220+ Deep Questions About Life, Love, More (2023)

Asking deep questions can be a great way to connect on an emotional, intellectual, and spiritual level. When you're looking for deep questions to ask your partner, friend, girlfriend, boyfriend, colleague, or family member—this is the list. Asking deep questions can bring two people closer together. It can help to get to know each other on levels you might not have previously expected.

When you're ready to connect on a deeper level with someone, ask the following questions. Skip the small talk and get into an emotional conversation. You won't regret it.

best list of deep questions to ask featured image

The best list of deep questions to ask.

Deep Questions to Ask

Best Deep Questions (Personal Questions)

What's your most meaningful past relationship?

What was your most meaningful conversation with someone?

Which fictional character do you define your life by?

What family tradition has defined you?

What makes a "best friend" or a healthy relationship?

How should family members interact as they get older?

What do you look for in a romantic partner?

What's your best childhood memory?

What is the weirdest thing you do in everyday life?

Do you believe that you lived a past life?

What is your favorite family tradition?

What interesting questions do you ask someone when trying to get to know them?

What's an important lesson you recently learned in life?

Would you rather be on the dance floor or watching others dance?

Would you rather have a deep conversation or funny conversation?

What's your biggest fear?

What does your perfect vacation look like?

When do you practice self-reflection?

What's your biggest pet peeve?

How do you define beauty (in the opposite s#x or other)?

deep questions to ask someone

To Ask a Girl

Deep questions to ask a girl.

What does your perfect day look like?

If you could live anywhere in the world, where would it be?

Imagine you could change something about society, what would it be?

Would you go back and invent social media over again?

When's the last time you thought about the meaning of life?

When was an embarrassing moment that really defined your life?

How would you describe your purpose on this earth?

Say you had to pick a word that described the purpose of life, which would you choose?

Would you rather see into the future or see into the past?

When did you know that you were growing up?

What's the best to get to know someone on a spiritual level?

What's the worst thing you've ever done to someone else?

What is a moment in your life that you feel will define your future?

What is one thing that's on your bucket list?

Is it important to have friends on this earth?

What's the value of relationships?

When someone says that something is "personal," what do you think they mean?

Who do you think invented the world?

If God created man, who created God?

Do you think Adam and Eve had belly buttons since God created them?

When you seek advice, who do you go to for the best information?

If God told you all the secrets of the universe, would you want to know?

If you could change your job, what would you change it to?

Say you could change three things about our society, what would you change?

Would you like to know the secrets of all people if you could?

Say you had superpowers, what power would you want to have?

Would you want to have the best memory in the world or live in a naive state of mind?

What's the importance of a connection between two people?

Would you ever be able to live without the idea of friendships or love in life?

What's something you wish your friends and family understood about you?

Do you think people should be punished for their crimes?

What's something you value about your self-image?

What are your personal values in life?

Do you think your parents did a great job of instilling good values in you?

If you could live inside any movie, what movie would it be?

Imagine you could design the perfect date, what would it look like?

If you had the opportunity to know when you were going to die, would you want to find out?

Say you could change the date you were born, would you want to change it?

Would you want to have the body of a 30-year old and the mind of a 90-year old? Or the mind of a 30-year old and the body of a 90-year old.

Where do you see yourself in 20-years?

What's one tragedy that you hope never happens in your life?

Would you want to know the answer to life if someone could tell you?

Would you want to know if you had cancer today?

Say you could see the way you died, would you want to know?

If you could change the way that people act or behave, would you want to do it?

Imagine you lived in a society without money, would it be a better or worse society?

Why are men and women so different?

Is it okay to blame men or women for things in society that are dysfunctional?

Why is it that men and women have a difficult time communicating?

What makes a man masculine?

deep questions to ask a romantic relationship

Related: Deep Questions to Ask a Girl

To Ask a Guy

Deep questions to ask a guy.

What are your dreams?

When you picture a successful future for yourself, what does it look like?

What's the scariest dream you've ever had?

How important is s#x in relationships?

How should people gain more friends?

What do men tend to overvalue in their lives?

What makes men overly masculine?

Is masculinity a problem in our society?

Is feminity a problem in our society?

