150 Deep Thought-Provoking Questions to Ask Yourself & Others

Have you ever asked yourself questions, no matter what it is about? And if you did, have you ever taken the time to answer them?

Questions are a great way to make your bond stronger with people When you ask people questions, you know more about them and get an understanding of their life happening and their thought processes.

Asking questions to someone suggests you are curious about that person, and you genuinely want to know what is going on in their life or what are their likes and dislikes.

But we don’t do that much when it comes to questioning ourselves And even if we do, we don’t get the time to sit and answer them So, our questions remain unanswered.

At times when my baby is sleeping, my husband is working, and I am all by myself, I do get the time to focus on myself And that is when I come up with many questions for myself.

Am I a good mommy to my kid? Am I a responsible wife? Am I going on the right career path? Do I need to upgrade my skills to get better opportunities? Is it the right time to focus on my business?

Am I uploading fewer videos to my YouTube channel? Shall I become a full-time social media influencer – and the questions keep popping up in my head.

If you feel the same, you need to make some time and ask thought-provoking questions to yourself

How Can Thought-Provoking Questions Help You Make Your Relationship With Others Deeper?

What do you do when you want to know about a person? You ask questions, right?

So, you can say that thought-provoking questions and conversations are greatly related to your connection with a specific person and your curiosity about the same.

That is what renowned therapist and somatic psychologist Holly Richmond, PhD, LMFT, CST, thinks.

She says, “Conversation—not a monologue—is a direct route to someone’s head or heart, depending on the context” But, she further adds, “you set up a system for a deeper connection going forward”.

This is SO true! After all, why would you even ask deep questions when you have no interest in that person?

When you have a genuine interest in someone, then only you think about asking questions Right?

Tiana Leeds, MA, LMFT, a licensed family and marriage therapist, believes that you need to ask your partner or your close ones questions on deeper topics.

Because if you don’t ask them, you will be left with what others say about that person or what you assume about that person And that is not accurate Right?

She adds, “Conversation is our shortcut to understanding who someone is and deepening our connection to them”.

When you ask questions, you get to understand that person’s innermost feelings and thoughts.

So, are you ready to ask thought-provoking questions to yourself and others?

Deep Thought-Provoking Questions

There are so many things that go on in our heads all the time Isn’t it?

But we hardly get the time to sit with ourselves, talk to ourselves and clear everything that we are thinking so much about.

But this is high time that you do so You want to be clear to yourself about the decisions you made in the past, the way you are leading your life at present, and the decisions you are going to make for your future Right?

This is where thought-provoking questions come into the picture.

And did I tell you that you can ask these deep questions to yourself and your friends and family?

That is why I am here to help you with some list of the deepest thought-provoking questions that you can ask yourself, your friends, and even your partner.

Come, let’s begin.

Thought-Provoking Questions to Ask Yourself

Thought Provoking Questions to Ask Yourself

Do you want mental peace? Do you want to be always clear about your life decisions?

Then, you need to ask thought-provoking questions to yourself Yes, for that you do need to take some time off from your busy life and spend it only with yourself.

This is the time when you ask yourself whatever doubts you have about your decisions or what you want in life.

You know, sometimes we tend to ignore things that we want or feel that we have and stay away from the actual reality of our hearts We make ourselves understand that what we are doing is right and that is what is want – while in actuality, things are just the opposite.

Asking questions yourself will make you deal with your emotions one-on-one This will help you develop clarity about what you actually want in life or what regrets you have in life And this becomes very important if you want to have a long, happy life.

In this section, I have listed some thought-provoking questions to ask yourself that you can take inspiration from.

