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The Best Relationship Questions to Ask At Every Stage

April 13, 2022
Brea Threatt

Whether you're planning your first date, starting a new relationship, or years into a long-term relationship, there's always something new to learn about your significant other. Asking each other some fun, romantic, and thought-provoking questions can be a great chance to spark up your love life and understand each other on a deeper level.

We've chosen 50 of our favorite questions and conversation starters for every relationship that will leave you with an even stronger connection to your significant other!

Getting to know you relationship questions

  • Are you a spontaneous person or a calculative person?
  • What is the most important thing to do on your bucket list before you die?
  • Where did you grow up, and what’s your favorite memory in your hometown?
  • What is one misconception people often have about you?
  • How do you feel in crowds?
  • What do you consider to be your greatest success?
  • If you could hop on a plane right now, where would you go?
  • Do you think there's such a thing as "luck," or do we create our own outcomes?
  • What's the worst job you've ever worked?

Fun relationship questions

  • Who was your first celebrity crush?
  • What is your favorite color on me?
  • What’s your favorite movie of all time?
  • If you could only choose one meal to eat for the rest of your life, what would it be?
  • If money didn’t matter, what would you do with your time?
  • Do you have any odd quirks?
  • What was your dream job when you were a kid?
  • What would you do if you won $1,000,000 right now?

Define the relationship questions

  • Am I a good potential fit for your future?
  • What roles do love and affection play in your life?
  • Have your feelings for me deepened over time?
  • What are your biggest deal breakers in a relationship?
  • How have I changed since you’ve met me?
  • Is it possible to have a healthy long-distance relationship?
  • How important is it for us to post each other on social media?
  • Do you see yourself having kids? If so, how many?

New relationship questions

  • What's your love language?
  • Do you enjoy celebrating Valentine’s Day?
  • What is the best present you’ve ever received?
  • Do you prefer eating out, or cooking at home?
  • What was your first impression of me?
  • How close are you with your family members?
  • Are you still close with your best friend from childhood??
  • Do you prefer expensive gifts or sentimental gifts?
  • Is it important to set aside time and budget for date nights and travel?

Relationship building questions

  • What are your favorite parts about my personality? What are your least favorite?
  • When you’re having a bad day, what makes you feel better?
  • What was your favorite place to go as a child and why did you love it?
  • What are the three things you can't live without?
  • If you are having a bad day, would you prefer to be with someone or left alone?
  • Do you think it’s better to live together before getting engaged/married?
  • Do you have a sexual fantasy you've never shared with me before?
  • What is your biggest fear? How do you plan to overcome it?

Tough relationship questions

  • Is there anything you regret doing (or not doing) in a past relationship?
  • If you could change anything about the way you were raised, what would it be?
  • When was the last time someone made you cry?
  • Can you describe what your worst break up was like?
  • What are the most confusing parts of my personality?
  • Your house, containing everything you own, catches fire. After saving your loved ones and pets, you have time to safely make a final dash to save any one item. What would it be and why?
  • What would you do if you don’t have enough romance in your relationship?
  • Have you ever felt jealous of your partner? Why?

No matter how much you think you know, there's always something new to learn about your significant other. Communication is one of the most important relationship skills to strengthen your relationship, and asking the right questions will open the door to those meaningful conversations and build more chemistry with your partner. While horoscopes can be a useful tool for understanding your significant other's personality and compatibility, nothing beats actually spending time with each other and showing transparency by answering deep questions.

As you move towards building a future together, it is crucial that both you and your significant other work hard to maintain a successful relationship. Seeking relationship advice from a relationship coach or therapist to learn more about your current and past relationships is never a bad idea, either.

If you want to learn more about the state of your current relationship, take our healthy relationship quiz!

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