The RelationshipQuestions
Questions to ask your girlfriend

Questions to ask your girlfriend

About love, about her, about the two of you. The ones worth asking.

You already know her favorite coffee order. These are the questions that get you the rest, the things that do not come up on an ordinary Tuesday.

They start with love, then move through deep, fun, and flirty. Pick a section, draw one, and let it turn into a real conversation.

Girlfriend / About her past

What is a rule you made for yourself after a past relationship ended?

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About love

  1. 1What makes you feel like my girlfriend and not just someone I am dating?
  2. 2What is the most romantic thing you have ever pictured happening between us?
  3. 3How do you want me to chase you, even after I already have you?
  4. 4What is a small thing I do that makes you feel completely chosen?
  5. 5Do you believe in soulmates, or do you think love is something we build?
  6. 6What does it feel like the moment you know you are falling for someone?
  7. 7What is a romantic gesture that would completely melt you?
  8. 8Do you fall in love with your eyes open or your eyes closed?
  9. 9What is the corniest romantic thing you secretly wish I would do?
  10. 10How do you want to be wooed, slowly or all at once?
  11. 11What is one thing about how I love you that surprised you?
  12. 12What is the bravest thing love has ever asked you to do?
  13. 13When do you feel the safest in this relationship?
  14. 14What is a love story you grew up watching that shaped what you wanted?
  15. 15What do you think I love about you that you do not see in yourself?
  16. 16What is something about being loved that still feels new to you?
  17. 17How has loving me changed the way you see love?
  18. 18How do you tell liking someone from truly loving them?
  19. 19What is one way I show love that means more than you have said?
  20. 20Do you think you have to earn love, or does it just show up?

Deep questions

  1. 21What is something you have never told a boyfriend before?
  2. 22What part of yourself do you hide because you think it is too much?
  3. 23What do you wish I understood about you without you having to explain it?
  4. 24What is something you are proud of that nobody ever asks you about?
  5. 25What do you actually need on the days you say you are fine?
  6. 26What is a version of yourself you left behind that you miss?
  7. 27What do you carry that you never put down, even around me?
  8. 28What is a fear about yourself you have never said out loud?
  9. 29What makes you feel powerful?
  10. 30What makes you feel small, and who taught you to feel that way?
  11. 31What do you wish people saw in you before they saw how you look?
  12. 32What is the bravest thing you have done that no one noticed?
  13. 33What do you need to hear on the days you feel invisible?
  14. 34What is something you believe about yourself that you wish you did not?
  15. 35What do you want me to understand about your bad days?
  16. 36What strength of yours gets mistaken for softness?
  17. 37What is something you have never asked for because you did not want to seem needy?
  18. 38What is something about growing up as a girl that shaped you more than you realized?
  19. 39What do you wish you could stop apologizing for?
  20. 40What compliment about your mind would mean more to you than one about your looks?

Fun questions

  1. 41What is the most ridiculous thing you have ever done to get my attention?
  2. 42What is a nickname you would be secretly delighted if I actually used?
  3. 43Which one of my habits do you silently judge me for?
  4. 44What would you love most about swapping lives with me for a day?
  5. 45What is the most unhinged thing you have ever done for a crush?
  6. 46Which fictional couple do we remind you of most?
  7. 47What is a food I like that you will never understand?
  8. 48What matching tattoo could you actually live with forever?
  9. 49What is the pettiest thing you have ever gotten jealous about?
  10. 50Would you rather I always sing off key or always dance badly in public?
  11. 51What is a weird relationship rule you have never said out loud?
  12. 52If our relationship was a movie genre, which one would it be?
  13. 53What is the worst gift you would still pretend to love?
  14. 54How would you describe me to a stranger in three words?
  15. 55What is a ridiculous couple's competition you actually think you would win?
  16. 56Which of my friends do you secretly wish you saw more?
  17. 57What is the most chaotic double date you can imagine us going on?
  18. 58What is a silly thing you do that you think I have not noticed?

