100+ Questions to Ask a Guy or Girl Over Text

Are you ready to break the ice and dive into deep interesting conversations? 

The art of texting is a beautiful dance, whether it’s a waltz of deep thoughts, a tango of flirty remarks, or a cha-cha of hearty laughs. 

But sometimes, the rhythm may get lost, and we stumble, wondering, ‘What should I ask next?‘ 

Well, if you’re in the same tricky position, then you’re in the right place! 

From the juicy and funny to the deep and flirty, this article will guide you through a curated list of thought-provoking questions to ask a girl or guy to keep the texting exciting, and fun. 

So, buckle up as we explore the labyrinth of inquiries that will help you know your crush better and keep the conversation ball rolling!”

20 Juicy Questions to ask a guy or girl over text

1. If you could have dinner with any historical figure, who would it be and why?

2. What’s the most unexpected thing you’ve ever done?

3. If you were to break a world record, what would it be for?

4. Who is your secret celebrity crush?

5. What’s your most embarrassing moment?

6. Is there something you’ve done that you’re incredibly proud of, but haven’t had the chance to share yet?

7. What’s the weirdest dream you’ve ever had?

8. What’s a secret talent that you have?

9. What’s the most adventurous thing you’ve ever done?

10. If you had the opportunity to start a rumor about yourself, what would it be?

11. What’s something you’re dying to try, but haven’t had the chance to yet?

12. What’s the most famous person you’ve met?

13. If you were invisible for a day, what would you do?

14. What’s a guilty pleasure you have that you’re a little embarrassed about?

15. What’s your love language?

16. What’s the biggest fear you have?

17. What is the weirdest thing you find attractive in a person?

18. Have you ever gone skinny dipping?

19. What is the silliest lie you’ve ever told?

20. What’s the most spontaneous thing you’ve done lately?

20 Deep Questions to ask your bf or gf over text

1. What’s a personal rule you never break?

2. If you could change one thing about your past, what would it be?

3. What does happiness mean to you?

4. What are you most grateful for in your life?

5. How do you deal with stress or disappointment?

6. If your life was a movie, what would be the title?

7. Who has had the biggest impact on your life?

8. What’s one thing you want to achieve before you die?

9. What does a perfect day look like to you?

10. What life lesson did you learn the hard way?

11. If you could send a message to the entire world, what would you say?

12. What are the top three qualities you admire in others?

13. What would you change about yourself if you could?

14. Where do you see yourself in 10 years?

15. What’s your philosophy in life?

16. What are you currently struggling with?

17. What is one thing that you have not done that you really want to do?

18. How do you define success?

19. What makes you feel most alive?

20. If you could write a note to your younger self, what would you say?

20 Funny Questions to ask over text

1. If you could have any mythical creature as a pet, what would it be?

2. What’s your favorite meme from the past?

3. Would you rather fight a horse-sized duck or a hundred duck-sized horses?

4. If animals could talk, which would be the most annoying?

5. If you could only eat one food for the rest of your life, what would it be?

6. If you could have any superpower, but it had to be completely useless, what would it be?

7. What’s the weirdest thing you’ve ever eaten?

8. If you were a vegetable, what would you be and why?

9. Would you rather be trapped in a romantic comedy or a horror movie?

10. If you could switch places with any celebrity for a day, who would it be?

11. If you had to be reincarnated as an animal, what would it be?

12. What’s the silliest thing you’ve ever done?

13. If you were a fruit, which one would you be and why?

14. Have you ever had a “brain fart” moment that you still cringe about?

15. If you could pick your own nickname, what would it be?

16. What’s the funniest prank you’ve ever pulled?

17. If your life was a sitcom, what would it be called?

18. What’s your worst habit?

19. What is the most embarrassing thing that happened to you in public?

20. Would you rather always have to sing rather than speak or dance everywhere you go?

20 Flirty Questions to ask over text

1. If we were at home, cuddled on the couch watching a movie, what would we be watching?

2. How would you describe your perfect kiss?

3. What do you find most attractive in a person?

4. What is your idea of a perfect date?

5. If you could choose any place in the world to take me out, where would it be?

6. How do you feel when we hold hands?

7. What’s your favorite thing about our relationship?

8. What’s the most romantic thing you’ve ever done, or want to do?

9. What’s your biggest turn-on?

10. If we were stranded on a deserted island, what would be the three things you’d want to have with us?

11. If I caught you staring at me, what part of me were you looking at?

12. If you could see me wearing anything, what would it be?

13. What is your favorite memory of us so far?

14. Can you share a secret about yourself that you haven’t told anyone?

15. How would you describe me in just three words?

16. What was your first impression of me when we actually met?

17. What do you like most about me – physical and non-physical?

18. Do you prefer cuddling or making out?

19. Would you rather be the big spoon or the little spoon?

20. What physical feature do you find most attractive?

20 Fun Questions to ask over text

1. If you could time travel, where would you go?

2. If you could have dinner with any three people, dead or alive, who would they be?

3. If you were a superhero, what would your power be?

4. What would be your dream job?

5. If you could be any animal for a day, what would you be and why?

6. If you could live anywhere in the world, where would you live?

7. What’s your favorite movie that can’t get enough of?

8. What’s your favorite pick up line?

9. If you had to choose a new name for yourself, what would it be?

10. If you could only eat three foods for the rest of your life, what would they be?

11. What’s the most interesting place you’ve ever visited?

12. If you could star in any movie, what would it be and who would be your co-star?

13. If you could have a never-ending candle that smelled like anything you wanted, what fragrance would you want it to be?

14. What’s the best piece of advice you’ve ever received?

15. If you could choose one age to be forever, what age would you choose and why?

16. What’s the most interesting thing you’ve read or seen this week?

17. What’s your favorite thing to do on a rainy day?

18. If you could only listen to one song for the rest of your life, what would it be?

19. If your life was a movie, who would play you?

20. If you could have a billboard with anything on it, what would it be and why?


And there you have it, a grand list of questions tailored to infuse fun, depth, humor, flirtiness, and excitement into your conversations! 

These questions are not just tools to keep the dialogue going but windows to understand and appreciate the person on the other side of the screen better. 

Remember, it’s not about asking as many questions as possible, but about fostering a genuine connection and understanding. So, don’t forget to listen, empathize, laugh, and share a bit of yourself too. 

As you embark on this adventure of conversation, may each text be a stepping stone towards more profound, more engaging, and more entertaining interactions. So, go on, pick your favorite question, and let the conversation begin!”

Ethan Archer
About Ethan Archer

Ethan is a writer and editor dedicated to exploring the dynamics of modern relationships. He also plays a pivotal role in shaping the editorial direction of RelationUp.

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