Read on

  • How is the pace of your life? Are you moving too fast, or are you taking things easy?
  • Do you put pressure on yourself too often, or do you not believe in taking stress in life and like to live your life the way it comes?
  • Do you regret missing any opportunity in your past that you think would have changed your life in a much better way?
  • Are you proud of where you stand today after giving all your efforts and time to your work?
  • Is there any incident that you want to experience again in your life if you could travel back in the past?
  • What are you grateful for in your life? Do you think it makes you complete?
  • Would you ever, in any circumstance, give up your life for someone else?
  • Have you developed any strategy to deal with your situation in your childhood, and it still helps you today in dealing with the world?
  • Do you think you deserve all the love your parents and family have showered upon you all these years?
  • Do you want to leave a legacy behind? What would it be?
  • Have you ever thought of leaving your job so that you can follow your passion and don’t worry at all about your cash inflow?
  • What is the biggest lesson you learned to date? Do you wish you had known about it earlier?
  • How do you want people to remember you after you are gone?
  • Has your biggest fear and nightmare ever come true?
  • What is the greatest advice someone has ever given you, and you followed and thought, why didn’t you get it earlier?
  • Have you ever thought that you are too old or too young for your personality?
  • Who is the closest person to you? How much does that person affect you?
  • How dear do you consider the people you are close to?
  • How far can you go for the happiness of your loved ones?
  • How successful do you think you are today?
  • Where do you want to see yourself personally and professionally in the next five years?
  • What is the one thing that you do that gives you pure joy and happiness, and that is the secret to keeping you going?
  • How do you cope with failures? Do you think you have been handling them quite well, or do you think you need to change your perspective?
  • How good of a childhood do you think you had? And how has that helped you to be a better person?
  • Has it ever felt that you have no such goal in life, and that thought caused you depression?
  • What is the one thing that can make you angry any day? Do you think you need to be better at controlling your anger?
  • Have you ever lost any opportunity because of your fickle-mindedness? Do you think it is high time that you change this characteristic of yours?
  • What is the one thing that you feel the best about yourself? Name that characteristic of yours
  • Have you ever felt like you have made a lot of mistakes and you wish you could start your life all over again?
  • Did you do something wrong and lose one of your special relationships, and you really wish you could go back in time and undo that mistake?
  • Have you ever hidden your true self because you feared that people would judge you?
  • Do you give much attention and thought to your public image and what people think about you? Do you wish you could change this?
  • Are you happy with what you have, or are you sad about something that you don’t have?
  • What would you choose between these: regret, failure, or trying nothing at all?
  • Do you think you should solve others’ problems whenever you get the chance, or do you want to mind your own business?
  • What do you do to make yourself feel good? Do you make yourself happy often?
  • Do you think you need to spend more time with yourself, or do you think you are giving yourself enough time?
  • What do you normally do? Do you always do what your heart says, or do you do what your mind says?
  • Have you ever thought of retiring early? What steps have you taken to reach this goal?
  • Would you like to settle in a different country than the country of your birth if your job requires it? Or would you want to live close to your parents and are willing to change your job if that situation arrives?

Thought-Provoking Questions to Ask Your Friends

Thought Provoking Questions to Ask Your Significant Other

Our friends are like our family We spend a lot of time with them We eat together, sit together, party together, and we share our secrets with each other.

For some, friends ARE their family, and for some, their friends have become a lot more than their own family.

And so, sometimes, we need to have a thoughtful time with them You can ask each other deep questions This will make you know each other better and understand how the other person sees their life.

And did I tell you how asking and answering serious questions about each other’s life can make your understanding better and your bond stronger?

In this section, I have listed some serious questions that you can ask your friends After all, you need to be serious at times, no matter how cool of a life you are leading Isn’t it?

Scroll down!

