If you want to know your crush better, ask about something they already care about: a show they mentioned, a hobby, a place they keep bringing up. The 45 questions below start with easy openers, move to what matters to them and end with a few about dating, for when you both know where things are heading.
Ask in person or by message
A question by text gives them time to answer and makes it easy to keep going later. In person, you get to see what lights them up. Either works. By message, ask one question and wait for a reply rather than sending three.
If your crush is a friend or a coworker
Keep to the first group until you know whether the interest is mutual. You will still see each other tomorrow, and an easy question leaves room for both of you if the feeling isn’t shared.
Let the questions be questions
A good question is a way to learn about someone, not a test of whether they like you back. Share your own answers too. If something sparks, follow it with “How did you get into that?” rather than moving to the next question.
What to avoid
- Several questions in a row without saying anything about yourself
- Exes or painful past experiences early on
- Questions that sound like a job interview
If it goes well
When you’re ready to ask them out, first date questions help with the evening itself. Flirty questions keep things playful, and the 36 questions to fall in love are a longer exercise for two people who want to get closer.