Crush

50 questions to ask your crush (that won't feel awkward)

50 questions · Updated 10 Nov 2026

The hardest part of talking to a crush is the first question. Too intense and it's awkward; too boring and the chat dies. These 50 start easy, move to getting to know them, add a little flirting, and finish with deeper questions for when you're already talking every day.

There's also a set made for asking anonymously — send them to your crush's link if they have one, and see how they answer without knowing it's you. When you're ready to say more, here are things to say to your crush anonymously.

Ask these anonymously

Get your own free link, put any question on it and share it to your story. Friends answer without their names.

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Easy openers

1.What's been the best part of your week?Ask
2.What's a show you'd recommend to anyone?Ask
3.What's your go-to order at a café?Ask
4.What song is on repeat for you right now?Ask
5.What's something you're looking forward to?Ask
6.How do you switch off after a long day?Ask
7.What's the last thing that made you laugh out loud?Ask
8.Are you a morning person or a night owl?Ask
9.What's a place in the city you love?Ask
10.What's your favourite way to spend a free evening?Ask

Getting to know them

11.What were you obsessed with when you were younger?Ask
12.What's something you're really good at?Ask
13.What's a goal you're working towards right now?Ask
14.What's the best trip you've ever taken?Ask
15.What do you love most about your friends?Ask
16.What's one thing people often get wrong about you?Ask
17.What's your ultimate comfort food?Ask
18.What's a skill you'd love to learn?Ask
19.Who do you go to for advice?Ask
20.What makes a day perfect for you?Ask

A little flirty

21.What's your idea of a perfect date?Ask
22.What's the cheesiest pickup line that would actually work on you?Ask
23.What's the first thing you notice about someone?Ask
24.Do you believe in sparks on the first meeting?Ask
25.What's your favourite compliment to receive?Ask
26.Who's your celebrity crush?Ask
27.What makes someone instantly more attractive to you?Ask
28.Long drive or long walk with someone you like?Ask
29.How do you show someone you like them?Ask
30.Do you text first or wait to be texted?Ask

To ask anonymously

31.Do you have a crush on someone right now?Ask
32.What would you do if your crush liked you back?Ask
33.Can you usually tell when someone likes you?Ask
34.What's your type, honestly?Ask
35.Would you ever date a friend?Ask
36.What would make you say yes to a date?Ask
37.Is there someone you've been meaning to text?Ask
38.Have you ever had a secret admirer?Ask
39.What's the clearest sign someone likes you?Ask
40.Would you want to know if someone had a crush on you?Ask

Deeper

41.What's something you've changed your mind about recently?Ask
42.What does a good relationship look like to you?Ask
43.What's the bravest thing you've ever done?Ask
44.What are you most grateful for this year?Ask
45.What's something you're still figuring out?Ask
46.Who has shaped you the most?Ask
47.What do you value most in a friend?Ask
48.What's a small thing that means a lot to you?Ask
49.What's a dream you haven't told many people?Ask
50.When do you feel most like yourself?Ask

Tips

Ask, then listen

A good question is only half of it. Follow up on what they say — “wait, why that song?” — and the conversation keeps itself going without you hunting for the next question.

Anonymous takes the pressure off

If your crush shares an anonymous link, the anonymous set is perfect: you get an honest answer and they don't feel watched. One or two questions is charming; twenty in an hour isn't.

Match their energy

If they reply with one word, stay light. If they write paragraphs, go deeper. The flirty set works best once you're already chatting comfortably.