  • What, according to you, makes us human? What is that quality?
  • Why do you think people fight and kill each other? How do you think you can change this situation?
  • Do you think people these days have much less patience, which is why all this violence happening worldwide? What measures should the government take to change this situation?
  • How do to see the politicians? What makes you like or hate them?
  • What are your views on xenophobic people? What can be done to change their perspectives?
  • What do you think about robots? Do you think they are going to rule this planet in the future?
  • What would you do if you ever spotted a UFO?
  • Where do you think technology is going to take us in the future?
  • What if we run out of water in the near future? What measures should be taken so that we don’t have to have this terrifying situation?
  • Why do people dream? And why can people not remember their dreams almost all the time once they are awake?
  • How would people receive an education if there were no teachers in the future?
  • What do you prefer: having in-depth knowledge about a few things or having superficial knowledge about many things? State the reason for your answer
  • Do you want to become an influential person? What are you willing to keep on the stake in order to be one?
  • Where do you see social media in the future?
  • What, according to you, is the one thing that all the people in the world can agree on – no matter their country or race?
  • What is the future of our species? How long do you think we can survive on this planet?
  • What would be your reaction if the government asked you to shift to Mars the next week for the rest of your life and you could not come back to planet Earth anymore?
  • If you meet your past self, is there anything that you want to tell them?
  • Do you think there will be no religion in the future?
  • If there is one thing that you want your future self to know, what would that be?
  • If you were given a choice to live on Mars or to live on Moon for the rest of your life alone, what would you choose?
  • What would you prefer: spoilt with multiple career choices and having limited career options?
  • Have you ever regretted wasting your time lying on your couch doing nothing because now that you think of it, you could have done so many productive things?
  • Do you like a busy and successful life, or do you like a laid-back life with moderate money?
  • What is the one memory you hold very close to your heart and wish to never forget, not even in your old age?
  • What do you think the best part of life is?
  • Do you think life would be better without all these technological advancements as we would be closer and have more time for each other then?
  • What, according to you, was the best time of your life?
  • Do you miss your childhood? What was the best thing about it?
  • Do you regret doing something so much that you really wish you could go back in time and undo it?
  • Who is the most influential person in your life?
  • Who or what motivates you the most and makes you try again and again until you achieve success?
  • What makes a person desirable, according to you?
  • Would you join an organization that offers you much less than you deserve as you are unemployed at the moment, or will you wait for the right offer no matter how much time it takes?
  • Do you think you have been able to fulfill all your dreams, or do you still have many dreams to make them a reality?
  • Is there anything, according to you, that is worth going to war for?
  • Have you ever had the feeling that your biggest nightmare will come true in the near future?
  • Is there any decision you made in the past that transformed your present in the best way possible?
  • Is there any other career path that you think would be better if you had chosen that?
  • What is your motto in life?

Thought-Provoking Questions to Ask Your Significant Other

Thought Provoking Questions to Ask Your Significant Other

Are you in a relationship or married to the love of your life? Do you think you know all about your partner?

Well, it is never enough to know about your partner I have been married for five years after dating my husband for quite a few years and after being friends for years, even before that And I still feel so many things I don’t know about him!

Yes And if you are married, you can relate, I know After all, it takes a lifetime to know a person properly And marriage is just the beginning of it!

There may be times when you go through a phase where you have serious questions about your partner regarding certain things But, unfortunately, those questions may be so deep that you never actually thought of asking your significant other.

But, honey, you know you should ask your partner whatever comes to your mind After all, you are in a lifelong partnership with this person, and you both should be equally transparent with each other.

I have dedicated this section to some deep questions to ask your partner.