What's ruling men's current thoughts and how is that changing our lives?

Should men and women be equal?

What the traditional roles of a man and woman?

Should women support their men? How should they do it?

Why is it that men tend to earn more money than women in our society?

Should men be able to take birth control?

Do you think men care more about children than women?

Are men wanting families more than women in our current society?

How often do men think about having s#x?

Is it possible that men and women came from different planets, assuming we're aliens?

If aliens were to change one thing about the male's DNA, what would they change?

When should a man express his love to another person?

Is gay marriage something that we should support in our society?

Why is that there are fewer women in politics or places of power?

Do you think men crave power more than women?

Should men have the ability to decide abortions?

What does it truly mean to be "pro-life" in our society?

Are men currently be undervalued by women in our culture?

What values do you currently have that you think other men don't have?

Should men focus on their values more than women?

What values do you hold true to your heart?

What are morals in comparison to values?

When a man grows up without a father, what happens to them?

Should men hunt for their own food when they eat it?

What do you think of men who are focused on their physical appearance?

Would you rather be handsome and unintelligent? Or intelligent and ugly?

Where do you think men emulate their intimate lives?

If you were to travel to another planet, where would you want to go?

Suppose you could change anything about the female species, what would you change?

What's the most attractive part of the female/male body to you?

Have you ever been attracted to another person simply because of their looks? What happened?

If you had to choose between a long life or a fun life, which would you want?

Suppose you had to choose between a short good life or a long mediocre life, which would you want?

What's the worst breakup you've ever had?

Which one of your ex-girlfriends or ex-boyfriends has truly defined you going forward?

When did you know that you were interested in men/women?

Who was the first person you were attracted to?

What's the worst amount of trouble you got into? And how did it define you?

When did you know you were turning into a "Man?"

At what age did you feel different from your parent or parents?

Suppose you could have one superpower, what would it be?

deep questions to ask about life

Questions About Life

Deep questions to ask about life.

If you could get granted all the answers of the universe, would you want to know?

What do you think God would sound like?

Should God punish those who do evil or harm?

Do you believe in religion?

When we pray, who do you think we're praying to?

Why is it that we don't understand the human brain?

Do you think it's odd that we have emotions but other animals do not?

What does it mean to feel something special?

Why is it that something can feel like a special connection from the universe?

Do you believe in astrology symbols?

Do you believe that the stars and moons depict what our life will be like?

Is it possible that our birth date has something to do with what our life will look like?

Do you think the earth is flat?

How is it plausible that we landed on the moon so early?

Why is it that we haven't found life on other planets?

What do you think aliens would think about our civilization?

If aliens landed on this planet today, what would they change?

When aliens do contact us, what do you think they will say at first?

Is it right that we are doing genetic testing and changing our DNA?

What is evolution?

Is it possible that we came from monkeys and apes?

Do you think that we are evolving or devolving as a species on this planet?

Why is that we need food?

Is it possible that others can "steal" our energy from one another?

Is it possible that in life, we have a destiny?

When we make mistakes, are they secretly opportunities to learn?

What does the meaning of success look like to you?

What does failure look like to you?

Why is that we are attracted to the sun?

Is it possible that we are batteries for a new type of existence in the universe?

How big do you think the universe is?

How many stars do you think exist in this solar system?

When someone says that something "feels right," what do you think they are truly trying to say?

Where does our species need to evolve toward?

Do you think we will be more connected to machines in the future?

Is it possible that Artificial Intelligence will take over jobs and our future?

Why is it that sci-fi movies often depict the future and are more often correct than not?

What do you think it means when we dream?

Why is it that we can have dreams but other animals do not?

Do you think animals can fall in love with each other and choose life partners?

What is one word that describes "life" to you?

When people feel a sense of power, what does it mean to them?

What is more important, values or money?

If you had to choose between good looks or strong values, which would you choose?

Would you rather know the secrets to the universe or know what the future held for yourself?

If you could save yourself or save your parents from death, which would you choose?

If you could prevent cancer in one person on this earth, who would it be?

When did you know that you knew nothing about life?

Is it better to live in the moment or try to live a life according to a plan?

