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60 questions to ask your boyfriend to know him better

· 2 min read

In short

To know your boyfriend better, ask a mix of questions: fun ones to relax, deep ones to understand what he thinks, questions about your relationship to learn what he feels, and more intimate ones once trust is there. Take turns, answer too, and never force an answer.

Even after years together, you never know everything about each other. These 60 questions are made to find out more. Take turns: it's a conversation, not an interview.

Fun questions

  1. Which superpower would you choose?
  2. Your comfort film?
  3. Your worst haircut ever?
  4. The song you sing in the shower?
  5. Your hidden talent?
  6. Your most embarrassing teenage moment?
  7. If you were an animal?
  8. The celebrity you'd have dinner with?
  9. What would you buy with a million?
  10. The game you cheat at?

Deep questions

  1. What makes you truly happy?
  2. What are you most afraid of?
  3. Your best childhood memory?
  4. The person who shaped you most?
  5. What would you change in your life?
  6. What are you proudest of?
  7. One regret?
  8. What makes you feel loved?
  9. How do you see yourself in ten years?
  10. Advice to your 15-year-old self?

About your relationship

  1. Your first impression of me?
  2. When did you know you cared about me?
  3. Our best memory together?
  4. What do you love most about me?
  5. What should we do more often?
  6. When did you feel closest to me?
  7. Our song?
  8. A dream you'd like us to live?
  9. Something I do that touches you without me knowing?
  10. Your idea of a perfect date?

About his dreams

  1. Where would you live?
  2. Your dream job?
  3. The trip you'll take one day?
  4. A crazy thing you'd love to do?
  5. The risk you've never taken?
  6. The skill you dream of mastering?
  7. Your perfect weekend?
  8. What would make you drop everything?
  9. What do you want to pass on?
  10. The version of yourself you want to become?

More intimate questions

  1. What first attracted you to me?
  2. My outfit you like best?
  3. When did you find me most attractive?
  4. What instantly puts you in the mood?
  5. Your most sensual memory of us?
  6. An unexpected place that gave you ideas?
  7. A desire you never dared suggest?
  8. Slow or surprising?
  9. A role you'd like to play for one evening?
  10. A game you'd like us to try?
  11. What makes you feel desired?
  12. What would you like me to do without asking?
  13. What would you like me to do more slowly?
  14. Your most avowable fantasy?
  15. The compliment you'd love to hear more often?
  16. The scent that reminds you of us?
  17. The moment of the day you think of me most?
  18. What have you never dared ask me?
  19. A ritual just for the two of us?
  20. If tonight were perfect, how would it end?

Turn the questions into a game

Draw them at random and add one rule: whoever refuses to answer pays a forfeit. Intimate questions often open the door to a whole evening of play.

Frequently asked questions

What question makes a boyfriend open up?

Open questions about his memories and dreams: “What's your happiest childhood memory?”, “If you could start over, what would you do?”.

How do I ask intimate questions without making it awkward?

Start light, answer each question yourself too, and let him skip. Framing it as a game helps a lot.