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28 Best Questions To Ask A Guy Over Text – The Only List!

28 Best Questions To Ask A Guy Over Text – The Only List!

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It’s always a small idea to think about various questions to ask a guy over text when he first “slides into your DMs.” Just a few smart questions can give you a better idea of who you’re dealing with, and whether or not he’s even worth dating in the long run.

It can be tempting to judge a guy solely on his pictures or even his witty pickup lines, but it’s worth it to dig a little deeper. We’ve come up with a list of questions to ask a guy over text that will shed some light on what’s underneath the surface.

Contents

3 Best Questions to Ask a Guy Over Text

If you want to quickly get a sense of what a guy’s all about, rely on these questions. They’re the best way to find out more about the new man in your life without making him feel like he’s being interviewed.

Here are the 3 best questions to ask a guy over text:

1. Conspiracy theorist or not?

Although this might seem like one of the most random questions to ask a guy over text, it actually reveals how open-minded a guy is.

2. Do you find girls who make the first move intimidating?

Depending on what you’re looking for in a guy, this question can share a lot of useful information. If you’re someone who likes to take charge, an answer of “no” is probably a good sign.

3. What’s one thing you’re super passionate about?

Every guy should be able to answer this question. If not, then you know there’s something lacking from his life. Everyone has something they love, and this information reveals a lot.

3 Questions To Ask A Guy To Get To Know Him Over Text

If you want to really dig deep and figure out who the guy you’re texting is, there are a number of helpful questions you can ask. Questions to ask a guy to get to know him over text can be quite illuminating, especially if you choose one that we’ve listed here.

Here are 3 questions to ask a guy to get to know him over text:

4. What do you wake up excited about?

Guys should have something they’re working towards. This question can reveal his ambitions and desires.

5. What accomplishment are you most proud of?

When you ask this question, you can get a sense of a guy’s career, academic accomplishments, or anything else that sets them apart. Finding out what a guy’s proud of can reveal a lot.

6. Which member of your family do you feel closest to?

A guy’s connection with his family says a lot about him. Asking this question will help you learn more about his family life, and whether it’s a loving environment.

3 Questions To Ask A Guy You Like Over Text

If you already have a crush on the guy you’re texting, you need to adjust your questions a little bit. These questions are great if you’re already past that awkward stage, and you’re trying to take the relationship to the next level.

When you choose these questions to ask a guy you like over text, you can figure out if it’s worth becoming more than a crush.

Here are 3 questions to ask a guy you like over text: 

7. Do you have any hobbies?

You can make a real connection if you share the same hobbies. This question helps make that happen.

8. What drives you crazy?

Find out what annoys him.

9. Where would you love to visit?

Maybe you can invite him to go see the place together.

3 Fun Questions To Ask A Guy Over Text

It’s always a good idea to keep your questions lighthearted and playful. After all, you don’t want to scare him away, do you? When you choose one of these fun questions to ask a guy, you can make sure that you’re keeping him interested. At the same time, you’ll learn more about him.

It’s a win-win.

Here are 3 fun questions to ask a guy over text:

10. If your life was a movie, what would it be called?

This is a fun and creative question that challenges a guy to think outside of the box. It can also lead to lots of laughs.

11. What was the weirdest habit you had as a child?

Childhoods can be pretty embarrassing. Expect some pretty fun answers, and the question reveals whether a guy is truly honest.

12. What was your favorite cartoon when you were growing up?

This one of the most fun questions to ask a guy over text. Who knows, you might have been watching the same cartoons!

3 Funny Questions To Ask A Guy Over Text

A sense of humor is an amazing asset when you’re getting to know a guy over text. Once you’re laughing out loud with your guy over text, you know you’re on the right track. With these funny questions to ask a guy, you can make sure that you’re getting to know him while breaking the ice and having fun in the process.

Here are 3 funny questions to ask a guy over text:

13. What is the color of your underwear right now?

Usually, the guys are the ones asking this one. Turning the table on them can lead to lots of laughter.

14. If you were invisible what would you do?

Many guys have thought about this before. Their answer might surprise you, but it’ll certainly lead to laughter.

15. What is the weirdest nickname people call you?

Guys are really creative (and weird) when it comes to nicknaming each other, so this has the potential to be one of the funniest questions to ask a guy over text.

3 Interesting Questions To Ask A Guy Over Text

If you feel stimulated by in-depth, intellectual discussions, then you should definitely ask questions that lead to these types of conversations. Choose one of these interesting questions to ask a guy, and you figure out whether he’s got the brains to have a meaningful discussion.

This is very important for some women.

Here are 3 interesting questions to ask a guy over text:

16. Are you a Mac or a PC?

Guys could have some strong opinions about this one. Make sure you’re ready to defend your choice when the inevitable debate breaks out!

17. Do you think you’re attractive?

A loaded question if we’ve ever heard one. That being said, you’ll learn a lot about a guy as he struggles to answer this one.

18. Tell me your biggest kitchen fail?

This question is interesting because it inevitably leads to a story – one that helps you get to know your man.

