Questions to Ask a Guy Over Text

Looking for questions to ask a guy over text? Making sure that the text conversation stays spicy and intriguing is important in building a potential relationship. Or deepening the relationship that’s already there.

My experience with these questions…

I have been in a few more text conversations than I would like to admit… Okay, that’s kind of a joke. The reality is that sometimes, texting does not work! And don’t be afraid to pick up the phone.

While yes, sending a sweet text—or even just a question can be good. I’ve had plenty of experiences where just picking up the phone and asking the person how their day went was a far better option.

Take my advice, when texting isn’t working—try FaceTime or dial their number up!

Funny questions to ask a guy

—Funny questions to ask a guy over text

1. If you could have any superpower, what would it be?

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

3. If you could be any animal, which one would you choose?

4. If you had to describe yourself as a flavor of ice cream, what would it be?

5. What’s the most embarrassing thing that’s ever happened to you?

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

7. What would be your dream job if money was no object?

8. If you could travel anywhere in the world right now, where would it be?

9. If you were an alien from outer space, what three Earth customs would you find most bizarre? 

10. If your house was on fire and you could only save one item, what would it be?

Cute questions to ask

—Cute questions to ask a guy over text

1. What’s the sweetest thing you’ve ever done for someone?

2. What would be your dream date?

3. If you could pick one superpower, what would it be?

4. If you could go anywhere in the world, where would you go?

5. What is the most romantic thing you have ever done?

6. What do you think is the most important quality in a relationship?

7. What is your favorite memory with me so far?

8. If you could tell me one thing that makes you smile, what would it be?

9. What do you think is the best way to show someone how much they mean to you?

10. What is something that always puts a smile on your face when you think about it?

Fun questions to ask

—Fun questions to ask a guy over text

1. What’s the most daring thing you’ve ever done?

2. If you could travel anywhere in the world, where would it be?

3. What was the best concert you ever attended?

4. If you could have dinner with anyone in history, who would it be?

5. Who is your biggest role model, and why?

6. What are three things that make you laugh no matter what?

7. If you could pick one food to eat for the rest of your life, what would it be?

8. What’s your favorite childhood memory?

9. Who is your celebrity crush?

10. If you could meet anyone in history, who would it be and why?

11. What is the funniest movie you’ve seen recently?

Expert advice: A study by Minnesota State University suggests that text messaging does have a displacement effect when it comes to face-to-face communication. Meaning they can result in the person “looking” and “seeing” you differently. It’s important to consider messages before they get sent and the wide array of ways the message could get interpreted.

