For the two of you

Questions to ask your boyfriend

A hundred and sixty questions for your boyfriend, from easy openers to tender ones to a little flirty. Draw one at a time, switch levels on and off, and save the ones worth coming back to. The full list sits below the deck.

160 questions
Light · Deep · Flirty · Us & future
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Light

What’s a meal you could eat every week and never get tired of?

Your saved questions (0)

Tap the heart on any card to keep it here. Saved on this device only, never sent anywhere.

Tip: the left and right arrow keys move through the deck.

How to use this deck

Pick your levels

Turn on Light for a warm up, add Deep when you have time, and keep Flirty for when the mood is right.
Draw a card

Tap Next and read the question out loud. Let him answer fully before you jump in with your own.
Answer it too

Every question works both ways. Swap roles and one card turns into two stories.
Save the good ones

Tap the heart on any card worth revisiting, then send him your saved picks as a link.

Tips for a good round

Ask one follow up before moving on. “What made you think of that?” turns a short answer into a story.
Skip freely. Any card can be passed, no explanation needed.
Five good questions beat thirty rushed ones.
Try Deep on a walk or a drive, when you’re side by side instead of face to face.

All 160 questions to ask your boyfriend

Every question in the deck, grouped by level. Read them as a list, or use the deck above to draw them one at a time.

Light 40 questions

Easy openers about everyday life, small joys and strong opinions.

What’s a meal you could eat every week and never get tired of?
Which song do you skip every single time, and which one do you secretly replay?
What’s the best thing that happened to you this week that you haven’t mentioned yet?
If you had a free Saturday with zero plans, how would you spend the first three hours?
Which app on your phone would surprise me the most?
What’s a small thing that instantly rescues a bad day for you?
What’s the most underrated snack, and why will you defend it to the end?
Which movie can you quote almost word for word?
What’s a skill you learned from a random video that you actually use?
Who in your life sends the best texts, and what makes them so good?
Describe your ideal Sunday morning, down to the drink in your hand.
What’s a hobby you’ve always wanted to try but keep putting off?
Which teacher do you still think about, and what did they get right?
What’s the first place in your hometown you’d take me to?
What’s the strangest job you’ve ever had, or the strangest task in a normal one?
If you could master one instrument overnight, which would it be?
What’s your usual coffee shop order, and what do you think it says about you?
Which smell takes you straight back to being a kid?
What’s something you’re weirdly good at that never comes up in conversation?
What’s the last thing you looked up purely out of curiosity?
Which season do you feel most like yourself in, and why that one?
What’s a show you’ve rewatched more times than you’d like to admit?
If this week had a soundtrack, what would be playing right now?
What’s the best gift you’ve ever received that cost almost nothing?
What’s a food you hated as a kid and love now?
Who was your first celebrity crush, and does it hold up?
What would you name a boat if you ever owned one?
Which chore do you actually find a little satisfying?
What’s a phrase you overuse, and when do you think it started?
If you could live in any decade for a year, which one, and what would you do first?
What’s the best piece of advice you’ve ever ignored?
What’s a rule from growing up that you still follow without thinking?
Which friend would you call first to help you move a couch at midnight?
What’s a tiny luxury you would never give up?
Which object in your room right now is the most you?
What do you do in the first ten minutes after you wake up?
Tell me about a trip that didn’t go to plan but turned out great anyway.
If you had to teach a class on anything tomorrow, what would it be?
What’s your most controversial food opinion?
Which part of your daily routine would you never let anyone change?

Deep 40 questions

His past, his people and the things he doesn’t often say out loud.

What’s something you believed at twenty that you’ve quietly let go of?
What’s something you do that makes you feel really capable?
What did the people who raised you get right that you want to keep doing?
What’s something from your childhood you’d handle differently if it happened today?
Which friendship taught you the most about being a good friend?
What’s a fear you’ve outgrown, and one you haven’t yet?
Who do you want to be at fifty, and what’s one step toward it?
What’s a compliment you got years ago that you still carry around?
What does a good day at work feel like for you, not just look like?
Who are you trying to make proud, if anyone?
Who in your life understood you before you understood yourself?
What’s the hardest thing you’ve ever had to say out loud?
What’s a topic you could happily talk about for an hour if someone let you?
How did your family show love when you were growing up?
What do you do with sadness when nobody’s watching?
What’s a mistake you made that ended up shaping who you are?
What’s a compliment you used to brush off that you can accept now?
What does feeling safe with someone look like to you?
When do you feel lonely, even around other people?
What’s a dream you gave up on, and do you ever miss it?
What’s one thing you’ve never told me because the moment never seemed right?
How do you know you need a break, and how could I spot it sooner?
Who was the first adult outside your family who really believed in you?
Which part of your work would you keep doing even if money didn’t matter?
Who do you miss the most, and what exactly do you miss about them?
What’s a value you’d hold onto even if it cost you something?
When you were a teenager, what did you think love would look like?
What’s something you’re still proud of that nobody else remembers?
When you’re hurting, do you want words, space, or company?
Which of my habits makes you feel most cared for?
What’s a question about your own life that you’re still trying to answer?
Which version of you would your childhood friends recognize most?
What’s something about a parent or the adult who raised you that you only understood once you grew up?
What do you need more of right now: rest, challenge, or connection?
What’s the biggest risk you’ve taken, and would you take it again?
What does a good life look like to you in ten years, beyond work?
What’s a movie, song or book that hits you harder than you’d expect?
Is there a friendship you let fade that you still think about sometimes?
What do you wish you’d known about yourself five years ago?
How do you show love when you don’t have the words for it?

