Questions to Ask Your Crush: 80+ Fun, Flirty and Deep Ideas
The best questions to ask your crush start light and only get deeper when the conversation does: easy openers first, then playful this-or-that questions, then curious ones about what matters to them, and a little flirting only if they join in. Below are 85 of them in four stages. You can read them here or play them free online as cards, on one phone or from anywhere.
85 questions to ask your crush, by stage
Start at the top and move down only when the chat feels easy and you are both enjoying it. Ask one question, listen properly and answer it yourself too, so it feels like a conversation and not an interview. Nobody has to answer anything: "I'll pass" is always a fine reply. These are the same cards you will find in the games.
Easy openers
Light questions anyone can answer in a sentence or two. From the Easy icebreakers pack of First Date Questions.
- What does a perfect lazy Sunday look like for you?
- What's the best thing you've eaten this week?
- What do you do for work, and what do you enjoy most about it?
- What's your hometown like, and what do you miss about it?
- Coffee, tea, or something else to start your morning?
- What's a small thing that always makes your day better?
- What's the last show you couldn't stop watching?
- Are you a morning person or a night owl? Be honest.
- What did you love doing on weekends when you were a kid?
- What's your go-to comfort meal when you need cheering up?
- Which song has been stuck in your head lately?
- Where in your city would you take a visitor first?
- Do you cook? What's the dish you're proudest of?
- What's something you've been enjoying a lot lately?
- How do you usually unwind after a long day?
- Beach, mountains or city: where do you feel most like yourself?
- What's your favourite season, and what do you do in it?
- What's the best trip you've taken, even if it was a short one?
- Which hobby could you happily talk about for hours?
- Is there a food you used to hate and now love?
Fun, this-or-that style
Playful choices with no wrong answer are great for keeping a chat going, especially when it goes quiet. They come from Would You Rather for Couples and Hot Takes for Couples.
Would you rather… (pick one of each pair)
- Pancakes at every meal / Pizza at every meal
- Fly anywhere you like / Turn invisible
- Bottomless popcorn / Bottomless candy
- A dragon the size of a cat / A cat the size of a dragon
- Have ice cream for breakfast / Have cake for breakfast
- Talk to animals / Speak every language
- Super speed / Super strength
- Only sweet treats / Only salty snacks
- A pop star for a day / A famous chef for a day
- Pause time / Rewind ten minutes
- By the sea / In the mountains
- A slow, lazy day / A day full of plans
- A big garden / A rooftop terrace
- An early bird with long mornings / A night owl with long evenings
- Plan every detail of a trip / Wing it completely
- Dance in the rain / Watch it from under a blanket
- In a cosy café / On a movie marathon at home
- Try a new hobby every month / Master one hobby for years
- Wildlife on safari / Penguins and glaciers
- A surprise city / A surprise beach
Hot takes: do you agree or disagree?
- Pineapple belongs on pizza
- Breakfast for dinner is the best meal of the week
- Cold pizza is better than hot pizza
- Sharing one dessert beats ordering your own
- Ice cream is a year-round food, even in the snow
- Rom-coms are underrated
- Autumn is the best season
- A beach holiday beats a city break
- Scary movies are best watched with the lights off
- Texting good morning every day is essential
- Friendly teasing is the best kind of flirting
- A first date should be a coffee, not a dinner
Getting to know them better
Questions about what they care about. Try them once you have talked a few times or shared a few laughs. From the What matters and Getting closer packs of First Date Questions.
- What matters most to you in a friendship?
- What's something you'd love to do in the next year?
- What does a really good week look like for you?
- How do you like to be supported when you're having a hard day?
- What's a goal you're quietly working toward?
- What does feeling at home really mean to you?
- What's something you're proud of that nobody ever asks about?
- What do you value most in the way people communicate?
- When you disagree with someone, what helps you talk it through?
- What's something you've learned about yourself in the last few years?
- What gives you energy, and what quietly drains it?
- What's a risk you're really glad you took?
- How do you like to celebrate good news, big or small?
- What did you want to be when you grew up, and how does that compare with now?
- What's something you'd like to get better at this year?
- What's one value you'd never compromise on?
- What have you enjoyed most about getting to know me so far?
- What's a place you'd love to show me someday?
- What do you like best about the way we talk?
Slightly flirty
Light, playful and easy to brush off. Use them only when your crush is clearly enjoying the chat and flirting back, and drop it kindly if they seem unsure or change the subject. From Flirty Questions for Couples.
- Who's the better flirt, you or me? Make your case.
