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Best 71 Deep Conversation Starters You’ll Ever Need

Whether you are chatting on a dating app or in real life with someone you’re interested in, it’s always good idea to have some questions or topic ready to ask him or her for the conversation to go smooth .

The goal is to avoid awkward silences in a conversation. And to find a good topics that will help you know each other.

These questions will let you know whether you’re compatible or not. And lead you to much deeper and more meaningful conversations that will lead to stronger connections.

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Deep Conversation Starters Relationships

What was the best year of your life so far?

What are 3 things that I can do to make you feel more appreciated?

What is something that most people learn only after it’s too late?

Are you happier single or in a relationship?

How’s your life lately?

If you could change one thing about our relationship, what would it be?

Is lying ever the right thing to do? When?

What are the best and worst parts of human nature?

Do you believe in second chances?

What do you think is the most annoying thing about me?

What country do you not know the location of even though you should?

What do you spend way too much money on?

What is one thing you wish I did differently as a parent?

Till what age would you like to live and why?

Do I have all of the traits that you look for in a partner?

When we’re apart, how long does it take for you to start missing me?

Do you think lies are necessary to have a long relationship or honesty is the best policy?

What makes a person truly evil?

Who do you have a hard time taking seriously?

What’s your favorite thing to do on the internet?

How quickly do you jump to conclusions about people?

Do you think men and women can ever really be friends?

What do you judge people for most often?

What’s something you can do that most people can’t?

What do you have a hard time with but most people find quite easy?

What’s the best compliment that someone can receive?

What do you think your life would be like without me?

Are you an introvert or extrovert?

How do you calm yourself down when you are angry?

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Deep Conversation Starters With A Guy Or Girl

Would you rather be forgotten or hatefully remembered?

Do you believe in soulmates and, if so, do you think that I am your soulmate?

What will people say at your funeral?

What do you think a man’s role should be in a relationship?

What’s the most crucial thing for a healthy relationship?

What was the most beautiful view you have ever experienced?

Can human nature be completely changed by culture or society?

What is something you have read or heard that has stuck with you for a long time?

What’s a huge story in the news that you care absolutely nothing about?

What is one thing that can help me know YOU better?

Is there something that I do that makes you feel disrespected?

What keeps you up at night?

Would you rather be poor with lots of good friends or rich with no friends?

What do think is your greatest strength in our relationship?

Do you think we spend too much time together, or not enough?

Why do you think I am the One?

If you could change three things about your country, what would you change?

Deep Conversation Starters With Your Girlfriend

What do you think is the key to a successful relationship?

What bullet have you recently dodged?

What do you like the least about me?

What 3 qualities do you admire most in another person?

What do you spend most of your time doing?

What is your worst getting trolled story?

What do you think we’re doing here?

What’s the most impressive skill you have?

What is the most cringe-worthy thing you have seen someone post on social media?

What are the highest and lowest points of your life?

What event small or large has changed the course of your life the most?

What is your definition of love?

Do you think we have good communication in our relationship, or do you think we can improve?

What is the most ridiculous rule you have to follow?

What do you find hilarious but most people don’t find funny?

What is one thing you would change about our sex life?

What’s something that people go on and on about, and you just can’t take sitting through?

Deep Conversation Topics With Crush

What do you think a woman’s role should be in a relationship?

What would you choose to do to improve yourself?

What or who would you sacrifice your life for?

What has been your favorite memory of our time together?

What do you like best about me?

What was one of the best days of your life?

What are some of the morals you live by?

What’s your favorite thing to shop for? Why?

What are you tired of hearing about?

When was the last time you tried to do something to look cool and it ended in utter embarrassment?

What was the moment that you first knew you loved me?

What fad have you held on to, even though it isn’t popular anymore?

What can I do to be a better partner?

Which do you value more in a relationship, comfort or spontaneity?

Are you content with our relationship, as is?

What do you think are the 3 most important things in a relationship?

Do you think that I’ve made you a better person, and if so, how?

What do you think keeps people in toxic relationships?

What is the best thing that you have done, just because you were told you can’t?