2 Random Questions To Ask A Guy Over Text

We all know what it’s like to have an awkward silence over text. If you’re not quite sure what to say next, choose one of these random questions to ask a guy to keep the conversation flowing.

This is also a great way to show off your spontaneous side – and guys really like girls who keep them guessing.

Here are 2 random questions to ask a guy over text:

19. Do you believe in ghosts?

This question will probably lead to a long-winded discussion – exactly what you want when you’re getting to know a guy.

20. Do you think your zodiac sign is accurate for you?

This is an indirect way you can ask for a guy’s sign. The bonus is that it reveals whether he actually believes in it.

2 Deep Questions To Ask A Guy over text

If you’re trying to make a deep, meaningful connection with a guy, then your questions need to reflect that desire. Instead of going with fun or cute questions, these deep questions to ask a guy reveal if you’re on the same wavelength.

Here are 2 deep questions to ask a guy over text:

21. Are women equal to men?

Be prepared for a major debate. But hey, sometimes that’s what you want in order to really find out more about a guy.

22. What is on your bucket list?

This is the perfect way to find out what he always planned on doing. Check to see if both of you have the same things on your bucket list.

3 Flirty Questions to Ask a Guy Over Text

Ready to make your texting a little more intimate? While flirting comes naturally to many girls, others might be unsure about “making the move.” Try one of these flirty questions to ask a guy, and you can grab his attention in all the right ways.

Here are 3 flirty questions to ask a guy over text: 

23. Do you prefer to give or receive?

There’s so much flirty goodness bubbling under the surface with this one. Since it’s not explicit, you can still keep it classy.

24. What turns you on?

This question is great because it’s super open-ended and straight to the point. He’ll love answering this one – in detail.

25. Guess what I am wearing right now?

Guys will love this question because it lets them picture what you’re wearing. It’s up to you how much information you reveal…

3 Personal Questions to Ask a Guy Over Text

Personal questions are ideal if you want to show a guy that you want to get to know the real him – beneath all of his walls. When you choose one of these personal questions to ask a guy, you can learn even more about him on a seriously deep level.

Here are 3 personal questions to ask a guy over text:

26. What is the most important political issue to you?

If politics are important to you, this is a great question to ask. It also shows whether he keeps up with current affairs.

27. What’s your addiction?

This is a very personal question, so don’t be surprised if he’s not honest. You can learn a lot about someone from this question.?

28. What’s the best bad decision you’ve made?

Most guys won’t tell you the truth – but you’ll know that the ones who do genuinely want to make amends for the past.

How to Pick the Best Questions to Ask a Guy Over Text

If you’re still not sure about which questions you should ask your guy over text, don’t worry. We know that we’ve given you a lot of options. Instead of feeling overwhelmed, just refer to these simple steps.

With this information in mind, the right questions to ask a guy over text should be obvious.

Here is how to pick the best questions to ask a guy over text:

1. Think About Your Priorities

When thinking about questions you should ask a guy over text, consider what’s important to you. What are you looking for in a guy? What are your priorities? Figure out which questions reveal the information you care about most and rely on those ones first and foremost.

2. Make It Fun

While it’s important to get the answers you’re looking for, you also don’t want to make the guy feel like he’s being interrogated. Keep it light and fun – after all, texting and flirting is supposed to be enjoyable.

Try to make your questions seem like a game of cat and mouse, and he’ll open up to you.

3. Don’t Freak Out if He Gives You the “Wrong Answer”

We hate to admit it, but guys aren’t perfect. Assuming that he’s going to answer each question perfectly means that you’re setting the bar a bit too high. If he gives you an answer that you don’t like, don’t give up on him just yet. He may redeem himself in other ways.

Downloadable List of Questions To Ask A Guy Over Text

Here is a downloadable list of Questions To Ask A Guy Over Text (right click the image and select Save Image As..):

More Awesome Tips to Get the Boy

Asking the right questions isn’t the only way to lock down the man you’ve been looking for all these years. If you’re looking for additional pointers on how to make guys fall head over heels, check out these awesome tips:

  1. Once you’re past the texting stage, you might want to check out these cute things to say to your crush. When you say cute things to your crush, you’ll make him understand that you’re not just another girl.
  2. Once you’ve met up in real life, the next big milestone is that first kiss. Make sure it’s one that you’ll never forget with our guide on how to kiss a guy. He’ll be obsessed after your kiss.
  3. Do you feel like guys don’t even notice you? Do you want that special someone to turn and stare as you walk by on the street or in the hallway? Check out our guide on how to attract men.

In Conclusion

Choosing the best questions to ask a guy over text isn’t just a way to learn more about him. It also helps keep the conversation flowing, and these questions can be excellent ice-breakers that lead into all kinds of tangents.

As long as you’re not approaching your man like you’re interviewing him for a job, these questions can be fun, provocative, and illuminating. So what are you waiting for? The next time a guy texts you, pull out one of these questions and see what he says!

About The Author

Jasper is our expert conversationalist and wordsmith. He loves coming up with questions, jokes, and topics designed to create natural conversation. His work has been featured on Marriage.com, iHeart Media, Elite Daily, and The Urban List. Jasper lives in Georgia with his new bride.

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