Sep 17, 2024

121 Deep Questions To Ask Your Partner

Looking for some deep questions to ask your partner for greater connection and intimacy? I’ve got you covered!

Whether you want to spice up date night with a question or two, or make an entire weekend-long deep-dive date out of these questions, there’s something in it for everyone.

While they are meant to be used with your significant other, the majority of the questions could also be used with friends, family, or for a games night with any/all of the above present.

And if you are doing it with a partner, I would suggest that each of you do the following. Pick your favorite 10 questions each, write them down on a list that only you can see, and then take turns asking each other your selected questions. This way, you get to ask your partner the questions you want to know their answers to, and you both get to be surprised by what the other is going to ask you. Sound fun? It is fun!

Alright, without further ado, let’s get into the questions.

121 Deep Questions You Can Ask Your Partner For Greater Connection

– What do you usually think about as you’re falling asleep?

– What was it like growing up in your hometown?

– If you had to teach something for an hour to a live audience, what would you teach and what kind of people would you ideally want in the audience?

– What are three of your greatest fears?

– What are three of your biggest regrets?

– In what ways could you benefit from more support?

– What has been the most significant vice of your life? What do you feel it cost you? Are there ways you feel it gave to you or taught you?

– If you could magically experience one kind of death, feel zero pain, and immediately come back to life as you with nothing changed, what death would you want to experience?

– What are three things you absolutely love about yourself?

– Do you feel like you are good at receiving? Why or why not?

– Do you feel like you are a generous person? Why or why not?

– What major life event made you who you are today?

– What’s a sign you might notice in life that tells you that you’re growing as a person?

– What’s your definition of success?

– In what ways do you feel that you resist love?

– What is the first word you want someone to think of when they think of you?

– When’s the last time you did something just for yourself?

– What do you feel are your top three strengths as a romantic partner?

– What’s the biggest thing you tend to worry about, and why?

– What is one thing you can forgive yourself for?

– What are you most proud of?

– Who in your life do you need to appreciate more?

– When was the last time you cried happy tears?

– What are you most likely to judge in others?

– Describe a moment in your life when you felt truly happy.

– What is something significant you achieved in the last five years?

– If you could put a single sentence on a billboard, and the entire world would see it, what would it say?

– What is something you want, but are also a bit afraid of actually receiving?

– Do you have any blocks against love? If so, tell me about one of them.

– What is an outdated belief about yourself you’re working on letting go of?

– When was the last time you did something for the first time?

– What fuels you in life? What really drives you?

– If you had to commit to one mantra for the next year, what would it be?

– What are three things you’re really good at?

– Tell me about a time that you got really, really good news.

– What’s one thing you want to be remembered for?

– What are three things you’re looking forward to in the next few months?

– Tell me about a nourishing environment that you love spending time in.

– What’s something you love doing that other people seem to hate?

– What’s something you hate doing that other people seem to love?

– What makes you feel the most loved?

– If you were to plan a perfect day for yourself, what would it look like?

– What are the necessary ingredients that, when they are present in your life, you inevitably thrive?

– Tell me about one of the most beautiful parts of your childhood.

– What is it that you most deeply desire in life?

– If you could snap your fingers and immediately transform one habit of yours, what would it be and why?

– What is something you struggle with?

– What makes you feel most alive?

– Who inspires you and why?

– What is something beautiful you have witnessed in your life?

– What’s something about your life, today, that a previous version of you dreamed of coming true?

– What do your all-time favourite days have in common?

– What are five things you’re grateful for today?

– Five years from now, what one thing do you hope to be true about your life?

– What is one thing that you’re glad your mother or father taught you about life?

– What are some activities that predictably bring you joy and nourishment? 

– Is there a day that you wish you could re-live?

– What are three things that you love about yourself?

– What’s one thing you wish your parents had done differently? 

– What has you feel the safest in a relationship?

– What is one thing you wish more people knew about you?

– Have you had any interesting dreams recently?

– What is one of your biggest fears?

– What’s a secret desire you have for the remainder of your life?

– What’s something you can brag about?

– How have you changed or grown in the past 12 months?

– What have been some of your favourite sexual experiences? What was it about those experiences that you liked so much?

– Tell me three things you love about your physical appearance.

– What does your ideal sex life look like?

– What do you love about our current sex life?

– Is there anything you would like to be doing more of together in our sex life?

– Is there anything new you have wanted to try, but weren’t sure if you were allowed to want it or ask for it?

– Tell me about your first romantic kiss that you enjoyed. 

– Have you had any significant mentors in your life? What were some of the biggest things you learned from them?

– Is there a little thing in your life (that others might perceive as insignificant) that you feel deeply grateful for?

– What has been your most challenging relationship, and why?

– Tell me about an early memory of feeling a sense of sexual desire or sexual curiosity. 

– If you had $80 million in your bank account, what would change in your life?

– If you had $100 million that you had to give to one charity, who would you give it to?

– What are three of the things you think about most when you’re alone?

– If someone offered you two lifetime, unlimited-balance gift cards to two real stores and only you could use or benefit from the purchases, which two stores would you choose?

– If you were guaranteed to live to 150 years old with phenomenal health, would you change anything about how you’re currently living your life?

– What are three things you love about being a man/woman?

– What’s something that makes you feel safe?

– Do you feel that you are good at handling conflict and confrontation? Why or why not?

– What are three simple pleasures that bring you immense joy?

– What’s a behaviour that someone else exhibits that makes you feel secure in a relationship?