Why is that we have memories? Are they serving us well or not?

deep questions about love, life, relationships, and more

Questions About Love

Deep questions to ask about love.

What does it mean to fall in love?

What do you think the word love means to us?

Why is it that love means something different to everyone?

Do you believe in love at first sight?

Do you believe we're connected on a spiritual level?

Is it possible that two people can be soulmates?

Do you believe that two people are brought together on purpose?

Is it possible that two people are brought together to teach one another about life?

If you were granted three wishes on love, what would you want them to be?

Do you think there's really only one person on this earth for you?

How many years ago has it been since you've been in love?

Can two people connect on a spiritual level and fall in love?

Do you believe that God brings two people together?

What does it mean for two people to have a child?

How is it possible that two people can be become "one?"

What do you think your family says about your love life?

What do you value the most in a love partner?

What's the best relationship you've ever been in?

What's the worst relationship you've ever been in?

What is one thing that each relationship should value?

What's one word that describes love to you?

What is something romantic that you really enjoy?

When you have a meaningful relationship, what does it look like?

Would you ever date a friend?

Do you want to get closer to your current partner in life?

What's the worst thing two people could do to each other in a relationship?

If you could be granted one wish to be with anyone, who would it be?

What's your favorite place to have a dinner date?

What advice would you give to someone who is just entering a relationship?

How do you know that you're in a successful relationship?

When do you know that you should get out of a bad relationship?

What's a meaningful way for two people to fall in love?

What would be your dream way of getting proposed to?

What does your dream wedding look like?

When two people break up, how should they do it?

Why is it that moving on from relationships can be such a difficult task?

Do you see that our culture is staying single longer and that people are having fewer kids?

Is it a good or bad thing that we are having fewer children in our society?

When two people touch and feel a "spark," what do you think that feeling is?

Is it possible that two people can feel "fireworks" when they are intimate?

Is there a possibility that you can only truly fall in love with one partner?

Should our society continue to support monogamy?

How has religion made an impact on our family values?

What would your family say about our love life?

What are three words that describe the aspirations you have for our love life?

How do you know that you've fallen in love with someone?

Is it possible that a relationship can make you happy? Should it be the thing that makes you happy?

Why do we tend to always want more from a partner than what they're able to give?

How soon should two people say they love each other?

What's a few questions that a loved one can ask to the other in order to stay connected?

To Ask a Crush

Deep questions to ask your crush.

When did you realize that you had a crush on me?

What does it mean to have a "crush" on someone?

When was the first time you thought you felt love?

Where was your first kiss and what did it feel like?

Who was the first person to break your heart?

When you feel heartbreak, what does it mean to you?

What's one thing that you value the most in friendship?

If someone were to make you feel special, what would they have to do?

Imagine you had the ability to communicate telepathically, what would we say?

What's the best type of morning text message to receive?

What's the best type of good night text message to receive?

Do you value someone doing something for you or saying something nice to you?

Do you value someone touching you or giving you a gift?

What're three words that describe what you're looking for in a soulmate?

When did you know that we had a crush on each other?

Do you know that I have a crush on you? How did you know?

What's something cute that you admire in others?

What body part on a significant other attracts you the most?

Who would you want to emulate in terms of a relationship?

Is it cute for two people to write love letters to each other?

How many photographs should a couple take together?

What's the best way to get to know each other's family?

Should a man ask a woman's father for permission to marry her?

Is there civil injustice in our society?

What are current social issues that are important to you?

Is social media doing something good or bad to our society?

Why do you think the idea of "selfies" took off in popularity?

Is vanity being overvalued in our society and culture?

Who makes the rules in our society?

Is governance a good thing for us in our society?

When someone decides to "live off the grid," is that a wise idea?

When you think of the word "wisdom," what exactly comes to your mind?

What are three words that describe your character the most?

What are three words that describe your personal aspirations for your life?

Would you describe yourself as a future thinker or a historical thinker?

What's the purpose of philosophy in our society and culture?

Is math an important component of our culture? What would our culture look like without it?

Is it possible that history isn't entirely accurate? If it's possible, what part of history do you think has been altered or changed?