Hard questions to ask

—Hard questions to ask a guy over text

1. What do you think is the most important quality in a relationship?

2. Do you believe in soulmates?

3. What do you think are the biggest challenges facing relationships today?

4. How would you describe yourself in three words?

5. What do you think makes a successful relationship?

6. Are there any values that are non-negotiable for you in a relationship?

7. Do you think it’s possible to be friends with an ex?

8. What kind of qualities do you look for in a partner?

9. Are there any topics that are off-limits for discussion in a relationship?

10. How important is communication to you in a relationship?

11. What kind of commitment level are you looking for in a relationship?

12. Are there any deal-breakers for you when it comes to relationships?

13. What would be your ideal first date?

14. Do you believe in second chances when it comes to relationships?

15. Are there any qualities that turn you off when it comes to potential partners? 

16. What do you think is the key to maintaining trust and loyalty in a relationship? 

17. How often do you like to communicate with your partner during the day/week/month? 

18. How do you handle disagreements or conflicts within a relationship? 

19. Are there any topics that make you uncomfortable discussing with your partner? 

20. How much time and effort are you willing to put into making a relationship work?

21. What are your long-term goals in life?

22. What do you think is the most important quality in a relationship?

23. How do you handle stress and difficult situations?

24. What do you think about the current state of the world?

25. What do you believe is the key to success?

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

27. Do you have any regrets in life?

28. Are there any issues that you feel strongly about?

29. What kind of legacy do you want to leave behind?

30. How do you define happiness and what steps are you taking to achieve it?

Easy questions to ask a guy

—Easy questions to ask a guy over text

1. What do you like to do in your free time?

2. What’s the best thing that happened to you today?

3. What is something you’re passionate about?

4. If you could go anywhere in the world, where would it be?

5. What kind of music do you like to listen to?

6. What is your favorite hobby?

7. What is the craziest thing you’ve ever done?

8. Who is someone that inspires you and why?

9. What superpower would you like to have?

10. What are three things that make you happy?

Get to know you questions to ask a guy

—”Get to know you” questions to ask a guy over text

1. What are three things that make you laugh?

2. What is the most daring thing you have ever done?

3. What would you do if you had a million dollars?

4. What is your favorite hobby or pastime?

5. If you could travel anywhere in the world, where would it be?

6. What do you like to do on a lazy Sunday afternoon?

7. Who has been the biggest influence in your life?

8. What’s something that you’re passionate about?

9. What’s the craziest dream you’ve ever had?

10. If you could pick one superpower, what would it be?

11. Do you have any hidden talents or skills?

12. Are there any causes or charities that are close to your heart? 

13. Do you prefer spending time alone or with friends and family? 

14. What’s the best advice someone has ever given to you? 

15. If you could pick one book to read over and over again, what would it be? 

16. Are there any TV shows or movies that make you cry every time you watch them? 

17. What’s your favorite way to relax after a long day at work or school? 

18. Do you have any funny stories from childhood that still make you laugh today? 

19. Is there anything that makes your heart skip a beat when thinking about it? 

20. If someone asked for your best piece of advice, what would it be?

Interesting questions to ask a guy

—Interesting questions to ask a guy over text

1. Do you have any crazy stories to share?

2. What’s the best advice you’ve ever received?

3. If you could pick one superpower, what would it be?

4. What’s your favorite movie of all time?

5. If you could travel anywhere in the universe, which planet would it be?

6. What are three things that make you happy?

7. What do you think is the most important quality in a person?

8. If you could have any job in the world, what would it be?

9. Who is your biggest role model and why?

10. What was your favorite subject in school and why?

11. Are there any causes or charities that are close to your heart?

12. Do you have any hobbies or interests that people might not know about?

13. If money wasn’t an issue, what would be your dream vacation spot? 

14. What’s something new that you’ve recently tried and enjoyed? 

15. If you could have dinner with anyone, dead or alive, who would it be and why?

Personal questions to ask a guy

—Personal questions to ask a guy over text

1. What’s your favorite hobby?

2. What do you like to do for fun?

3. What is something you are passionate about?

4. What are some of your long-term goals?

5. How do you like to spend your free time?

6. What’s the best thing that happened to you this week?

7. Who is the most important person in your life?

8. What would you say is your biggest accomplishment so far?

9. If you could travel anywhere, where would it be and why?

10. What was the last book you read that made an impact on you?

11. Are there any causes or charities that you support or volunteer for?

12. Do you have any hidden talents or hobbies that not many people know about?

13. What kind of music do you listen to when you want to relax and unwind? 

14. Do you have any funny stories from your childhood that still make you laugh today? 

15. What is one thing that always makes you smile no matter what kind of day you’re having?

Deep questions to ask a guy

—Deep questions to ask a guy over text

1. What do you think is the most important thing in life?

2. If you could give one piece of advice to someone, what would it be?

3. What do you think makes a successful relationship?

4. What motivates you to keep going when times get tough?

5. What is your biggest dream for yourself?

6. How have your experiences shaped who you are today?

7. What do you think is the key to living a happy life?

8. What values do you believe are essential for living a meaningful life?

9. What kind of legacy do you hope to leave behind one day? 

Flirty questions to ask a guy

—Flirty questions to ask a guy over text

1. What would you say is your best feature?

2. What’s the craziest thing you’ve ever done for someone you liked?

3. What do you think of when you think of me?

4. What would your answer be if I asked you out on a date?

5. Are you free tonight for some fun?

6. Do you like it when I flirt with you?

7. Do you have any special plans for us this weekend?

8. If I was with you right now, what would we be doing?

9. Are you as attracted to me as I am to you?

10. Do you believe in love at first sight, or should I walk by again?

Teenage questions to ask him

—Teenage questions to ask a guy over text

1. What’s your favorite type of music?

2. What’s the best thing that happened to you this week?

3. What are your thoughts on the current political climate?

