Questions to ask your boyfriend

The best questions to ask your boyfriend are the ones he has never been asked, like "What was going through your head on our first date?" or "Which song do you secretly know every word to?" Here are 130 of them in seven groups: fun, flirty, deep, love questions about the two of you, the future, would he rather and a spicy round for adults.

Fun130 cards

What's a snack combination you love that everyone else finds disgusting?

Start with Fun and Would he rather, then let the deck wander into Deep and About us. Spicy stays off until you both want it on. All 130 are listed below too.

Tap the card to draw a random question, or switch groups on and off to match the mood. Ask them over dinner, on a long drive or by text when you are apart.

Questions
130
Groups
7
Works for
Date night, texting, road trips

130 questions to ask your boyfriend

Fun questions are built to make him laugh, Flirty ones to make him smile. Deep and About us need a quiet evening and real time to answer. The future works best a few months in, and Spicy is for the two of you only.

Fun and funny questions to ask your boyfriend

20
  1. What's a snack combination you love that everyone else finds disgusting?
  2. If you were a kitchen appliance, which one would you be and why?
  3. What's the worst haircut you've ever had, and who's to blame?
  4. Which of your friends would be the worst at keeping a secret about me?
  5. What did you think your job would be when you were eight?
  6. If you could rename yourself, what name would you pick?
  7. What's the weirdest food you've tried and actually liked?
  8. Which song do you secretly know every word to?
  9. If you had to fight one animal to save my life, which one would you pick?
  10. What's the most embarrassing thing you've googled this week?
  11. Who would play you in a film about your life, and who would play me?
  12. What's a hill you'd die on that nobody else cares about?
  13. If you were a ghost, who would you haunt first?
  14. What's the worst haircut you've ever had, and is there photo evidence?
  15. Which fictional character do you think you'd be best friends with?
  16. If you had to get a tattoo of the last thing you ate, what would it be?
  17. What's the most you thing you've ever bought?
  18. How long would you survive in a zombie film, honestly?
  19. What would your wrestling entrance song be?
  20. Which emoji describes me best, and which one describes you?

Flirty questions to ask your boyfriend

20
  1. What was the first thing you noticed about me?
  2. When did you first want to kiss me?
  3. What's something I do that drives you crazy in a good way?
  4. Which of my outfits is your favourite?
  5. What's the smallest thing I do that you find weirdly attractive?
  6. Did you plan our first kiss, or did it just happen?
  7. What's the best compliment you've ever had, and can I top it?
  8. If you could relive one evening with me, which one would it be?
  9. Do you have a nickname for me in your head that you've never said out loud?
  10. Which song makes you think of me?
  11. What's the most attractive thing about me that has nothing to do with looks?
  12. When do you think I look my best?
  13. Did you tell your friends about me after our first date? What did you say?
  14. Which of my texts have you read more than once?
  15. What small thing did I do early on that made you fall for me?
  16. What's the most romantic thing you've ever done for someone?
  17. How would you describe my laugh to a stranger?
  18. Do you remember what I was wearing the day we met?
  19. What would your perfect lazy Sunday with me look like?
  20. What's your favourite way for me to say good morning?

Deep questions to ask your boyfriend

20
  1. What's something you're proud of that you rarely talk about?
  2. When did you last feel really scared, and what happened?
  3. Which person shaped who you are the most?
  4. What do you wish someone had told you when you were sixteen?
  5. Is there a moment from your childhood you still think about a lot?
  6. What's a belief you used to hold that you've changed your mind on?
  7. How do you know when you need help, and do you ask for it?
  8. What's a fear you've grown out of, and how did it happen?
  9. Is there anything you've never forgiven yourself for?
  10. What does a good life look like to you, if nobody else was judging?
  11. When do you feel the most alone?
  12. What's a fear you've never said out loud?
  13. Which friendship ending hurt you the most?
  14. What did your parents get right, and what would you do differently?
  15. What's the hardest thing you've ever had to tell someone?
  16. If you could talk to your younger self for one minute, what would you say?
  17. What do people misunderstand about you the most?
  18. When do you feel the most confident?
  19. What would you want people to say about you at your 80th birthday?
  20. What's something you're still trying to figure out about yourself?

Love questions to ask your boyfriend about the two of you

20
  1. When did you know you loved me?
  2. What's your favourite memory of us so far?
  3. What's one thing I do that makes you feel loved?
  4. How do you like to be looked after when you've had a bad day?
  5. Is there anything you'd like more of from me?
  6. What's something we're really good at as a couple?
  7. Which argument do you think we handled best, and why?
  8. What's a small habit of mine you'd miss if it disappeared?
  9. Do you feel like you can tell me anything? What makes it easier or harder?
  10. What did you learn about love from watching your parents?
  11. How do you show love, and do you think I notice it?
  12. What's one thing about me you'd like to understand better?
  13. When do you feel closest to me?
  14. When were you most proud of me?
  15. What made you want a second date?
  16. What do you think we disagree about most, and why?
  17. Which couple do you look up to, and what do they get right?
  18. What's something you've never thanked me for but want to?
  19. How has being with me changed you?
  20. What does being there for someone mean to you?