When parents try to embark wisdom upon us, how do you think they are trying to do it?

Are you more of a visual learner or an auditory learner?

Do you have the ability to memorize large groups of numbers? What's a hidden talent that you have?

What's one secret that you've never told anyone and would be hard to tell me?

How do two people build trust with one another? Is there a faster way to do it than simply earning trust over time?

Why do people sometimes self-sabotage? And why is that the idea of failure is sometimes something that we crave in our society?

Why is it that watching others fail sometimes gives us a better sense of purpose?

If someone is questioning their purpose on this planet, what types of questions should they be asking themselves?

Assume your parents had to describe you in three words, what words do you think they would choose?

If there were three songs that defined your character, what songs would they be?

Are there any famous authors or books that have made a significant impact on your life?

Who has inspired you to want to move forward and change yourself for the better?

Deep questions for friends

What is a relationship deal breaker?

When is the last time you broke someone's heart?

What would it be like if we didn't have eyes?

Did your past relationship teach you anything about life?

What's the craziest thing you have done alone?

What's your biggest regret in life so far?

Is there such a thing as long lasting love?

What's the best thing in the entire world?

What could get you out of a bad mood?

If you had to choose your greatest accomplishment in life, what would it be and why?

What's one dream that you will never give up on, even if you fail?

If your dream job didn't exist, what would you do with your life?

Are personal beliefs important to have?

Are our beliefs more important that our values?

Deep questions for your partner

What's your guilty pleasure in life?

Who is one person that you think you'd have an interesting conversation with?

What's the most difficult thing you've ever had to do in your personal life?

When was a time you made the biggest mistake of your life?

Are you a morning person or a night person?

Biggest adrenaline rush of your life, when did it happen?

Did your favorite teacher ever teach you about life?

Why is your favorite song the one that it is?

When did you do the most spontaneous thing?

If you were on a deserted island and could make only one phone call, who would you call?

Tell me your life's story.

Is a deeper connection more meaningful than a naive one?

What's your favorite cartoon character and why is it that one?

Do you believe in soul mates?

What's one thing you do now that your parents raised you to do?

Do you believe that a gut feeling is anything more than us feeling scared?

How do you kick bad habits out of your life?

Should we change our relationship status?

Questions to ask yourself

Am I going to enjoy my day tomorrow?

Is life anything more than a single breath at a time?

Who is a better friend than myself?

Would I stay friends with someone who doesn't treat me well?

What's my favorite memory as a child?

If I had a crystal ball that could tell me the future, would I want to know?

What's something I want my younger self to know?

What is something that I want my kids to remember me by?

When was the best phase of my life? Is it now?

Did my previous relationships teach me anything? Or am I stuck in life?

Did my best friends really like me?

Funny deep questions

What would you rather do, listen to the same song over and over or watch the same movie over and over?

What are your pet peeves?

What's your worst first date experience and why did it cause you aggravation?

Do you have any personal things that you simply can't live without?

Would you rather eat a booger or smell a fart?

Who is the least interesting celebrity on the planet?

What's the least memorable lesson you ever learned?

Do you keep repeating bad habits? Which ones are they?

Are you a beach person or a mountain person?

What's your least favorite songs from the 1990s?

What is a memorable experience that you wish no one knew about?

What was your previous relationship like?

Did your last relationship tell you a secret, what was it?

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author: patrick algrim
About the author

Patrick Algrim is a Certified Professional Resume Writer (CPRW), NCDA Certified Career Counselor (CCC), and general career expert. Patrick has completed the NACE Coaching Certification Program (CCP). And has been published as a career expert on Forbes, Glassdoor, American Express, Reader's Digest, LiveCareer, Zety, Yahoo, Recruiter.com, SparkHire, SHRM.org, Process.st, FairyGodBoss, HRCI.org, St. Edwards University, NC State University, IBTimes.com, Thrive Global, TMCnet.com, Work It Daily, Workology, Career Guide, MyPerfectResume, College Career Life, The HR Digest, WorkWise, Career Cast, Elite Staffing, Women in HR, All About Careers, Upstart HR, The Street, Monster, The Ladders, Introvert Whisperer, and many more. Find him on LinkedIn.

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