110 Flirty Questions to Ask Your Crush

Having a crush on someone can be both exciting and nerve-wracking.

Flirty questions are a great way to break the ice, show your interest, and get to know them better.

Whether you’re looking to spark a fun conversation, tease them playfully, or gauge their feelings, these questions can make any interaction memorable.

In this blog post, we’ve curated 110 flirty questions divided into fun categories to make it easier for you to pick the right ones for the moment. So, let’s dive in!

Cute Icebreakers

These questions are lighthearted and perfect for starting a conversation.

  1. What’s the first thing you notice about someone you like?
  2. Do you believe in love at first sight, or should I walk by again?
  3. What’s your favorite way to spend a Friday night?
  4. If we were to go on a date, where would you take me?
  5. What’s the cheesiest pickup line that actually worked on you?
  6. Who’s your celebrity crush, and do I stand a chance against them?
  7. What’s your idea of a perfect day?
  8. Are you a coffee or tea person? Maybe we could grab one together sometime.
  9. Do you think opposites attract?
  10. What’s one thing you’ve always wanted to try but never have?

Playful Teasers

Use these to keep the mood fun and flirty.

  1. Do you always look this good, or is it just for me?
  2. What’s your secret for being so charming?
  3. If I dared you to text me something flirty right now, would you?
  4. What would you do if I suddenly stole your phone and texted myself?
  5. Can you guess what I’m thinking about right now? (Hint: It’s you.)
  6. Do you believe in fate, or are we just lucky to be talking?
  7. Would you rather cuddle up with a movie or go on an adventurous date?
  8. If I challenged you to a staring contest, who do you think would win?
  9. What’s your guilty pleasure? (And can I be one of them?)
  10. Do you always have this much fun, or is it just when we talk?

Deep and Flirty Questions

Dive into meaningful conversations while keeping things light.

  1. What’s the most romantic thing someone’s ever done for you?
  2. Do you believe in soulmates, and do you think you’ve met yours?
  3. What’s one thing you’ve never told anyone but feel like sharing now?
  4. How do you usually know when you like someone?
  5. What’s one thing you’d change about the dating world?
  6. Do you think people can fall in love online?
  7. What’s one quality you find irresistible in someone?
  8. If you could describe your ideal relationship in one word, what would it be?
  9. What’s the most adventurous thing you’ve ever done for love?
  10. If I told you I liked you, how would you respond?

Cheeky Compliments

These questions double as compliments to make your crush blush.

  1. Has anyone ever told you how amazing your smile is?
  2. Do you always dress this well, or did you try extra hard today?
  3. What’s it like being the most attractive person in the room?
  4. Can you teach me how to be as cool as you?
  5. Is it your charm, or do you have some secret magic to making people like you?
  6. Have you always been this confident, or did you just gain it overnight?
  7. Do you realize how distracting your eyes are when I’m trying to concentrate?
  8. Did you know you have the best laugh? Because you totally do.
  9. How are you still single?
  10. Can I borrow your confidence for a day? You make it look so easy.

Lighthearted “What If” Questions

Spark creativity and daydreams with these imaginative questions.

  1. What if we got stuck on a deserted island? Do you think we’d survive?
  2. What if I challenged you to a karaoke battle—would you win?
  3. What if I showed up at your door with pizza and a movie? Would you let me in?
  4. What if we switched lives for a day? What’s the first thing you’d do as me?
  5. What if we went on a spontaneous road trip right now? Where would we go?
  6. What if I accidentally called you “babe”—how would you react?
  7. What if we met in a movie—what genre would it be?
  8. What if I confessed I dreamed about you?
  9. What if I said you were my favorite person to talk to?
  10. What if we danced together under the stars—would you say yes?

Flirty Favorites

Discover more about their preferences with a hint of romance.

  1. What’s your favorite way to be flirted with?
  2. Do you have a favorite date spot?
  3. What’s your favorite thing about me so far?
  4. Who’s your favorite rom-com character?
  5. What’s your favorite compliment you’ve ever received?
  6. Do you have a favorite type of hug?
  7. What’s your favorite romantic movie, and would you watch it with me?
  8. What’s your favorite thing to do on a lazy Sunday?
  9. Do you have a favorite kind of kiss—cheek, forehead, or lips?
  10. What’s your favorite memory of someone making you feel special?

Future Dreaming

Hint at possible future plans with these questions.

  1. What’s one place you’ve always wanted to visit? Maybe we could go together someday.
  2. What’s your dream vacation, and who would you take with you?
  3. What’s one goal you’re working toward that I can cheer you on for?
  4. What’s your dream house like? Can you see yourself sharing it with someone?
  5. What’s the most romantic trip you can imagine?
  6. How do you see yourself spending a perfect weekend in the future?
  7. What’s your idea of a dream date?
  8. If you had to cook dinner for someone special, what would you make?
  9. What’s one thing you’d want to do with me if we were dating?
  10. Where do you see yourself in five years—and can you picture me there too?

Daring and Bold Questions

Take things up a notch with these daring questions.

  1. Have you ever had a crush on someone and never told them?
  2. What’s the most spontaneous thing you’ve ever done for love?
  3. If I dared you to kiss me, would you?
  4. What’s the craziest thing you’ve done for a crush?
  5. If you could read my mind, what do you think you’d find?
  6. If I asked you out right now, what would you say?
  7. What’s one thing you’ve always wanted to ask me but haven’t?
  8. Do you think I’d make a good kisser?
  9. What’s one thing you wish people would notice about you?
  10. If I showed up at your door unexpectedly, what would you do?

Random and Fun Flirty Questions

Keep the mood light and entertaining.

  1. What’s your go-to dance move? Would you teach it to me?
  2. If we were in a band, what would our name be?
  3. What’s one song that always makes you think of romance?
  4. If I brought you your favorite dessert right now, would you share it with me?
  5. What’s your most embarrassing crush story?
  6. Do you believe in zodiac signs? Do you think we’re compatible?
  7. If you could trade lives with anyone for a day, who would it be?
  8. What’s your idea of a fun, flirty text?
  9. If we were in a movie, would it have a happy ending?
  10. What’s the best compliment you could ever receive?

Super Flirty Wrap-Up Questions

End on a bold and memorable note.

  1. If I told you I couldn’t stop thinking about you, what would you say?
  2. What’s the most romantic thing you’ve ever imagined doing for someone?
  3. Do you believe in taking risks in love?
  4. How would you describe me in three words?
  5. What’s the one thing you find most attractive about me?
  6. Would you rather hold hands or cuddle all night?
  7. If we had the chance to spend an entire day together, what would we do?
  8. Would you rather text me or talk to me in person?
  9. What’s one thing about me you’re curious about?
  10. What’s your biggest turn-on?
  11. If I asked you to meet me right now, would you come?
  12. Would you ever call me just to hear my voice?
  13. Do you think about me when we’re not talking?
  14. What’s one thing you wish I’d say to you?
  15. Can you guess what I want to ask you next?
  16. Do you believe in happy endings?
  17. If I were to ask you out, what’s the worst thing that could happen?
  18. How do you feel about taking chances on someone new?
  19. Do you think we’d make a good match?
  20. When can I see you again?

Final Thoughts
Flirting is an art, and these questions can help you master it while keeping the conversation engaging and fun.

Remember, the goal is to be yourself, stay confident, and enjoy the interaction.

Who knows? These flirty questions might just be the spark that lights up your romance!

So, which question are you going to try first? Let us know in the comments below!

Leave a Reply

Your email address will not be published. Required fields are marked *