What memory do you hope to see flash before your eyes on your deathbed?

– What do you think will likely be the case for your life in 5, 10, 20 years?

– If there was one thing that would have the highest likelihood of having you sabotage everything good in your life, what would it be and why?

– What is the best compliment you’ve ever received? What was it that you liked so much about it?

– Are you happy with the trajectory you’re currently on in life?

– What makes you feel the most free?

– What are you the most excited about in your life right now?

– If you were gifted $20 million and you could only spend it on friends and family, what would you do with it?

– What was your first impression of the person asking you this question?

– What’s something you can do today that you couldn’t do five years ago?

– What do you think about money? What is it really? How do you feel about it?

– If you could wave a magic wand and make one (what is commonly perceived as) unhealthy food into the healthiest food you could possibly eat, what would that food be?

– If you found out you only had 12 months to live, and there was nothing you could do to change it, what would you change about the way you currently live your life?

– Are there any smells that bring back intense, vivid memories? If so, what’s an example of one of those smells?

– If you could say something to someone in your life that you’ve had a hard time forgiving, what would you say?

– Do you consider yourself to be creative? Why or why not?

– If you could have one superpower, what would it be?

– How has your relationship to your sexuality evolved over time?

– What qualities do you most admire in your parents?

– Tell me about your first memory.

– When was the last time you did something that scared you?

– Tell me about the most challenging time in your life. Then, tell me how you got through it.

– What would a perfect date look like for you?

– Do you find it easier to love or be loved? Why?

– If you had to live in spring, summer, fall, or winter for the next three years straight, which would you choose and why?

– Who is someone that you are immensely grateful for, and why?

– Would you like to be famous? If yes, in what way? If no, why not?

– What would a perfect weekend getaway look like for you?

– If you could change anything about your childhood, what would it be?

– For what in your life do you feel most grateful?

– If a magic genie granted you three wishes, what would you wish for?

– If a magical crystal ball could tell you any one thing about the future, what would you want to know?

– What is your most treasured memory?

– What is something you hope the majority of people say or feel about you at your funeral? 

You Did It!

Alright, that’s it!

I hope you enjoyed this list, and that it results in increased depth and connection in your relationship. Both your relationship with your significant other (current or future), and with yourself.

And remember – you can use these questions more than once. As in, you can come back to them again and again, because your answers to many of them will inevitably change over time.

Dedicated to your success,

Jordan

Ps. If you enjoyed this article on deep questions to ask your partner, you’ll also love the following:

Apply For 1-on-1 Coaching With Jordan

10 Questions To Ask To Go Deep In Your Relationship

5 Questions To Ask Your Partner For Better Sex

Jordan Gray
About Jordan Gray

Jordan Gray has been a sex and relationship coach for over 15+ years, with his work reaching over 200 million people worldwide. His writing has been featured in Vogue, GQ, The New York Times, Cosmopolitan, Women’s Health, and countless other publications around the world. When he’s not working with 1-on-1 coaching clients or writing a new article, he’s most likely to be found reading, chopping wood, or spending time with his wife on a little island off the west coast of Canada.

Blog

Related

See All
What I Learned At Five About Generosity
Jan 10, 2024
Jordan Gray
What I Learned At Five About Generosity
When I was in the first grade (5 years old)... In our classroom, my teacher had this system called 'Good News Notes'. Each student had a little manila envelope stuck to the wall, with their name on it. Jordan. Ashley. Curtis. Jacqueline. Daniel. Philip. These envelopes... lined up side by...
Continue Reading
4 Reasons Not To Kill Yourself (Read This First)
Aug 6, 2016
Jordan Gray
4 Reasons Not To Kill Yourself (Read This First)
If you're searching for reasons not to kill yourself, then you would be doing me the greatest possible service by reading this article. Please. Read this. It's short, and it will help. I promise. - “I have wanted to kill myself, every day, for the last three months. I’m only holding...
Continue Reading
How To Let Yourself Be Seen By Someone
Apr 4, 2015
Jordan Gray
How To Let Yourself Be Seen By Someone
Letting someone get close enough to hurt you is a terrifying concept for most people. But when you are offered an intimate relationship with someone who has the power, ability, and desire to go deep with you, it’s a shame to not be able to take advantage of that opportunity. Whether you’ve just...
Continue Reading
How Do Your Abandonment Issues Affect Your Love Life?
Mar 24, 2014
Jordan Gray
How Do Your Abandonment Issues Affect Your Love Life?
Everyone feels the pain of abandonment at some point in their lives. Whether it was as blatant as a parent abandoning you at a young age, or as subtle as an emotionally intense relationship ending abruptly, everyone feels the sting of abandonment at some point in their journey. So what is aban...
Continue Reading
How To Get Rid Of Your Repressed Anger
Nov 6, 2016
Jordan Gray
How To Get Rid Of Your Repressed Anger
Left unprocessed, repressed anger will wreak havoc on your happiness, your relationships, and your overall life. "But I'm not an angry person. I never get angry!", say most people everywhere. If you found your way to this article, there's some repressed anger buried somewhere deep inside of you. And...
Continue Reading
The 4 Biggest Things I Wish I Had Been Taught In School
Jan 15, 2017
Jordan Gray
The 4 Biggest Things I Wish I Had Been Taught In School
In high school, I was a piss poor student. Upon entering high school I could immediately tell that this was not the game that I was going to win in life. Some kids got straight A’s... and I could tell that I wasn’t going to be one of those kids. I invested as little energy as I could into my school...
Continue Reading