15 Questions To Ask Your Crush While Texting

Finding things to talk about with your crush can be incredibly nerve-wracking if you’re shy like me. You don’t want to seem too eager but neither do you want to appear as nonchalant.You want to sound impressive but you also don’t want to throw them off and appear like a show off.

If you’ve had a crush on someone recently and are trying to pursue them, it can be quite the dilemma to think about things to talk about with your crush. How to keep his/her interest hooked without revealing to them completely that you dream about them every other night?

You want to know their likes, dislikes and all their funny stories. But if you’re not naturally an extrovert, you might need some help in figuring out what exactly to say to your crush to keep the ball rolling.

Questions To Ask Your Crush While Texting

A ‘Hi’ or a ‘Hmm’ is not a good way to start or continue a conversation. Instead, consider replacing that with things like, ‘Hey! Did you do anything fun today?’. Or try saying something like, ‘Sounds like there’s a fun story behind it!’ to get them to talk to you more.

But to add to your conversation skills even more, consider asking some fun questions to your crush. No, this is not a question-answer game that you need to play with them. It’s just pertinent and interesting questions that you can pepper here and there in your conversations in order to keep your crush talking to you. So without further ado, let’s get right into it.

1. Tell me your favorite childhood memory

In the initial days of courting and texting this new guy you like, this can be a nice way to kickstart a conversation with him. If you really want to get to know him, you can keep it light but also real with a question like this one.

2. Are you into adventure sports?

A decent way to make conversation with another person, go one step ahead in understanding the likes and dislikes of your crush.

3. Have you ever gotten your heart broken?

So this is not the type of question that you ask your crush in the middle of a long workday. It’s one of those questions that you bring up in the sad boi hours of the night. You know what I mean…

4. Where do you see yourself in the next 5 years?

To understand your crush and what they seek in life, this can be a good question to ask them and get to know them better. Are they workaholics living in a studio or see themselves sprawled in a big house with 5 golden retrievers?

5. Mountains or the beach?

A plain, simple and subtle way to get a glimpse into who they are as a person. There’s no way you can go wrong with this one, everyone loves to answer this question.

6. What’s your dream city to live in?

This is a great way to have a long conversation with your crush. Ask them what they like about the city. Is it the people, the culture or the general vibe of it all? To keep it going, tell them a little something about your favorite city to live in.

7. What is the thing you love about your favorite sitcom?

Asking them which TV show they like can be pretty mainstream. Instead, let her give you a full-fledged rant about what she really likes in that show.

8. Have you ever done anything illegal?

Some dirty and crazy stories coming right up! Such things to talk about with your crush are not only fun but will bring you two closer.

9. Tell me about your first time…

Keeping it R rated her so if you’re under 18 you should probably skip this one.

10. What’s your dream life?

There’s a good chance it’s pretty unattainable but there is absolutely no harm in fantasizing about it over text. Tell her yours and ask her to give you a glimpse into hers!

11. What was the best compliment you ever received?

Now a simple question such as this, can give you great insight into what kind of person your crush really is. Do they like being complimented on their looks or their work/talents? What do they enjoy being admired for?

12. Who is your go-to person?

Is it their mom, their dog, their bestfriend or their hairdresser?

13. What is the one thing you could change about yourself?

This might turn into a long conversation so try to keep it a little light-hearted. Ask them what they wish was different about them in order to understand how perceptive they are about their own abilities.

14. Describe your ideal partner in 3 words

Taking notes, are we?

15. What song is the soundtrack of your life?

I know you’re hoping he says, Run to You by Bryan Adams but let’s be a little realistic here. This fun question is a great way to seem witty but also understand your crush a little better. With that, we end this list of things to talk about with your crush. Some serious, some fun, some a little dirty – there’s something for every texting situation here. So what are you waiting for? Get typing!