you to. These questions are a bit personal, so avoid asking them to people you hardly know. These questions are serious, and not casual in nature. Their answers might indeed bring you face-to-face with some things.
  1. What is your idea of a perfect day?
  2. When did you cry the last time and why?
  3. What, according to you is a sensitive topic that should not be joked about?
  4. Of all the people in your family, who do you like the most?
  5. Would you want to choose the sex and appearance of your offspring?
  6. Who is your hero in life and what qualities of him/her you desire the most?
  7. Do you still have feelings for an ex?
  8. How did you fall in love the first time?
  9. What is your weirdest habit?
  10. Have you ever had the intent to punch or physically hurt a person?
  11. Do you have a vice?
  12. Do you have any regrets in your life?
  13. If you died tonight, would you think you have lived your life to the fullest?
  14. When people die, what do you think is on the other side?
  15. Do you think about other people in your life and how you affect them?
  16. Where do you see yourself 10 years from now?
  17. What do you think about the 'purpose of life'?
  18. Are you afraid of losing anything? Why?
  19. Do you really care for all the people around you?
  20. What is your aim in life? Was it always this?
  21. Is there someone you wish to teach a lesson, and still haven't?
  22. Are you comfortable talking to strangers?
  23. What are the three basic factors you look for, in a partner?
  24. Is there a feeling you are trying to ignore? What is it?
  25. Is there something in your life (some memory) that has always troubled you?
  26. Do you believe in Karma or in doing good?
  27. What is your definition of 'Love'?
  28. If there is one thing you can die for, what is it?
  29. How important is commitment to you? And companionship?
  30. Do you believe in reincarnation?
Deep Questions to Ask Someone You Love
Asking deep questions to someone you care about deeply is not easy. The questions given below are serious and may have a bearing on your relationship, and because they are serious, be prepared for serious answers. Also, if you think that your relationship is not mature enough, refrain from asking them. Ask politely and kindly, and show that you care about your significant other regardless of the answer you get. And please remember it is not necessary that you ask all of them.
  1.  Do you love me?
  2. Can we handle the rigors of a long distance relationship?
  3. Are you attracted to other people?
  4. If we separate, how long do you think you will take to move on?
  5. What quality about me makes you the most happy?
  6. Am I really "the one" for you?
  7. Do you think emotional/physical infidelity is justified?
  8. What are your views on commitment and marriage?
  9. On a scale of one to ten, how fulfilling is our relationship to you?
  10. If you wanted to change three things about me, what would they be?
  11. Do you think we will love each other the same when we are 80?
  12. In the abyss of failures, will you stand by me?
  13. Do you have something to say to me that you have been holding out?
  14. Have you ever lied to me casually?
  15. Do you have anything in this relationship you regret?
  16. What are our common interests or what do you enjoy doing with me the most?
  17. Do I make you feel safe and secure?
  18. Do you feel happy and content around me?
  19. Do I in any way seem superficial to you?
  20. How much are you willing to sacrifice for me if the need arises?
  21. Do you feel content or is there something missing?
  22. Do you go to bed smiling and thinking about me?
  23. Do you like the way I behave around you?
  24. Do you think that you are an equal in this relationship, or do you ever think that you have been pressed down?
  25. How much does your parents' opinion of me matter to you?
  26. If I decide to move away from this country, will you move with me?
  27. How true is your commitment towards me?
  28. Do you think anyone can ever take my place in your life?
  29. Do you share the same connect with someone else, that you share with me?
  30. Can you imagine life without me?
Deep Questions to Ask Yourself
Introspection is the toughest thing on this planet, because we are not brought up to look for our own weaknesses. People do not like to look for their own mistakes and shortcomings, while the good qualities bloat us with pride. To maintain objectivity while analyzing the self is very difficult and comes with practice. It can come easily if all personal inhibitions and prejudices are shed completely.
  1. Have I found the purpose of my life?
  2. Am I working towards the purpose of my life?
  3. In the conventional sense, am I a good person?
  4. In my own eyes, and according to my conscience, am I a good person?
  5. Am I living life to the fullest?
  6. Am I moving towards money or passion?
  7. Do I love unconditionally or are there selfish/ulterior motives?
  8. Do I care for opinions given by the people who care about me?
  9. Am I sincere when I speak to an individual or am I being diplomatic?
  10. Do I listen when the other person is speaking?
  11. What strengthens me?
  12. Where does my anger/sadness/stress stem from?
  13. Am I kind to the people who serve (like waiters, security guards, peons, bus conductors)?
  14. Is there more to life than success?
  15. What relaxes me, makes me happy and calm?
  16. Am I taking good care of myself (body and mind)?
  17. Do I make the people around me happy?
  18. Are my parents happy with the person I have become?
  19. Do I respect people around me?
  20. Do I have any habits that may be detrimental to people around me?
  21. Is prayer necessary?
  22. Do I need to change?
  23. Have I used unfair means to move forward?
  24. Do I care for environment?
  25. Am I satisfied with what I have or who I am? Is that good?
  26. Am I being a good son, husband, and father (or daughter, wife, and mother)?
  27. Am I a responsible citizen?
  28. Do I reflect on what I did throughout the day at the end of the day and contemplate on my actions?
  29. Do I exist or do I live?
  30. Who am I?
If these deep questions have helped you reflect on yourself or on your relationship, you know they work. If they have given you a way to delve deeper into yourself, your relationship, or your life in general, go ahead and use them to know yourself and those around you, better. These questions are thought-provoking and require deep thinking. They cannot be answered instinctively. And before asking these questions to anyone else, see if you would be comfortable answering them if someone were to ask you these.
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