100+ Flirty Questions to Ask a Guy You Like 🥰

You spot him across the room and your heart springs into a gymnastics routine. It’s your crush in all his glory – that guy who makes your knees weak with just a smile.

You want to talk to him, but your mind goes blank.

What on earth do you say to turn a casual chat into something electric?

Not to worry, I’ve got you covered. I’m serving up 100 tempting conversation starters that are sure to grab his attention. With these flirty questions in your back pocket, you’ll have him blushing and utterly charmed from the very first word.

Picture this – you confidently stride up, flash that winning smile, and ask him a cheeky question like “What’s your favorite thing about dating?”

Wait for that adorable chuckle as he considers his response.

Or try an intriguing icebreaker like “If you could travel anywhere right now, where would you go?” Watch his eyes light up as he paints a picture of his dream destination.

Let’s go.

Flirty Questions to Ask a Guy

1. What’s something you find irresistibly attractive in a person?
2. How would you describe your ideal date?
3. What’s a romantic movie scene you wish you could recreate in real life?
4. Do you believe in love at first sight, or should I walk by again?
5. What’s your idea of a perfect romantic getaway?
6. How would you describe your flirting style: playful, charming, or alluring?
7. What’s something you’ve always wanted to say to someone you’re attracted to?
8. What’s the most romantic thing you’ve ever done for someone?
9. How do you know when you’re really into someone?
10. What’s a song that always makes you think of romance?
11. If you could take anyone in the world on a date, who would it be?
12. What’s your favorite romantic gesture?
13. How do you feel about public displays of affection?
14. What’s something that always makes you feel flirty?
15. What’s your secret talent that tends to impress dates?
16. What’s the most flirtatious thing someone has said to you?
17. How would you describe your love language?
18. What’s an instant turn-on for you?
19. What’s your most memorable date experience?
20. What’s a romantic skill you wish you had?
21. What’s your love language?

Flirty Questions to Ask a Guy Over Text

1. What’s your idea of a perfect date night?
2. If we were together right now, what would we be doing?
3. What’s something you always wanted to text someone but never did?
4. Do you prefer long romantic chats or late-night adventurous texts?
5. What emoji do you find yourself using the most when flirting?
6. What’s the most interesting thing about you that I wouldn’t guess from your texts?
7. If you could send me a song that sums up your feelings right now, what would it be?
8. What’s a text you’ve received that made your heart race?
9. Do you think you can make someone fall for you through texts alone?
10. What’s a question you’re dying to ask me over text?
11. How would you describe your texting style: witty, flirty, or intriguing?
12. What’s your favorite topic to text about late at night?
13. Have you ever sent a risky text and regretted it?
14. What’s the most daring text you’ve ever sent?
15. If we could text each other in any language, what would it be?
16. What’s a text that always makes you smile?
17. How do you feel about texting first thing in the morning or late at night?
18. What’s a text that would make you drop everything and respond?
19. What’s the longest you’ve ever texted someone?
20. If our text conversation was a book, what would the title be?

Related: Questions to ask a guy over over text.

Flirty Questions to Ask a Guy to Get to Know Him Better

1. What’s a passion of yours that you rarely share with others?
2. What’s the most adventurous thing you’ve ever done?
3. What’s your dream job?
4. What’s a trait you admire most in others?
5. What’s your favorite memory that always makes you smile?
6. What’s something you’re really proud of?
7. What’s a habit you’re trying to change or improve?
8. What’s a book or movie that changed your perspective on life?
9. What’s a place you’ve always wanted to visit and why?
10. What’s something you wish more people knew about you?
11. What’s your favorite way to relax after a stressful day?
12. What’s a goal you’ve set for yourself this year?
13. What’s a piece of advice you’ve received that stuck with you?
14. What’s something that always calms you down?
15. What’s a childhood dream you still think about?
16. What’s a skill you’d love to learn?
17. What’s something you’re surprisingly good at?
18. What’s a challenge you’ve overcome that you’re proud of?
19. What’s a tradition or ritual that’s important to you?
20. What’s a subject you could talk about for hours?

150+ Things to Say to Your Crush (*Cute, Funny, and Flirty*)

Flirty Questions to Ask a Guy to Make Him Laugh

1. If you were a superhero, what would your superpower be?
2. What’s the funniest pick-up line you’ve ever heard?
3. If kisses were snowflakes, I’d send you a blizzard
4. What’s the most embarrassing thing you’ve done to impress someone?
5. If you were a food item, what would you be and why?
6. What’s the biggest fear you have?
7. If your life was a sitcom, what would it be called?
8. What’s the worst date you’ve ever been on?
9. If you could only use one cheesy pick-up line for the rest of your life, what would it be?
10. What’s the funniest thing that’s ever happened to you on a date?
11. So…Big spoon or little spoon? Asking for a friend. 😂
12. If you could swap lives with a comedian for a day, who would it be?
13. I just want pizza, and a cute guy to eat it with…😋🍕
14. If I were a million dollars, how would you spend me?
15. If you were a clown, what would your clown name be?
16. What’s the funniest movie you’ve ever seen?
17. I hope your day is as perfect as my butt.
18. What’s the goofiest thing you do when no one’s watching?
19. If you could be a character in any comedy show, who would you be?
20. Did I see you on Spotify listed as the hottest single? 🥵

Subtle Flirty Questions to Ask a Guy

1. Do you prefer movie or restaurant dates?
2. who if your celebrity crush and why?
3. what’s your favorite ice cream flavor?
4. Do you believe in soul mates?
5. What’s a song that always puts you in a good mood?
6. What’s the best compliment you’ve ever received?
7. Do you’ve any secret fantasy?
8. What’s the most attractive quality you find in a girl?
9. what’s on your bucket list this weekend?
10. What’s a place that always relaxes you?
11. What’s your favorite movie?
12. What’s your go to karaoke song?
13. What’s a simple pleasure that you never get tired of?
14. What’s a talent you wish more people appreciated?
15. How does your dream girl look like?
16. What’s a small gesture that means a lot to you?
17. Do your prefer cuddling or kissing?
18. What’s your dream vacation?
19. How do you feel about a surprise date?
20. What’s a moment in your life that felt like it was straight out of a movie?

More Conversation Starters:

• 100 Questions to Ask Your Crush, IRL or Over Text
• Deep Things To Say To Your Boyfriend Over Text
• 200+ Questions To Ask Your Boyfriend