Curious about delving into meaningful conversations? Here are some deep questions to ask someone you care about or want to understand better, as well as some to ponder on your own. These deep inquiries offer a perfect opportunity to connect and gain insight into others.
also check- best questions about me / best personal questions
Contents
Deep Questions to ask
What were your first thoughts when we met?
How much do you value me?
What do you dream about when it comes to our future?
What is the one rule you have for yourself that you will never break?
What has stayed the same in this relationship since the beginning?
Who is more loving between us?
What do you contribute to the relationship the most?
What would you alter about our partnership?
What loving thing do I do that you like the most?
What is your best characteristic?
Am I your soulmate? Why?
What secret haven’t you told me yet?
What is our funniest memory together?
When were you most open with me during this partnership?
If we break up tomorrow, what would you miss the most?
What characteristic of mine is your favorite?
What have you always wanted to ask me?
If I had to move to another country, would you be willing to wait, or would we break up?
What shared memory do you love more than all others?
Does love frighten you?
What frightens you most when it comes to love?
Which similarity do we both share that you can’t get enough of?
Which difference do we both share that you can’t get enough of?
Do you think destiny is real?
What are you scared about with our relationship?
What single word would you choose to best describe our partnership?
What single word would you choose to best describe our love?
What part of this relationship makes you happiest?
How much do you value this relationship?
How much do you value love?
How are we compatible?
What do you want me to do more?
How much have we changed since our first date?
What could you best improve in this relationship?
If you could get a free roundtrip ticket with me to anywhere right now, where would it be?
How is our relationship special compared to others?
How do you like to show your love?
Would you want to have an open relationship?
Are soulmates real?
What thing do I hate about myself that you love?
Have I been sensitive and open in our relationship?
Have you been open with me as a partner?
What physical aspect of me do you love most?
What could our relationship be better at?
Where is your favorite spot with me?
What do you want to do with me that we have never tried together?
Why did you fall in love with me?
Are we “born” to meet our “other half”?
Did you think this relationship would be short or long when we started?
What is your most vivid memory of the first time we met?
What’s the best lesson you learned from your parents?
How have your priorities changed over time?
Would you rather be crazy rich, or deeply in love?
What obstacles are currently trying to overcome?
What memory instantly makes you smile?
Do you believe in true love?
What’s something you enjoy doing that you never get tired of?
What do you think about most often?
What happened in the last dream you remember?
When was the last time you really pushed yourself to your physical limits?
What’s the thing you most want to achieve when you die?
Who is your hero? What qualities make them your choice?
What’s the most important value you would teach a young person?
Deep Questions To Ask Girl
What does it mean to be powerful?
What is the benefit of meditation?
Why is it sometimes hard to forgive others?
What’s most intriguing about the Cinderella story?
Why do most people fear honest feedback and evaluation? How well do you receive criticism from others?
What does this quote mean? “He is no fool who gives what he cannot keep, to gain what he cannot lose.”
What’s the best approach to resolving conflict?
Which is more important: what you say or how you say it? Explain your answer.
Do you think a sixth sense exists? Explain.
Do you think the end or the means is most important? Explain.
When is it appropriate to resort to making a threat? When is a threat not a threat?
What role does trust play in our everyday relationships?
What’s the best way to earn another person’s respect?
When is it necessary to take the law into your hands?
What is the basis of your standard of right and wrong?
What’s the best way to win back an estranged friend?
What’s the best way to resist peer pressure?
Which is greater, love of one’s parents, one’s children, one’s spouse, or one’s friends? Explain your answer.
What do you think is the most significant event in the history of the human race? Explain.
How would you define “freedom”?
What are the best ways to inspire or motivate people?
Deep Questions To Ask A Guy
What event would you rather die than live through?
Who single-handedly changed the course of the entire human race?
Why do some people stay in relationships that they know are toxic?
What human trait is useful now but would have been disadvantageous in the past?
Do you think humans will survive long enough to evolve into something different or will we make ourselves extinct before we have the chance to?
Who should be responsible for taking care of the elderly, the government, their families, or the elderly themselves?
Is human consciousness just electrons flowing through neurons, or is it something beyond the physical?
If we could screen babies for psychopathic or sociopathic tendencies, should we? What should we do with the babies that are likely become psychopaths?
What do you consider a wasted life?
What would the perfect you be like?
Is poverty an inevitable byproduct of human society?
Do you think morality exists in nature or is it a human construct?
