Questions to Ask Your Crush
81 questions · By Dima Tretyak, creator of DeepTalk · Updated
Talking to a crush is easier when you're not scrambling for the next thing to say. A good question does two things at once: it keeps the conversation going and shows you're actually interested in them, not just in filling the silence.
The questions below start easy and get a little bolder as you scroll, from openers you can use in person or over text to flirty, funny and deeper ones for when things are clearly going well. Some come from the question decks in the DeepTalk app, and the rest were written for this page.
Easy openers to start a conversation
Low pressure, easy to answer, and good for in person or a first message.
- 1What's the best thing that happened to you this week?
- 2Where's the best place you've eaten lately?
- 3What are you listening to these days?
- 4What's something you're looking forward to this month?
- 5How did you end up doing what you're doing now?
- 6What's your go-to order at a coffee shop?
- 7What do you usually do to unwind after a long day?
- 8What's a show everyone talks about that you still haven't watched?
- 9What's the most interesting thing you've learned recently?
Questions to ask your crush over text
Short, fun and easy to reply to. More ideas in our conversation starters for texting.
- 10What's the last meme you sent someone?
- 11What's your comfort movie?
- 12What's your go-to song when you need a mood boost?
- 13What's one emoji you use way too much?
- 14Morning person or night owl?
- 15What was the highlight of your day?
- 16What's something you're weirdly good at?
- 17If you could be anywhere right now, where would you be?
- 18What's the last thing that made you laugh really hard?
- 19What's your ideal way to spend a snow day?
Rather play than scroll? DeepTalk deals these out one card at a time.
Questions to get to know your crush
For when the small talk is going well and you want to know who they really are.
- 20What's something about you that people are usually surprised to learn?
- 21What's your favorite way to spend a free afternoon?
- 22Who's the funniest person you know?
- 23What's a hobby you'd pick up if you had more time?
- 24What were you like as a kid?
- 25What's a place you've been that you still think about?
- 26What's your favorite thing about where you grew up?
- 27What's a goal you're working on right now?
- 28Which season fits your personality best, and why?
- 29What's your favorite smell, and what does it remind you of?
Flirty questions to ask your crush
A little bolder, still sweet. Good once you've been talking for a while.
- 30What did you think of me the first time we talked?
- 31Where would you take someone on a first date to really impress them?
- 32What makes someone instantly more attractive to you?
- 33What do you think about love at first sight?
- 34What's the best pickup line you've ever heard?
- 35If we hung out this weekend, what would we do?
- 36What's something you find cute that most people don't?
- 37What's your love language?
- 38What's the most awkward thing you've done around someone you liked?
- 39What's a compliment you never get tired of hearing?
Funny questions to ask your crush
Nothing breaks the ice like making each other laugh.
- 40What's your most useless talent?
- 41What's the most embarrassing song you know every word to?
- 42What's a conspiracy theory you low-key believe?
- 43If you were a snack, which one would you be?
- 44What's the weirdest dream you still remember?
- 45What would your villain origin story be?
- 46What's the strangest thing you've ever eaten?
- 47Which cartoon character are you most like?
- 48What's your worst haircut story?
Would you rather questions for your crush
Quick choices that show a lot about someone. More in our would you rather questions and this or that questions.
- 49Would you rather go to a concert or a comedy show?
- 50Would you rather text all day or talk on the phone for an hour?
- 51Would you rather have a movie night in or go out for tacos?
- 52Would you rather be the one who asks someone out or the one who gets asked?
- 53Would you rather go ice skating or bowling on a date?
- 54Would you rather get a playlist made for you or a handwritten note?
- 55Would you rather explore a new city or relax at the beach?
- 56Would you rather have a friend who's brutally honest or one who always hypes you up?
Deeper questions for when it's going well
For a long walk or a late-night chat, once you're comfortable with each other.
- 57What's something you care about more than people would guess?
- 58What's a moment that changed how you see the world?
- 59Who's someone you look up to, and why?
- 60What's something you're proud of that you don't talk about much?
- 61What does a good friend look like to you?
- 62What's something you've been nervous about lately?
- 63What's a dream you haven't told many people about?
- 64What do you value most in the people you're close to?
- 65What's a piece of advice you actually follow?
Questions to find out if they like you
Low-key ways to read the situation without putting anyone on the spot.
- 66What are you looking for in a relationship right now?
- 67What's your type, if you have one?
- 68What's your dating life been like lately?
- 69What's a green flag that gets your attention in someone?
- 70How do you usually let someone know you like them?
- 71What's the sweetest thing you've ever done for someone you had a crush on?
- 72Would you ever date one of your friends, and why or why not?
- 73What made your last crush special?
Questions before you ask them out
When you're pretty sure it's mutual. Once they say yes, grab our first date questions.
- 74What's your ideal way to spend a weekend with someone you like?
- 75Planned dates or spontaneous ones: which do you prefer, and why?
- 76What's something you'd want to do together that we haven't done yet?
- 77What's a place nearby you've always wanted to check out?
- 78How do you feel when someone asks you out directly?
- 79What's a movie you'd want to watch with someone special?
- 80What's a question you've been wanting to ask me?
- 81When do you feel most like yourself around new people?
How to use these questions
- Start with the openers. Jumping straight to flirty or deep questions can feel like too much, too soon.
- Listen for something to follow up on. "Wait, you did what?" beats moving to the next question on the list.
- Share your own answers too, so it feels like a conversation and not an interview.
- Over text, send one question at a time and give them room to reply.
- If they give short answers every time, that's information too. Don't force it.
Play them as cards instead
DeepTalk deals questions like these one card at a time, with 20 decks and over 2,000 questions for couples and friends.
Frequently asked questions
What should I ask my crush to start a conversation?
Start with something easy that invites a story, like "What's the best thing that happened to you this week?" or "What are you listening to these days?" Then follow up on whatever they mention instead of jumping to a new question.
What are good questions to ask your crush over text?
Keep them short and easy to reply to: "What's your comfort movie?", "Morning person or night owl?" or "What was the highlight of your day?" One question per message works better than a list.
How can I tell if my crush likes me by asking questions?
Questions like "What are you looking for in a relationship right now?" or "How do you usually let someone know you like them?" can help, but their behavior tells you more: whether they ask you questions back, keep the conversation going and make time to talk.
What are flirty questions to ask your crush without being awkward?
Keep it light and a little playful, like "What did you think of me the first time we talked?" or "If we hung out this weekend, what would we do?" Save flirty questions for once you've been talking for a while and the vibe is clearly friendly.