- Give me your best pick-up line. The cheesier, the better.
- What's the cheesiest line that would actually work on you?
- Tease me about one harmless quirk. I promise to laugh.
- Which of my emojis is the flirtiest, and what does it say?
- If I tried to impress you right now, what should I do?
- What's the most charming thing I do without noticing?
- Make up a pick-up line using something you can see right now.
- Pretend we just met at a party. What's your opening line?
- Try a pick-up line in your best fake accent. Make me laugh.
- What was the very first thing you noticed about me?
- What tiny habit of mine do you find secretly adorable?
- What do you love most about how we talk to each other?
- What's something about me that surprised you in a good way?
Over text or in person?
Over text
- Send one question at a time and let them answer in their own time. A reply that takes a few hours is perfectly normal.
- Stick to openers and this-or-that questions: they are quick to answer on a phone and fun to reply to.
- Answer your own question too, so it feels like a chat and not a quiz.
- Tone is hard to read in text, so add a smiley or a joke to keep flirty questions light.
- If they send short replies or go quiet, ease off. Two or three unanswered questions in a row is too many.
In person
- Work questions into whatever you are doing: a walk, a coffee, a queue, a lift home.
- Listen and follow up with "why?" or "tell me more" instead of rushing to the next question.
- Watch how they respond. If they lean in and add details, you can go a little deeper; if answers get short, change the subject.
- Share something about yourself after each of their answers, so it stays two-way.
- Ask a few, not twenty. End while it is still fun.
Consent works both ways. If a question gets a joke or a very short answer instead of a real one, take the hint kindly and move on.
What not to ask yet
Early on, keep these for later or for when they bring them up themselves:
- Details about their exes or past relationships.
- How they feel about you. If you want to know, invite them for a coffee and say it face to face, kindly and with no pressure.
- Heavy topics such as money, health, family troubles or religion and politics, unless they raise them.
- Marriage, kids or where this is going.
- Anything about their body or their private life, beyond a kind compliment.
- Where exactly they live or what their daily routine is. Let them share that when they are comfortable.
- Anything that puts them on the spot, like "Why haven't you replied?".
Which stage for which moment
Move down a stage only when it feels natural. There is no rush.
| Stage | Good for | Cards from |
|---|---|---|
| Easy openers | First messages, a new chat, a first meeting | Easy icebreakers |
| Fun, this-or-that | Keeping a chat going when it goes quiet | Would You Rather for Couples, Hot Takes for Couples |
| Getting to know them | After a few conversations or some shared laughs | What matters, Getting closer |
| Slightly flirty | Only when they are clearly flirting back | Flirty Questions for Couples |
Play it free online
- Open First Date Questions and choose Same phone or Online.
- Choose a pack (or Mix) and 10 or 20 cards, then press Start.
- Online, tap Play a friend, then Create table, and send the invite link or code. They join from their phone or computer, no account needed.
- Read each card aloud, answer in your own words, ask one follow-up, then tap Next card. Skip any card you would rather not answer.
Only suggest it if they are up for it, something like "Want to try a quick question game?" works well. If you like the guessing format, Would You Rather for Couples and Hot Takes for Couples let you each pick and guess the other's answer, and Flirty Questions for Couples has the flirty cards. More ideas: our first date questions, This or That questions or the full list of games for couples.
Frequently asked questions
What are good questions to ask your crush?
Good ones are light, open and easy to answer, like "What's the best thing you've eaten this week?" or "Which hobby could you talk about for hours?". Start there, then move to this-or-that questions, and only go deeper or flirtier when they clearly enjoy it.
What are fun questions to ask your crush over text?
Would-you-rather and this-or-that questions work best, because they are quick to answer and easy to joke about. Send one at a time and answer it yourself too.
How do you ask your crush questions without being awkward?
Ask one at a time, listen to the answer, and share your own. Turning it into a game ("Want to try a quick question game?") takes the pressure off, and it is fine to pass on any question.
How do you flirt with your crush using questions?
Keep it light and playful, like asking for their best cheesy line or what the most charming thing is that someone could do on a date. Watch how they respond: if they flirt back, carry on, and if not, move to a lighter topic.
What should you not ask your crush?
Skip things that put them on the spot or are private: details about exes, how they feel about you, heavy topics, where they live exactly, or anything about their body. Keep those for later or let them bring them up.
Can we play a question game online, and is it free?
Yes. First Date Questions has the openers, deeper cards and more, and you can play on one phone or online by sending an invite link. It is free, with no download and no account.