About your relationship

  1. 59What took you the longest to get used to about being with me?
  2. 60What is one thing you have changed your mind about since we got together?
  3. 61What do you wish we did more of, just the two of us?
  4. 62What is something about how we fight that you actually appreciate?
  5. 63What role do you play in us that I do not fully see?
  6. 64What is a habit of mine you have secretly started doing yourself?
  7. 65What is something we do now that you hope we never stop doing?
  8. 66What do you need from me on the days this relationship feels hard?
  9. 67What is one way this relationship has changed you for the better?
  10. 68What do you think other people notice about us that we do not?
  11. 69What is something you have never had to ask me for twice?
  12. 70What is a compromise you made for us that you have never mentioned?
  13. 71What do we do together that you think would confuse anyone else?
  14. 72What is something small I do that you think keeps us steady?
  15. 73What is something you needed from me in the beginning that you do not need anymore?
  16. 74What is something about me that made more sense once you got to know me?

About her past

  1. 75What is the best relationship lesson an old heartbreak ever taught you?
  2. 76Who was the first person who ever truly broke your heart?
  3. 77What did you learn about love from watching your parents' marriage?
  4. 78What is something your mother taught you about being a woman that stuck?
  5. 79What is a version of yourself from your twenties you miss?
  6. 80What did you believe about love as a teenager that you know now is not true?
  7. 81What is a friendship from your past that shaped how you love people now?
  8. 82What is something you wish you had known before your first serious relationship?
  9. 83What did you want your life to look like when you were a little girl?
  10. 84What is the bravest thing you ever did for a past relationship?
  11. 85What did a past relationship teach you that you are grateful for now?
  12. 86What is a memory from your childhood that still makes you feel safe?
  13. 87What is something you swore you would never accept from a partner?
  14. 88What is something about your family you did not appreciate until you were older?
  15. 89What is a rule you made for yourself after a past relationship ended?
  16. 90What did you need most from a partner before you ever got it?

About the future

  1. 91How many kids, if any, do you actually picture in our future?
  2. 92What is one tradition you want us to start as a family someday?
  3. 93Where do you picture us living when we are finally settled?
  4. 94What do you think our life will look like five years from now?
  5. 95What is something you want to be true about us by the time we are old?
  6. 96What kind of wife do you think you will be, if you ever want that?
  7. 97What is one thing you never want to compromise on when it comes to marriage?
  8. 98What do you hope our home together actually feels like?
  9. 99What moment with me are you most looking forward to?
  10. 100How do you picture the two of us at eighty years old?
  11. 101What about married life excites you most?
  12. 102What is one promise you want us to make to each other for the long run?
  13. 103What does your dream proposal actually look like, if you have ever pictured one?
  14. 104What is a family tradition from your childhood you want to bring into our future?

Flirty questions

  1. 105What was it about me that you noticed first?
  2. 106What is a small thing I do that you find unfairly charming?
  3. 107Do you remember what you were wearing the day we met?
  4. 108What is your favorite way for me to kiss you hello?
  5. 109What almost stopped you from giving me a chance?
  6. 110What is a moment you knew you wanted to kiss me?
  7. 111What is something about my voice or my laugh that you love?
  8. 112What is the flirtiest thing you have ever said to get my attention?
  9. 113What is your favorite place for me to touch your hand?
  10. 114What outfit of mine do you secretly hope I wear again?
  11. 115What is something I do that still gives you butterflies?
  12. 116What is a compliment from me that you replay in your head?
  13. 117What is the boldest move you wish I would make on you?
  14. 118What do you think about right before I kiss you?

For a new girlfriend

  1. 119What made you decide to actually give this a real shot?
  2. 120What is one thing that made you sure you wanted to be exclusive?
  3. 121What is something you want me to know before you introduce me to your friends?
  4. 122What are you most nervous about as this gets more serious?
  5. 123What is something about dating me so far that surprised you?
  6. 124What do you need from me most in these early days?

Over text

  1. 125What is making you smile right now?
  2. 126What are you wearing right now, just curious?
  3. 127What is the best thing that happened to you today?
  4. 128What song is stuck in your head right now?
  5. 129What do you want for dinner tonight, no wrong answers?
  6. 130What is something you want to tell me but keep forgetting to?
  7. 131What are you looking forward to when you see me next?
  8. 132What is the last thing that made you laugh out loud?

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