Questions to ask your boyfriend about the future

20
  1. What's a tradition you want us to start this year?
  2. What's one place you want us to travel to together?
  3. City, small town or the middle of nowhere?
  4. Do you want kids one day, and how do you picture that?
  5. What does your dream home look like, room by room?
  6. What's one thing you want to have done before you turn 40?
  7. How would you feel about getting a pet together?
  8. What would you do with your life if money didn't matter?
  9. Could you ever see us living abroad?
  10. What does a normal Tuesday evening look like for us in ten years?
  11. What's a tradition you'd like us to start?
  12. How important is marriage to you?
  13. What's a career dream you haven't given up on?
  14. Holidays: your family, mine, or just the two of us?
  15. What should we save up for first?
  16. What do you want us to be like when we're old?
  17. What's one skill you'd like us to learn together?
  18. How should our home feel when friends come over?
  19. Which of my goals can I count on you for?
  20. What's something about the future that makes you nervous?

Would he rather: questions to ask your boyfriend

15
  1. Would you rather have date night at home in pyjamas or dressed up at the fanciest restaurant in town?
  2. Would you rather read my mind for a day or have me read yours?
  3. Would you rather go on a road trip with no plan or a holiday planned to the minute?
  4. Would you rather I cook for you, or we cook together and make a mess?
  5. Would you rather relive our first date or skip ahead and see us in ten years?
  6. Would you rather let me pick all your clothes for a month or all your food?
  7. Would you rather meet my family for the first time again or have me meet yours again?
  8. Would you rather only speak in song lyrics or only in questions for a whole day?
  9. Would you rather get a handwritten letter or a surprise trip?
  10. Would you rather be famous together or rich and unknown together?
  11. Would you rather live in a tiny flat in the city or a big house far from everything?
  12. Would you rather have a date night every week or one big trip every year?
  13. Would you rather I sing to you in public or drag you onto the dance floor?
  14. Would you rather know about every ex I've had or never hear about them again?
  15. Would you rather lose your phone for a week or watch only my favourite shows for a month?

Spicy questions to ask your boyfriend (18+)

15

For adult couples who both want a spicy round. Either of you can pass on any question, no explanation needed.

  1. What's a fantasy date night you've never told me about?
  2. Which outfit of mine should I wear more often, and why?
  3. What's the most daring place you'd want to kiss me?
  4. When was the last time I made you blush?
  5. What's one thing you'd like me to whisper to you?
  6. Have you ever had a dream about me you'd be too shy to tell me?
  7. What's the most attractive thing I've done without realising it?
  8. Is there a song that instantly puts you in the mood?
  9. What's your favourite way to be kissed?
  10. Is there something you've wanted to try together but never asked?
  11. Slow build up or a total surprise?
  12. Which of my texts would you never want your mum to read?
  13. What's the boldest thing you've ever done to get someone's attention?
  14. On a scale from cosy to wild, how should our next weekend away be?
  15. What's one thing I could do tonight that would make your week?

How to run a question night with your boyfriend

A list of questions becomes a date the moment you add a couple of rules. This version takes one phone, an evening and nothing else.

  1. Pick a setting without screensDinner, a walk, a long drive or the sofa with the TV off. The phone is only there to draw cards.
  2. Take turns drawingOne of you draws and asks, the other answers. Then swap, and answer the same question yourself before you draw the next one.
  3. Two passes eachEach of you can skip two questions all night. No sulking, no explaining.
  4. One follow up per answerAfter each answer you get one follow up question. That is usually where the real story is.
  5. Finish on something lightEnd with a Fun or Would he rather card, so the night closes on a laugh, not a heavy topic.
Which questions to ask your boyfriend in which situation
SituationStart withSave for later
First few monthsFun, FlirtyDeep
Date night at homeWould he rather, About usSpicy
Long drive or road tripFun, The futureDeep
Texting when you're apartFlirty, Would he ratherAbout us
Anniversary dinnerAbout us, The futureSpicy

Turn the questions into a game

Dronk's Truth or Dare has 75 truths and 75 dares in three packs, and the app picks for you, so nobody has to think of the next one. It works just as well for two on the sofa as for a whole group.

Get Dronk free on iPhone
Truth or Dare in the Dronk app: a truth card on the screen

What makes a good question to ask your boyfriend

Most couples ask the same three questions every day: how was work, what do you want for dinner, what should we watch. The questions that bring you closer are the ones that ask for a story instead of a status update.

  • Ask for a moment, not an opinion. "When did you know you loved me?" gets a scene. "Do you love me?" gets a yes.
  • Mix silly and serious. Two fun questions buy you one deep one. If the mood drops, go back to "What would your wrestling entrance song be?"
  • Don't grade the answer. If he says something you didn't expect, ask a follow up instead of arguing. You can talk about it tomorrow.
  • Let him ask back. A question night is not an interview. Every question he answers is one you answer too.

Questions people ask

What are good questions to ask your boyfriend?

Good questions ask for a memory or a story, like "What was the first thing you noticed about me?" or "Which person shaped who you are the most?" This page has 130 of them in seven groups, from fun to deep.

What are some love questions to ask your boyfriend?

Try "When did you know you loved me?", "When do you feel closest to me?" or "How has being with me changed you?" The About us group has 20 love questions about the two of you.

What are funny questions to ask your boyfriend to make him laugh?

Ask something with no right answer: "If you were a kitchen appliance, which one would you be?", "What would your wrestling entrance song be?" or "How long would you survive in a zombie film?"

What are deep questions to ask your boyfriend?

Deep questions ask about fears, regrets and values, like "What's a fear you've never said out loud?" or "What do people misunderstand about you the most?" Ask them when you have time, and answer them yourself too.

What are flirty questions to ask your boyfriend over text?

Short ones work best by text: "When did you first want to kiss me?", "Which song makes you think of me?" or "Which of my texts have you read more than once?"

How many questions should we do in one night?

Ten to fifteen is plenty. Good questions lead to long answers, and one great conversation beats racing through the whole list.

Keep the night going

Updated