Keep reading

  • Have you ever regretted being in a relationship with me?
  • Do you feel the same strong love for me as you used to when you first expressed your feelings to me?
  • Do you see your future with me?
  • Do you think we are good for each other, or are we wasting our time with each other?
  • Have you ever thought about your ex or someone else while being intimate with me?
  • Have you ever felt lonely while still with me?
  • Do you think we understand each other, or do you think we need to work on it?
  • Have you ever thought of hiding something important from me because you thought I would not approve of it?
  • Have you ever felt anything for someone else other than me, no matter how momentarily it was?
  • What did I ever do that shocked you the most? What were you thinking at that time?
  • How long do you think our relationship will last?
  • Do you think we need to give more effort to our relationship to make it work?
  • Would you ever do something illegal to protect me?
  • How would you react if you got to know that someone has hurt me?
  • Do you share all your problems with me, or do you keep some to yourself?
  • How good do you think we look together? Do you think we are a perfect couple?
  • Have you ever felt that you deserve someone better than me?
  • Are you happy with me? Have you, at any point during our argument, thought of leaving me?
  • Have I ever made you cry?
  • Do you think I can be your partner for life?
  • What characteristics in me do you dislike the most and want me to change?
  • Do you have any fetish that you have not shared with me as you thought I would judge you?
  • Have you ever felt embarrassed undressing in front of me?
  • What was the first word that came to your mind after seeing me naked for the first time?
  • Is there any sexual fantasy that you want to try with me?
  • How much do you trust me? If your best friend comes and tells you that I am cheating on you, will you believe them? What would be your reaction?
  • Is there any non-sexual thing that gets you all hot and excited?
  • How would you like to describe our first kiss?
  • What did you think when I said that I loved you too?
  • Have you ever cheated on any of your exes as you wanted to teach them a lesson?
  • What would you do if someone more beautiful and intelligent than me expressed their feelings for you? Would you leave me for them?
  • Would you leave me if your parents don’t approve of me?
  • What, according to you, is the best thing about me?
  • Would you leave me if you became rich suddenly?
  • Is there anything that fascinates you about our relationship?
  • Have you ever wished we could meet earlier so we could be with each other for more time?
  • What are your thoughts about love at first sight? Do you really believe it exists?
  • What would you do if someone talked badly to me in front of you?
  • What is the one thing in our relationship you regret doing?
  • How satisfied are you with the level of intimacy we share?
  • Do you like trying out new things in the bedroom but have never said to me before?
  • What are your thoughts on sex toys?
  • What are your thoughts on BDSM?
  • How clear are you about your physical needs? Do you think I am good for you?
  • What are your thoughts about role-playing?
  • If your job requires you to move to a different country, would you like to stay in that job and move? In that case, where do you see our relationship?
  • Do you think we can ever survive a long-distance relationship with each other, or do you think we would break up?
  • What is your biggest fear about our relationship?
  • Have you ever thought about how your life would be without me?

Funny Thought-Provoking Questions

Funny Thought Provoking Questions

Can you feel the air become heavy with all the deep questions in the previous sections? How about a bit of relief for some time?

And that is what this section is about I have listed some funny yet thought-provoking questions that you can ask your near and dear ones.

Yes Deep questions can be funny too.

Start reading!

  • What if you meet an alien and find them hot? Would you date them?
  • If your life was a movie, what category would it fall under, romantic, comedy, or tragedy?
  • Have you ever messed up something big, but no one found out it was you?
  • What is the silliest thing you have ever done in life?
  • Have you ever said something weird in front of a lot of people and made fun of yourself?
  • What is the body part that you are ready to lose in exchange for a new life?
  • What is the one talent you have that people regard as useless?
  • Have you ever been fooled by someone? What was it?
  • What would you say if I asked you to describe the funniest situation of your life?
  • Have you ever responded to some stranger in the street thinking they were talking to you, only to realize they were calling someone else?
  • What is the biggest blunder you have made in life, and you wish you could go back in the past and change it?
  • What if you meet your favorite fictional character in real life?
  • Has it ever happened to you that you were talking to yourself in public, and people saw you and thought you were a crack?
  •  Have you thought about the names of your future children? What is the worst one among them?
  •  If you had the power to be invisible for a day and slap people for a day, who would you choose to slap and why?
  •  If you could go back in the past and talk to any of your family members, whom would you choose to talk to, and what would you say?
  • Where would you live, and who would you haunt if you were a ghost?
  • What is the one piece of advice that you always give others but never have followed once yourself?
  • What would you do if you woke up and saw the world was underwater and you could not swim?
  • If you believe monkeys are what we have evolved from, do you think the monkeys that you see on trees today will evolve into humans in the next few years?


Did you have enough inspiration for thought-provoking questions that you can ask yourself and your favorite people?

Which section did you like the most? Do you want me to add more sections?

Let me know in the comments!

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