60 Flirty Questions to Ask a Guy (From Cute to Spicy)

The best flirty questions do two things at once: they make him talk about himself (which everyone likes) and they add a little tension (which is the whole point). Here are 60 flirty questions to ask a guy, whether you are texting, on a first date or already together.

Light and playful

1. What is the most romantic thing you have ever done for someone?
2. Be honest: what did you think the first time you saw me?
3. What is your go-to move to impress someone?
4. What song would you play to set the mood?
5. What is your idea of a perfect first date?
6. Are you a good kisser? Who told you that?
7. What is one thing that always makes you smile?
8. What is the cheesiest pickup line you have actually used?
9. Do you believe in love at first sight, or should I walk by again?
10. What is your most attractive quality, in your opinion?
11. What is something you are really good at that I do not know about yet?
12. Would you rather be the big spoon or the little spoon?
13. What is the best compliment a girl has ever given you?
14. Who was your first celebrity crush?
15. Dogs or cats? Choose carefully.

Flirty texting questions

1. What are you doing right now? And what would you rather be doing?
2. If I was there right now, what would we be doing?
3. What was your first thought when you woke up today?
4. Describe your perfect lazy Sunday.
5. Do you get butterflies when you text me?
6. What outfit do you think I look best in?
7. What is something you want to do with me that we have not done yet?
8. Would you rather go out tonight or stay in with me?
9. What is the most attractive thing a girl can do?
10. Do you think about me when I am not around?

A little deeper

1. What makes you feel really connected to someone?
2. What is one thing people misunderstand about you?
3. What is the bravest thing you have done for love?
4. What is something you have never told a girl before?
5. What is your biggest green flag in a partner?
6. What does romance mean to you?
7. When did you last feel nervous around someone?
8. What is a dream you have never said out loud?
9. What do you find most attractive: humor, confidence or kindness?
10. How do you know when you really like someone?

Spicy questions (18+)

Only when you both clearly enjoy the direction the conversation is going.

1. What is the first thing you notice about a girl physically?
2. What is your biggest turn on?
3. What is something I do that drives you a little crazy, in a good way?
4. Where is the most spontaneous place you would want to kiss me?
5. What is a fantasy you would actually want to try?
6. What is the sexiest thing someone can whisper to you?
7. Lights on or off?
8. What is your favorite kind of kiss?
9. What would you do if I kissed you right now?
10. What is one thing you want me to know about what you like?
11. Have you ever had a dream about me?
12. Would you rather I wear your shirt or a little black dress?
13. What is your idea of a perfect night in?
14. What is the boldest move you have made on someone?
15. What is one word to describe our chemistry?

Would you rather (flirty edition)

1. Would you rather have a movie night in or a fancy dinner out with me?
2. Would you rather I text you good morning or good night?
3. Would you rather kiss in the rain or under the stars?
4. Would you rather slow dance or go dancing at a club?
5. Would you rather I cook for you or you cook for me?
6. Would you rather get a love letter or a surprise visit?
7. Would you rather have a spontaneous road trip or a planned vacation?
8. Would you rather cuddle or play a game?
9. Would you rather I be funny or flirty?
10. Would you rather know what I am thinking right now or be surprised later?