Relationships4 min read

Fun questions to ask your crush anonymously

Having a crush is thrilling, but the fear of rejection can be paralyzing. You want to know more about them—what they like, who they are, if they’re single—but asking directly feels too risky. Enter the anonymous question.

It’s the perfect low-pressure way to flirt, gather intel, and get on their radar without blowing your cover. Here are the best questions to ask your crush, sorted by "vibe".

😏 Flirty & Playful

Use these to test the waters and see if they’re open to romance.

  • 1. What is your idea of a perfect first date?
  • 2. What is the biggest turn-on for you in a person?
  • 3. Do you believe in soulmates?
  • 4. What is the most romantic thing anyone has ever done for you?
  • 5. Are you currently crushing on anyone? (Bold move!)
  • 6. What physical feature do you notice first in someone?
  • 7. Would you ever date a friend?
  • 8. What is your "type" in three words?

🕵️‍♀️ Intel Gathering

Use these to find out if you’re compatible without being obvious.

  • 9. What is a deal-breaker for you in a relationship?
  • 10. Are you a morning person or a night owl?
  • 11. Do you want kids in the future?
  • 12. What is your love language? (Words, Touch, Gifts, Acts, Time)
  • 13. How do you spend your weekends usually?
  • 14. Are you more of an introvert or an extrovert?
  • 15. What is the last book you read or movie you watched?

🤪 Random & Fun

Use these to make them laugh and show your fun side.

  • 16. If you were a pizza topping, what would you be?
  • 17. What is the cringiest song on your playlist right now?
  • 18. Would you rather fight one horse-sized duck or 100 duck-sized horses?
  • 19. What is your most useless talent?
  • 20. If you could only eat one color of food for the rest of your life, what would it be?

The Golden Rule of Anonymous Flirting

Don't be creepy. There is a fine line between "mysterious admirer" and "stalker." Keep it light, respectful, and fun. If they don't answer or seem uncomfortable, back off. The goal is to make them smile, not look over their shoulder.

Pro Tip:

If they answer your anonymous question positively, that’s your green light! You can then slide into their DMs or talk to them in person and mention the topic casually. "Hey, I saw you posted about liking sushi..."

Ready to get honest feedback?

Create your anonymous link and start receiving genuine messages from friends. No login required, completely free.