Does income inequality need to be fixed? If not, why? If so, what effective and practical methods can be used to fix the income gap?
What is the most worthwhile goal a person can dedicate their life to?
What has had the biggest impact on your political beliefs?
What is deeply unsettling?
Why is depression so stigmatized in society?
Why do people do things that they know hurts themselves and those around them?
What stops people from understanding themselves?
If everyone’s lives were judged as to whether they had made a net positive or a net negative impact on humanity, how would you be judged?
What one thing could a government realistically do to most improve the lives of its citizens?
If a machine could exactly duplicate your mind right down to the same pattern of synapses firing, would it be you? Could it predict how you would react in every situation? Why or why not?
What are three occupations that machines will soon replace?
Deep Questions To Ask Someone You Like
What is your idea of a perfect day?
When did you cry the last time and why?
What, according to you is a sensitive topic that should not be joked about?
Of all the people in your family, who do you like the most?
Would you want to choose the sex and appearance of your offspring?
Who is your hero in life and what qualities of him/her you desire the most?
Do you still have feelings for an ex?
How did you fall in love the first time?
What is your weirdest habit?
Have you ever had the intent to punch or physically hurt a person?
Do you have a vice?
Do you have any regrets in your life?
If you died tonight, would you think you have lived your life to the fullest?
When people die, what do you think is on the other side?
Do you think about other people in your life and how you affect them?
Where do you see yourself 10 years from now?
What do you think about the ‘purpose of life’?
Are you afraid of losing anything? Why?
Do you really care for all the people around you?
What is your aim in life? Was it always this?
Is there someone you wish to teach a lesson, and still haven’t?
Are you comfortable talking to strangers?
What are the three basic factors you look for, in a partner?
Is there a feeling you are trying to ignore? What is it?
Is there something in your life (some memory) that has always troubled you?
Do you believe in Karma or in doing good?
What is your definition of ‘Love’?
If there is one thing you can die for, what is it?
How important is commitment to you? And companionship?
Do you believe in reincarnation?
Deep Questions To Ask Someone You Love
Do you love me?
Can we handle the rigors of a long distance relationship?
Are you attracted to other people?
If we separate, how long do you think you will take to move on?
What quality about me makes you the most happy?
Am I really “the one” for you?
Do you think emotional/physical infidelity is justified?
What are your views on commitment and marriage?
On a scale of one to ten, how fulfilling is our relationship to you?
If you wanted to change three things about me, what would they be?
Do you think we will love each other the same when we are 80?
In the abyss of failures, will you stand by me?
Do you have something to say to me that you have been holding out?
Have you ever lied to me casually?
Do you have anything in this relationship you regret?
What are our common interests or what do you enjoy doing with me the most?
Do I make you feel safe and secure?
Do you feel happy and content around me?
Do I in any way seem superficial to you?
How much are you willing to sacrifice for me if the need arises?
Do you feel content or is there something missing?
Do you go to bed smiling and thinking about me?
Do you like the way I behave around you?
Do you think that you are an equal in this relationship, or do you ever think that you have been pressed down?
How much does your parents’ opinion of me matter to you?
If I decide to move away from this country, will you move with me?
How true is your commitment towards me?
Do you think anyone can ever take my place in your life?
Do you share the same connect with someone else, that you share with me?
Can you imagine life without me?
Deep Questions To Ask Yourself
Have I found the purpose of my life?
Am I working towards the purpose of my life?
In the conventional sense, am I a good person?
In my own eyes, and according to my conscience, am I a good person?
Am I living life to the fullest?
Am I moving towards money or passion?
Do I love unconditionally or are there selfish/ulterior motives?
Do I care for opinions given by the people who care about me?
Am I sincere when I speak to an individual or am I being diplomatic?
Do I listen when the other person is speaking?
What strengthens me?
Where does my anger/sadness/stress stem from?
Am I kind to the people who serve (like waiters, security guards, peons, bus conductors)?
Is there more to life than success?
What relaxes me, makes me happy and calm?
Am I taking good care of myself (body and mind)?
Do I make the people around me happy?
Are my parents happy with the person I have become?
Do I respect people around me?
Do I have any habits that may be detrimental to people around me?
Is prayer necessary?
Do I need to change?
Have I used unfair means to move forward?
Do I care for environment?
Am I satisfied with what I have or who I am? Is that good?
Am I being a good son, husband, and father (or daughter, wife, and mother)?
Am I a responsible citizen?
