21 Questions for a New Relationship

What is one thing you already know you love about being with me?

What is one thing you are still figuring out about me?

What is the best part of your day lately?

What is something you were nervous about before we met up the first time?

What is one thing you want to make sure we never lose as we get closer?

How do you like to spend your ideal weekend?

What is something you have already learned from me?

What is one thing you want to experience together for the first time?

What is your favorite conversation we have had so far?

What is one thing you think surprises people about you?

How do you usually show someone you care about them?

How do you like to be comforted when you are upset?

What is one thing you are excited about in your life right now?

What is something you were passionate about as a teenager?

What is your favorite way to start the day?

What is one thing you think we already agree on completely?

What is one thing you think we will have to agree to disagree on?

What is a small moment from our early days you keep coming back to?

What is something you want to try together this month?

What is one thing you hope I never change about how I treat you?

When you are stressed, do you prefer space or company?

What is the best way to bring up something difficult with you?

What is one thing you find hard to talk about but want to get better at?

How do you usually handle disagreements — talk it out fast or sleep on it?

What is one thing you wish people understood without you explaining?

What is a text style quirk of yours I should know about?

When do you feel most heard by someone?

What is one thing that makes you shut down in an argument?

What is one thing that helps you open up when you are quiet?

How important is daily check-in texting to you?

What is one family tradition you want to keep forever?

Which family member do you talk to the most, and why?

What is one friendship that shaped who you are?

What is your favorite story about how your best friend became your best friend?

What is one thing your friends would say is your best quality?

What is one thing your friends would say is your worst habit?

What is a place that feels like a second home to you?

What is one thing about your hometown that made you who you are?

What is your favorite meal from your childhood?

What is one thing you miss about being younger?

What is one thing you value more now than you did five years ago?

What is one thing you will never apologize for?

What does loyalty mean to you in a relationship?

What is one expectation you have that you are afraid to say out loud?

What is one thing you think new couples get wrong?

What is one thing you think we are already getting right?

How do you define cheating — where is the line for you?

What is one thing you need in a relationship that you used to think was optional?

What is one thing you will always keep private, even in a relationship?

What is one thing you think couples should share and keep separate?

What is one thing you want to put on our shared bucket list tonight?

If we had a free Saturday and a full tank of gas, what is the plan?

What is one movie you think says a lot about your sense of humor?

What is one song you would put on our first road trip playlist?

What is the most fun you have had in the last year?

What is one game you would absolutely destroy me at?

What is one thing you are terrible at but love doing anyway?

What is your favorite thing to splurge on?

What is your favorite thing to save money on?

What is one food you could eat every week and never tire of?

What is one thing you are more sensitive about than you let on?

What is one compliment you struggle to believe?

What is one thing you are working on becoming better at?

What is one thing that made you cry recently — happy or sad?

What is one thing you have never told anyone on a second date?

What is one thing you hope I ask you about someday?

What is one thing you are afraid I will find out?

What is one thing you already trust me with?

What is one thing trust looks like to you in daily life?

What is one thing that would break your trust quickly?

What is one thing you want us to have done by this time next year?

What is one place you would love to show me?

What is one thing you want to teach me this season?

What is one skill you hope I rub off on you?

What is one tradition you want to start with me this year?

What is one thing you imagine will be different about us in six months?

What is one thing you hope stays exactly the same?

What is one adventure that would scare you but you would do with me?

What is one thing you want to celebrate together soon?

What is one thing you want to build slowly instead of rushing?

What is your favorite time of day to call or text?

What is one thing you do every morning without fail?

What is your comfort order at a coffee shop?

What is one thing you always have in your bag?

What is your favorite way to celebrate good news?

What is one thing you do when no one is watching that you love?

What does your favorite season bring out in you?

What is one thing you collect, or used to collect?

What is your favorite thing to do alone?

What is your favorite thing to do in a big group?

What is one thing you want to know about my past before it comes up naturally?

What is one thing about my life that surprised you when you learned it?

What is one thing you already do differently because of me?

What is one thing I do that you want to copy?

What is one thing you want your friends to know about me?

What is one thing you want my friends to know about you?

What is one thing you think we should plan before we get too comfortable?

What is one thing you think makes this feel different from past relationships?

What is one thing you are glad you said early instead of waiting?

What is one thing you are glad you waited to say?

What is one thing you want to make sure we laugh about together someday?

What is one thing you want to make sure we never laugh at?

What is one thing you want to be true about us a year from now?

What is one thing you want to never be true about us?

What is one thing you want to tell me now that you were saving for later?