Flirty 40 questions

Attraction, first impressions and romance, kept sweet and PG-13.

What was the first thing you noticed about me?
When did you first realize you had a crush on me?
Which outfit of mine do you secretly hope I wear more often?
Which of our kisses do you remember best, and why that one?
What’s something I do that I probably don’t know drives you a little wild?
If we had one evening with no phones and no plans, how would you want to spend it with me?
What song makes you think of me the second it comes on?
What was going through your head on our first date?
What’s the most attractive thing I’ve ever said to you?
What’s a small thing I could do tomorrow that would make you smile all day?
What’s a compliment you’ve wanted to give me but never quite said?
Which photo of me do you look at more than you’d admit?
What’s your favorite way for me to say good morning?
If you planned a surprise date for me tonight, where would we end up?
What’s the smallest gesture of mine that makes you want to hold my hand?
When do you think I look my best, and would it surprise me?
What do you remember about the first time we held hands?
Which text from me made you grin in public?
What’s your favorite thing about the way I laugh?
If we were meeting for the first time today, what line would you open with?
Which of our inside jokes still makes you smile at random moments?
What did you find most irresistible about me in the first month?
Tell me about a moment you wanted to kiss me but didn’t.
What’s your favorite thing to do together when we’re both too tired to go out?
What would you write on a note you’d slip into my pocket?
Which scent of mine would you recognize anywhere?
Which date of ours would you relive tomorrow if you could?
Do you have a favorite spot to sit next to me, and why there?
What’s a nickname you’ve thought about calling me but haven’t tried yet?
What was the moment you knew you wanted a second date?
What’s the most romantic thing you’ve ever imagined doing for me?
When I’m across the room at a party, what are you thinking?
What would you say in a toast about me, if you had to give one tonight?
What would a perfect slow morning together look like, start to finish?
What’s something sweet you’d love me to whisper when nobody else can hear?
If I left you a voicemail just to flirt, what would you want it to say?
What do you think our first kiss looked like from the outside?
Which feature of mine would you draw first if you had to sketch me?
What’s the most attractive thing about how I treat other people?
When do you feel most wanted by me?

Us & future 40 questions

The two of you: what you’re building and where you want to go next.

What’s a tradition you’d love us to start this year?
Where do you picture us living in five years, even if it’s a wild guess?
What’s one thing we do well as a couple that you’re proud of?
What’s a trip you want us to take before we get too comfortable to bother?
How do you want us to handle it when we disagree about something big?
What’s one small habit we could add to our week that would bring us closer?
What does a really good ordinary weekend look like for us?
Which couple do you admire, and what do they do that we could borrow?
What’s something you want us to be known for among our friends?
Which goal of yours could I help with more?
How do you feel about the way we split the everyday stuff right now?
If you could only keep one memory of us, which would it be?
If we wrote a bucket list for this year, what goes at the top?
What does commitment mean to you in practice, on an ordinary Tuesday?
What’s a skill you’d like us to learn together?
How should we celebrate milestones, big or small?
If we share a home someday, what should it feel like when friends walk in?
What’s something about us you hope never changes?
How can I support you better when work gets heavy?
What would you want us to do with an unexpected free week?
How do you feel about talking money as a couple, and where should we start?
Which of our arguments taught us the most?
What’s one thing you’d like our home to always have, wherever we live?
Big plans or quiet ones: how do you want us to spend birthdays?
What’s a dream you haven’t said out loud because it involves me?
Where do you want us to be a year from today?
What’s one thing you’d like us to do more of, and one thing less?
How do you feel about the pace of our relationship right now?
What would our ideal weeknight together look like?
Which part of our story would you tell at a dinner party?
What’s a place that matters to you that you want to show me?
How do you picture us getting older together?
What’s something new you want us to try as a couple this season?
How do you like to reconnect after a few busy days apart?
What’s a promise you’d want us to make to each other?
What are you most looking forward to with us right now?
If we had a motto as a couple, what would it be?
How do you want us to handle time with each other’s families and friends?
What’s a hard conversation you think we should have soon, gently?
What do you think we’ll laugh about together in ten years?

Frequently asked questions

What are good questions to ask your boyfriend?

The best ones invite a story instead of a yes or no. Ask about specific moments, like the friendship that taught him the most or the smell that takes him back to childhood, rather than broad favorites. This deck mixes light, deep, flirty and future questions so you can match the mood you’re in.

Are these okay for a new relationship?

Yes. Start with Light, which is made for getting to know each other, and add Flirty when it feels natural. Deep and Us & future can wait until you’ve had a few real conversations; there’s no rush to cover them all.

How many questions should we do in one sitting?

Usually five to ten. A good question can easily fill fifteen minutes, and stopping while it’s still fun makes you want to come back. Use the heart to save the rest for another night.

Is it free, and do you keep our answers?

It’s free with no account. The deck never asks for your answers; you say them out loud. Favorites are saved in your own browser on this device, and nothing is sent anywhere.

Can I send these questions to my boyfriend?

Yes. Use “Send this deck to your partner” for a link to the whole deck, or heart a few cards and send your saved picks, which opens the deck with just those questions.