4. What do you think is the most important thing for a successful relationship?

5. Do you have any hobbies or interests that you’re passionate about?

6. What kind of music do you like to listen to?

7. Who has been the biggest influence in your life and why?

8. What do you like to do when you have free time?

9. Are there any causes or charities that are important to you? 

10. What’s one thing that always makes you laugh?

Sexual questions to ask a guy over text

1. What do you find most attractive in a woman?

2. Do you like to be the dominant or submissive partner in the bedroom?

3. What’s your favorite type of foreplay?

4. What’s the wildest thing you’ve ever done in bed?

5. Do you have any fantasies that you would like to explore?

6. What do you think about when you’re alone and feeling aroused?

7. Have you ever had a one night stand?

8. How do you feel about role playing in the bedroom? 

9. What kind of lingerie do you find most appealing on a woman?

Naughty questions to ask a guy over text

1. What’s the naughtiest thing you’ve ever done?

2. Have you ever been caught doing something naughty?

3. What’s the wildest thing you’ve ever done in the bedroom?

4. What do you think is the most seductive thing about me?

5. What’s your favorite naughty fantasy?

6. What would you do if I sent you a hot photo of myself right now?

7. What kind of lingerie would you like to see me in?

8. Do you like it when I’m naughty or nice?

9. Do you prefer slow and sensual or fast and wild in bed?

10. What’s your dirtiest secret that no one knows about?

Freaky questions to ask a guy over text

1. What’s the weirdest thing you’ve ever done?

2. What’s the craziest dream you’ve ever had?

3. If you could have any superpower, what would it be?

4. What’s the strangest thing that has ever happened to you?

5. If you could be an animal for a day, what would it be?

6. What’s the most bizarre food combination you’ve ever tried?

7. If you could travel anywhere in the world right now, where would it be?

8. If you could time travel, where would you go and why?

9. Have you ever had an out-of-body experience?

10. Do you believe in ghosts or aliens?

Truth or dare questions to ask a guy over text

1. What is the craziest thing you have ever done?

2. Send me a funny selfie.

3. What do you hate most about yourself?

4. Sing your favorite song in a funny voice.

5. What is the most embarrassing moment of your life?

6. Send me a video of you doing your best dance moves.

7. Who do you admire the most and why?

8. Text your crush something funny and tell me what they said back.

9. If you could be any superhero, who would it be and why?

10. Take a picture of something in your house that no one would expect to find there and send it to me!

Good questions to ask a guy over text

1. What are your thoughts on the current state of the world?

2. What do you like to do for fun?

3. If you could go anywhere in the world, where would it be?

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

5. What kind of music do you like to listen to?

6. Who is someone you admire and why?

7. What do you think is the most important thing in life?

8. If you could have any superpower, what would it be?

9. What was your favorite childhood memory?

10. What are some of your goals for the future?

11. What would you do if money were no object?

12. What makes you laugh out loud?

13. Do you prefer cats or dogs and why? 

14. Are there any causes that you’re passionate about? 

15. How do you handle stress and pressure? 

16. What book has had the biggest impact on your life so far? 

17. Who has been the most influential person in your life so far and why? 

18. If you could give one piece of advice to someone, what would it be? 

19. If you could have dinner with anyone from history, who would it be and why? 

20. Are there any hobbies that you’ve always wanted to try but haven’t yet had a chance to explore further?

Intimate questions to ask a guy over text

1. What do you like most about me?

2. What do you think is the most attractive thing about me?

3. Do you have any secret fantasies that you would like to share with me?

4. What kind of physical affection do you enjoy the most?

5. How would you describe our relationship in three words?

6. If we could go anywhere together, where would it be?

7. What is your favorite memory of us together so far?

8. What do you find most romantic about me?

9. Do you ever think about our future together?

10. What do you think are the best qualities that I bring to a relationship?

11. Do you ever think about what it would be like if we lived together?

12. What would be your ideal date night with me?

13. Do you have any special nicknames for me that I don’t know about yet? 

14. If we could do anything together right now, what would it be? 

15. Do you have any special plans for us this weekend or coming up soon? 

16. Are there any moments when I make you feel especially loved and appreciated? 

17. Is there anything that I can do to make our relationship even better than it already is? 

18. When was the last time that I made your heart skip a beat with my words or actions? 

19. Is there anything special that I can do to show how much I care for and appreciate you? 

20. What does being in love mean to you, and how does it make you feel when we are together?

Casual questions to ask a guy over text

1. What’s the craziest thing you’ve ever done?

2. What do you like to do for fun?

3. What’s your favorite movie of all time?

4. If you could travel anywhere in the world, where would it be?

5. What kind of music do you like to listen to?

6. Do you have any hobbies or interests that you’re passionate about?

7. What are your thoughts on the current political climate?

8. Who is your favorite celebrity, and why?

9. What would be your dream job?

10. If you could have dinner with anyone in the world, who would it be?

11. What’s the best piece of advice someone has ever given you?

12. What’s something that always makes you laugh, no matter what?

13. Are there any TV shows or movies you can repeatedly watch without getting bored? 

14. What would be your ideal weekend getaway? 

15. If money wasn’t an issue, what would be your first buy? 

16. Do you like to participate in or watch any sports or activities? 

17. Do you have any hidden talents or skills that not many people know about? 

18. Do you have any pets or animals that you love spending time with? 

19. Who was your childhood hero, and why did they inspire you so much? 

20. What is one thing that always puts a smile on your face when things get tough?

Popular questions to ask a guy over text

1. If you could be any fictional character, who would it be and why?

2. What makes a healthy relationship?

3. What’s your most memorable life experience?

4. What’s the funniest picture you ever took?

5. What would you do if you had all the money in the world?

6. What’s on your bucket list?

7. How many phones have you had?

8. How would your friends describe you?

9. When was your last relationship?

10. What does the perfect date look like to you?

11. What do you do when you’re in a bad mood?

12. How do you feel about long-distance relationships?

Questions to ask a guy over text (images to share)

More questions for guys

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