Questions to Ask Your Boyfriend

Whether you have been dating for a few weeks or a few years, there is always more to learn about him. These questions to ask your boyfriend range from silly ("What snack would you defend to the death?") to sweet ("When did you first feel at home with me?") and deeper ones about his goals, his family and what he needs when life gets hard.

Read them on a date, on the couch, or over text. On one phone, take turns answering out loud. To play from different places, start a room and send him the link - he joins in his browser with no app and no sign-up. Pick a depth level to set the mood and skip anything that does not fit.

Start playing
  1. 1

    What's something about yourself you wish I asked about more?

  2. 2

    What's your favorite thing we do together?

  3. 3

    When do you feel most loved by me?

  4. 4

    What's a hobby you'd love to get back into?

  5. 5

    What's something you're worried about lately?

  6. 6

    What was your favorite toy as a kid?

  7. 7

    What's a goal you want to reach this year?

  8. 8

    What's one thing I do that you'd never want me to stop?

  9. 9

    What's your dream car or dream trip?

  10. 10

    Who has influenced you the most in life?

  11. 11

    What would your perfect birthday look like?

  12. 12

    What's something you find hard to say out loud?

  13. 13

    How do you like to be cheered up?

  14. 14

    What's your favorite memory of us so far?

  15. 15

    What's one thing you'd like us to try together?

  16. 16

    What's a typical day like for you?

  17. 17

    What's a hidden talent you have?

  18. 18

    What's your favorite childhood memory?

  19. 19

    What are three words your friends would use to describe you?

  20. 20

    What's the best concert you've ever been to?

  21. 21

    What's a value you try to live by?

  22. 22

    What's your favorite holiday and why?

  23. 23

    What's a smell that instantly takes you back?

  24. 24

    What's something you changed your mind about recently?

  25. 25

    What's a book or movie that changed how you see things?

  26. 26

    What's your relationship like with your family?

  27. 27

    What's your go-to order at a coffee shop?

  28. 28

    What makes you feel most like yourself?

  29. 29

    What's a place that feels like home to you?

  30. 30

    What's something you're working on improving?

What are good questions to ask your boyfriend?

Questions that invite stories work best: his favorite childhood memory, what he is proud of, what makes him feel appreciated. This page mixes fun, romantic and deep questions so you can match the mood.

Can I send these questions to my boyfriend over text?

Yes. Copy any question, or start a room and send him the link so you both answer on your own phones and see the answers side by side.

Are there questions to make my boyfriend laugh?

Yes. Choose depth level 1 for light, playful questions. You can also try the This or That and Would You Rather modes for quick laughs.

Will these questions start an argument?

They are written to be friendly and curious, not to test or trap him. Deeper questions are optional - pick the level you are both comfortable with.