33 Insightful Questions to Ask Yourself in a Relationship

Whether you’re just dating, in the honeymoon phase, or celebrating decades together, asking the right questions in your relationship can help you and your partner grow as individuals and a couple. From pondering your communication style and emotional triggers to examining your expectations and opportunities for growth, every question serves as a lens to magnify the underlying dynamics of your partnership. 

Let’s explore these 33 insightful questions to ask yourself in a relationship and learn why self-reflection is crucial to being a good partner.

Woman sitting at kitchen counter looking reflective

Why is it important to ask questions about your relationship?

Someone once told me, “The simplest, yet hard-to-answer, questions are the ones you need to tackle first.”

I’m not sure about you, but the chore that always sparks a heated debate in our house is dishes. It’s just one of those things we fight about. Why is the sink full of dirty dishes? Whose turn is it to unload the dishwasher? And how the heck are we out of clean bowls again? 

While it seems like such a minor issue, whenever this routine argument pops up I wonder, “Is this really about dishes? Or is there something deeper that needs to be addressed here?”

It’s dirty dish moments like these when you (and your partner) need to take a step back and self-reflect. Big reactions over small issues come from specific sensitivities rooted in your history; they’re your personal triggers just waiting to explode with an emotional response. In our case, petty disputes like these usually indicate one partner is feeling overwhelmed or underappreciated —and have little to do with the issue at hand. (Don’t worry; no dishes were harmed while making this article.)

Accountability: the art of asking yourself the right questions

Accountability in your relationship begins with acknowledging your reactions and exploring their origins through introspection. By examining your role and the expectations you carry from previous connections (hello, emotional baggage!), you can navigate your engagement in your relationship with clarity and intention. By recognizing your triggers and communicating them with your partner, you foster a culture of understanding and empathy.

Through self-reflection and self-awareness, you can forge a deeper connection with your partner to build a stronger, more resilient relationship. 

Questions Relationship 2 | Happy couple looking at each other

Does your relationship need a checkup?

Before diving head-first into this list of questions to ask yourself in a relationship, you may want to consider incorporating them in a more thorough couple checkup. Just as you should prioritize your physical health with routine medical checkups, it’s equally important to assess the state of your relationships. Regular couple checkups can help you and your significant other maintain a healthy, thriving partnership. 

A couple’s checkup serves as dedicated time to review all aspects of the relationship. You create the space for you and your partner to celebrate your wins, diagnose any issues, and devise a plan for improvement. And, of course, it’s the perfect time to ask yourself and your partner these insightful questions about your relationship.

Couple chatting at a restaurant counter

33 Questions to ask yourself about your relationship

Ready for some romantic self-reflection? Sit down somewhere quiet by yourself to walk through this list of unique and insightful questions you should ask yourself in your relationship.

  1. Do you respect your partner and feel respected by them? 
  2. Do you trust your partner? 
  3. Are you always honest in your relationship? 
  4. Is there compassion and empathy between you and your partner? 
  5. Do you understand each other, even if you don’t always agree?
  6. Are you being true to yourself in your relationship, or are you conforming to please your partner?
  7. How do you handle conflict and disagreements with your partner?
  8. Are your expectations in the relationship realistic, or are you setting yourself up for disappointment?
  9. Do you support your partner’s goals and dreams, and do they support yours?
  10. Are you happy and fulfilled in the relationship most of the time?
  11. Are you able to maintain your independence and pursue your own interests?
  12. Do you feel secure and confident in the love your partner has for you?
  13. Do you feel like you can be vulnerable and share your deepest thoughts and feelings with your partner?
  14. Do you feel like you’re growing and evolving as an individual while being in this relationship?
Questions Relationship 4 | Woman with dark, curly hair smiling in the sunlight
  1. How do you prioritize the needs and wants of your partner compared to your own?
  2. Do you feel supported in your personal growth by your partner?
  3. Are there any unresolved issues or resentments from the past that are affecting your relationship now?
  4. Do you and your partner work as a team, even during challenging times?
  5. Can you forgive your partner for their mistakes and shortcomings, and do they forgive you?
  6. How do you handle jealousy and insecurities within yourself in this relationship?
  7. Are you sexually and emotionally satisfied in this relationship?
  8. How do you handle differences in opinions and values with your partner?
  9. Do you feel like your partner respects my boundaries?
  10. Do you need to incorporate more fun or quality time together to date each other?
  11. Can you express your needs and desires clearly to your partner?
  12. Do you feel your partner genuinely cares about your well-being, mental health, and happiness?
  13. How do you navigate compromises without sacrificing your values and principles?
  14. Do you feel appreciated and acknowledged for your contributions to the relationship?
  15. How do you handle external influences (e.g., friends, family, societal norms) in your relationship?
  16. Does your partner motivate you to be the best version of yourself?
  17. Do you envision a future with your partner? And is that a future you want for your life?
  18. Are you giving your best effort in this relationship?
  19. After answering these questions, are there any areas you or your partner need to seek professional help with?
Couple snuggling and giggling on a bed

How to evaluate your response to the relationship questions

So now that you’ve answered these questions, don’t just keep the answers to yourself and move on. Think of this as an ongoing conversation with yourself, a dialogue that evolves with you and your relationship. 

Take a moment to reflect on the similarities and differences in your responses over time. What patterns are emerging in your answers? Are you making progress where you need to? Which areas need more focus and attention? 

Allow these questions to accompany you on your relationship journey, guiding you through the highs and lows with clarity and intention.

Don’t forget to take action

Now is the time to take action. 

Celebrate the wins — those moments where you answered with a resounding “Yes!” to questions of respect, trust, and happiness. Share these victories with your partner, reinforcing the positive aspects of your connection. 

Don’t stress or feel bad in areas where there’s room for improvement. Recognizing the need for growth is the first step toward positive change. 

Sit down with your partner and discuss ways to support each other, address challenges, and improve your connection. Whether setting aside dedicated time for communication, seeking couples’ or individual therapy, or simply showering each other with love and appreciation—  every step forward counts.

Make it a habit

Make these questions a regular part of your relationship routine. Set aside time every so often to revisit them, allowing yourself the opportunity to track your progress and adapt as needed. The repetition and consistent communication through these questions will help maintain a healthy relationship over time.

Like a fine wine, relationships only get better with time and intentional effort. So keep the questions coming and the dialogue open — and watch as your partnership flourishes into something truly extraordinary.

Questions Relationship 6 | Woman whispering in male partner's ear, lying in grass

Enjoy the conversation

Practicing self-reflection and communication in a relationship will lead to deeper understanding and a stronger bond with your partner. These tools allow you to not only reflect on your feelings, expectations, and actions but also to identify areas where you may need to make changes. 

Remember that these 33 insightful questions are not just a one-and-done task to check off your list but a starting point for genuine introspection and meaningful dialogue. The goal is not to reach a specific outcome but to engage in continuous learning and growth. 

The strength of a relationship lies not in having all the answers but in the willingness to explore the questions together. So, take your time, be patient with yourself and your partner, and enjoy the ongoing conversation. 


Do you take the time to reflect on your relationship? What questions do you ask yourself? Did any of these questions resonate with you? Share your best advice with the group below!

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