We get it—talking to someone you like in that way can be nerve-wracking. This is why you should always be prepared with questions to ask your crush; if only to improve on the whole “So what are your hobbies?” line of questioning.
There’s a bit of an art to seeding a romantic interest with questions that help you both gauge compatibility and strike the balance of fun, flirty, and probing. In other words, you want to deepen your knowledge of this person. You don’t want it to seem like you’re interviewing them for a job or ambushing them (says the person known for asking “When was the last time you cried?” on first dates). Of course, it’s not like there’s a strict formula for things to ask your crush to follow here. Talking to someone you’re into can be intimidating enough without mentally ticking off a things-to-say, things-not-to-say list in your head!
Below, you’ll find the best things to ask your crush, whether you’re hanging with them in person or having a convo over text. From deep questions to fun and, shall we say, suggestive ones, toss one of these into the mix the next time you’re feeling a little tongue-tied. (P.s. Even if this person has graduated from crush to someone you’re seeing, these are still good questions to ask!)
Asking questions shows you’re interested in someone, and you genuinely should be if you’re crushing on them. So let’s get to it.
We suggest starting small before diving directly into their deepest, darkest fears. Sure, that’s where all the intimate details may be, but you have to earn that. Start with the basics and work toward more interesting parts of them as you go along. Don’t underestimate the power of the old-fashioned “How many siblings do you have?”
1. Where did you grow up?
2. What’s something you’re looking forward to?
3. What’s the best compliment you’ve ever received?
4. In what ways do you think we’re similar?
5. Sweet or savoury breakfast?
6. What’s your current hyperfixation meal?
7. Are you a morning person or a night owl?
8. Favourite app on your phone?
9. Where do you stand on reality TV?
10. What’s something you’ve done that you think everyone could benefit from trying?
11. What’s your favourite meal to eat?
12. What’s your favourite meal to cook?
13. What’s your favourite restaurant?
14. Appetisers or dessert? Or both?
15. What would you be doing if you weren’t (insert job title or what they’re studying)?
16. What’s your favourite place you’ve traveled to?
17. Where are the next three places you want to travel?
18. What were you supposed to be named?
19. What was your college experience like?
20. What was your high school experience like?
