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If I were to choose my top five horror stories, being on a date with someone who doesn’t know how to hold a conversation would absolutely be up there (if you catch my TikTok reference). Because, IMO, there is seriously nothing worse than being stuck on a date without having anything to bond over. But the truth is that dates can be nerve-racking for everyone, and people tend to handle these emotions differently. Asking the right questions can go a long way in breaking the ice between you and your date — but how do you know what flirty icebreaker questions to ask in the first place? 

Finding the perfect balance between flirty and serious, get-to-know-you questions can be tricky — but it’s not impossible. You want to stay curious and humble while also sussing out whether this is someone who can match your energy. Asking flirty questions is a great way to show them some of your personality, as well as understand theirs better, too. 

So, if you’re on the hunt for flirty icebreaker questions to ask your crush on a date, look no further, bestie. Here are 25 flirty icebreaker questions to turn up the heat (and get the dirty convos rolling) on your date.

25 flirty icebreaker questions to ask

  1. What was your first impression of me? 
  2. What’s something that gives you butterflies?  
  3. If you could be anywhere in the world right now, where would you be?
  4. What’s your favorite nickname and why?
  5. How do you feel about slow dancing in the living room?
  6. What’s your biggest turn-on?
  7. What do you think the difference is between sex and making love?
  8. If we were alone in a room right now, what would you do to me? 
  9. What is the most adventurous thing you’ve ever done? 
  10. What’s the first thing you noticed about me? 
  11. What’s your favorite way to be teased? 
  12. If you could make three sexy wishes, what would they be? 
  13. What’s your favorite way to be kissed? 
  14. What’s a small gesture that makes you feel wanted? 
  15. When was the last time someone made you blush? 
  16. If we were to go on a second date, where would you take me? 
  17. What’s your favorite way to start the day?
  18. What’s your favorite place to be kissed?
  19. If your life were a rom-com, what would the theme song be?
  20. What’s the top song on your makeout playlist?
  21. What’s the best compliment you’ve ever received? 
  22. What’s your go-to dance move, and can I see it? 
  23. Makeup sex or breakup sex? 
  24. What’s your idea of a perfect date?
  25. Little spoon or big spoon?

Remember: a date is all about seeing if your energy matches in the first place. If they don’t respond well to any of your icebreaker questions, whether they’re flirty or not, you can always say no to the next date, bestie. All that’s important is you find someone who can match your freak!

I'm a National Wellness Writer for Her Campus, covering all-things health, sex, and relationships. Occasionally, I dip into other verticals on the site, including culture and entertainment.

Basically organized gossip💋👠🍒✨🧘‍♀️