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.

Beginner Questions

We suggest starting small before diving directly into their deepest, darkest fears.

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?

Taking it Deeper

Once you’ve got the basics down, it’s time to take it deeper.

1. Do you believe in monogamy?
2. What’s your favourite childhood memory?
3. Are you close with your parents?
4. Have you been in love before?
5. When was your first kiss?

Flirty Questions

The best part about getting your crush alone is the flirting.

1. What makes for a perfect date, in your opinion?
2. What’s the most romantic thing someone has ever done for you?
3. What’s the hottest thing someone has ever done for you?
4. How would you define sex appeal?
5. Do you consider yourself a good kisser?