Questions to Ask Your Boyfriend

Do not interview him. Both of you answer, then you look.

Questions to ask your boyfriend are easy to waste. You send five. He answers one. The night becomes a quiz, and you never say what you think. Pick one. You each answer it separately, before either reply is visible. Then you reveal them together. His answer is half. Yours keeps it from being a test he can pass.

Fun is the couch and the takeout. Deep is the real week, not the recap. Would he rather is fast. About us is the relationship, not his biography. Future can wait if you are new. Spicy stays PG: flirting and closeness you can still read out loud. The wider list is 100 questions for couples. The other side of this page is questions to ask your girlfriend.

One question is a night. samepage? keeps the reply hidden until you have both answered.

How to play with samepage?

Choose a single line. In samepage?, you each lock an answer before the other reply is visible. When you have both responded, you reveal them together. You go first too. If he is the only one talking, you learned less than you think. A second question can wait until tomorrow.

Fun

• What would a perfect nothing-night look like for us this week?
• What snack has to be in the house or the evening gets worse?
• Which of my jokes should I retire, and which one can stay?
• What show are we allowed to watch without the other person?
• What cheap date do we keep describing and never book?
• If we had two hours and no phones, where in this city would we go?
• What song means we are leaving the party?
• What silly competition would we both actually try?
• What do I wear that you like more than I do?
• What food opinion of mine do you pretend to share?
• Who is funnier when we are both tired?
• What belongs on a playlist that is only for driving with me?
• What game could we play in a waiting room without anyone noticing?
• What nickname would you never use in front of my friends?
• What boring errand becomes tolerable if we do it together?
• What photo on your phone is the most us, right now?
• If we had a cooking show, what would it be called, and who gets cut first?
• What purchase under ten dollars would improve our week?
• What impression of me is off-limits, and which one is fair game?
• What do we order when neither of us can decide and we are both hungry?

Deep

• What do I do when I am stressed that you wish I would name out loud?
• When did you feel most looked after by me, and what was I actually doing?
• What part of your week do I still not understand?
• What do you need from me on a hard day that is not advice?
• What worry about us have you skipped because it might sound dramatic?
• What did a past relationship teach you that you want us to keep?
• Where do you feel lonely even when I am in the room?
• What compliment from me lands, and which one feels like a script?
• What are you proud of that you have not asked me to notice?
• What do you protect in yourself that a partner could step on by accident?
• When we disagree, what do I do that makes it worse before the topic matters?
• What does respect look like on a Tuesday, not in a speech?
• What family story should I know before I am in that room again?
• What should I ask instead of how your day was?
• What are you carrying that is not mine to fix, but mine to know?
• When do you feel most like yourself around me?
• What apology from me would you still remember next year?
• What do you wish I would stop turning into a joke?
• What boundary did you learn late and refuse to relearn with me?
• What would make you feel chosen this month, as one concrete thing?

Would he rather

• Would you rather I plan the whole night, or you pick the place and I handle the rest?
• Would you rather we cook badly together or order in and stop pretending?
• Would you rather a long voice note or three lines that get to the point?
• Would you rather stay at your place or mine when both are a mess?
• Would you rather see the friends again or have a night with none of them?
• Would you rather I say the hard thing tonight or write it for the morning?
• Would you rather we share one dessert or each get the thing we actually want?
• Would you rather a loose weekend or one reservation and nothing else on the calendar?
• Would you rather I pick the movie, or you pick it and I am not allowed to sigh?
• Would you rather we talk in the car or sit in the quiet until someone is ready?
• Would you rather I check in during your workday or wait until you are home?
• Would you rather a photo of us or a photo of the place with us barely in it?
• Would you rather one expensive dinner or four cheap ones we do not dress up for?
• Would you rather I remember the small story or the practical thing you asked me to do?
• Would you rather a morning together or a late night, if we only get one this week?

About us

• What ritual do we already have that we should not try to upgrade?
• What do we do when one of us goes quiet, and does it work?
• Who reaches out first after a dumb fight, and is that fair?
• What does "I am fine" mean when you say it?
• What part of our week is actually ours, not leftover time?
• What do our phones do to the first ten minutes we are in the same room?
• What joke about us is still funny, and what joke is getting old?
• Where are we a good team, and where do we get in each other's way?
• What do we spend money on that is worth it, and what is just habit?
• How do we decide whose bad day wins?
• What chore has become a stand-in for a bigger feeling?
• When we make a plan, who is excited and who is managing it?
• What do we pretend not to notice so the evening stays easy?
• What kind thing do we do for each other without announcing it?
• What should we stop negotiating every single week?

Future

• What city could you see us trying for a year, and what would we miss?
• Do you want a place that is ours, or is moving between our places still fine?
• What does a good ordinary year look like, not a highlight reel?
• Is the kids question a yes, a no, or not for this year?
• What family tradition would you want us to keep, and which one can we drop?
• What money goal matters to you in the next twelve months?
• What kind of work life would make you a better partner, not just a busier one?
• Where should we travel while it is still easy to be spontaneous?
• What should I know before we ever share a lease?
• What future do you want that is not a performance of success?
• How often do you want to see your people if we build a life in one place?
• What risk do you want us to take while we are still light on our feet?
• What would settling down have to include so it does not feel like shrinking?
• What should our weekends protect, even if work gets loud?
• If we are still us in five years, what should be true on a random Wednesday?

Spicy, still PG

• Where should I kiss you when we only have a moment in a doorway?
• Do you want the flirting obvious, or something only we catch?
• What should I text you in the middle of a boring afternoon?
• Lights low and talking, or a walk when we cannot sit still?
• What do you want to be wearing in the version of tonight you actually want?
• Do you want me closer on the couch, or the almost-near on purpose?
• What song makes you want to pull me in, even in the kitchen?
• A slow kiss, or a quick one on the way out the door?
• What compliment about how you look feels good and not like a comment section?
• Do you want people to see that we are together, or do you like it private?
• What time of day are you most likely to want me close?
• What should I do with my hands when we are standing around with nothing to say?
• A note in your pocket, or a look across a room?
• What is the PG version of a night we keep almost having?
• Would you rather stay in and be a little shameless, or go out and let the tension come with us?

Keep going

• Questions to ask your girlfriend
• 100 questions for couples
• This or that questions