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40 Questions to Ask Your Crush to Improve Your Relationship

Paul Jones
2025-09-22
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    Questions to Ask Your Crush

    Talking to your crush feels exciting but nerve-wracking at the same time. One common issue many people face is that they are at a loss for words and don’t know what to say to their crush!

    When talking to a crush, you want to connect, share a laugh, and strengthen your bond. But not knowing what to say can easily make it an awkward situation for you.

    That’s why it is important to know what to say to your crush to keep the conversation going and strengthen the bond. And the right type of questions can help you connect deeply with your crush.

    In this article, we have rounded up the best questions to ask your crush! So, whether you want to have a good conversation or want a deep conversation, we have got you covered.

    Good Conversation Starters with Crush While Texting

    For many people, it is far easier to text their crush than to have a face-to-face talk. Meanwhile, some people find it hard to initiate a conversation with their crush while texting.

    But, here’s the thing: you just have to use the words in texting. This means you don’t have to worry about the tone, expressions, or even the body language.

    To initiate a conversation with your crush, you need a good opener or a conversation starter. This can help you start a fun exchange without putting too much pressure.

    During texting, the goal should be to keep the conversation light, interesting, and natural. This ensures that the conversation can keep going and doesn’t fizzle out after a few messages.

    With that in mind, here’s a list of questions to ask your crush while texting (good conversation starters):

    1. What’s the highlight of your day?
    2. If you could instantly teleport to any place, where would you go?
    3. What’s your go-to comfort food, and why do you like it?
    4. Would you recommend any good movies/shows you have watched recently?
    5. Do you prefer the morning or the night?
    6. What’s your favorite place to eat?
    7. Where would you be if you weren’t doing (insert the job title)?
    8. Are you a dog person or a cat person?
    9. Where did you grow up?
    10. If you could eat only one food for the rest of your life, what would it be?

    So, pick any question to ask your crush over text from this list and kickstart the conversation. All of these questions are great conversation starters and you are sure to get a quick reply.

    Deep Questions to Ask Your Crush

    Once you are ready to move beyond the small talk, the next step should be to ask deep questions. These are the types of questions to ask your crush to get to know them better!

    Deep questions allow you to connect to your crush on a meaningful level and move to the next step. On the one hand, such questions will show your crush that you are genuinely interested in them. On the other hand, it will allow you to learn more about your crush’s dreams, values, and experiences.

    The bottom line is that the deep questions will help you to take your bond with your crush to the next level. In addition, it will also help you to understand if both of you are truly compatible.

    So, here’s a list of deep questions to ask your crush so that you can get to know them better:

    1. What’s your childhood dream?
    2. What was the biggest influence on your life?
    3. If money didn’t matter, how would you spend your life?
    4. What’s a life lesson that you have learned the hard way?
    5. Do you believe that everything happens for a reason?
    6. What’s the one thing you would want people to understand about you?
    7. Which values matter the most in your life?
    8. What does a perfect day look like for you?
    9. If you could change one thing about the world, what would it be?
    10. What do you think makes a relationship truly last?

    Flirty Questions to Ask Your Crush

    Once you are ready to take the next step and turn up the charm, then it’s time to ask some flirty questions! But, here’s the thing: such questions must be light, teasing, and fun without being too serious.

    By choosing the right flirty questions to ask your crush, you can make them smile, blush, or even drop a flirty response back!

    In fact, questions like these allow you to move into the next phase of the relationship. So, without any ado, here’s a list of flirty questions:

    1. What’s your idea of a perfect date?
    2. Do you believe in love at first sight or should I walk by again?
    3. What’s your biggest turn on?
    4. Let’s say we were stuck on a deserted island. What’s the first thing you would do?
    5. Which compliment do you love the most?
    6. If we were in a rom-com, what role would you want us to play?
    7. If I asked you out right now, what would you say?
    8. What’s your favorite way to be spoiled?
    9. What’s your favorite thing about me so far?
    10. What’s the most romantic thing someone could do for you?

    All of these are flirty questions but still light enough to help you win back a response from your crush.

    Fun Question to Ask Your Crush

    Sometimes, you just need to bond by sharing a laugh with your crush. After all, not every conversation needs to be serious or romantic.

    By asking fun questions to your crush, you can break the ice and also show your playful side. In fact, the fun questions can keep the conversation lighthearted while also helping you to learn more about the crush.

    So, if you want to strengthen the bond with your crush, here’s a list of fun questions to ask your crush:

    1. What’s your most random talent?
    2. What’s the weirdest food combination you have tried?
    3. If you could choose a superpower, what would it be?
    4. What’s your go-to karaoke song?
    5. If you could time travel, would you go to the past or the future?
    6. What’s the funniest meme you have seen recently?
    7. If you could live in a cartoon world, which character would you choose?
    8. What’s the weirdest dream you’ve ever had?
    9. What’s the funniest pickup line you’ve ever heard?
    10. Would you rather have a pet dragon or a pet unicorn?

    All of these are light yet fun questions that give you an insight into the funny side of your crush. At the same time, it also allows you to strengthen your bond with your crush in a fun way.

    Be the First to Know When Your Crush Is Online on WhatsApp

    Now, you know what to text your crush to start a conversation. But when will your crush be online? Do you want to spend a lot of time going on WhatsApp to see if your crush is online? With iToolab WaTracker, you don’t need to check WhatsApp again and again. You’ll receive timely notifications when your crush is online and offline.

    What can you do with WaTracker?

    • Get a timely notification when your crush is online or offline.
    • Track the Last Seen status of your crush without opening the chat.
    • Understand the WhatsApp usage pattern of your crush to get the best time to text him/her.
    • Improve the relationship with your crush secretly.

    Here’s how you can use iToolab WaTracker to know when your crush is online on WhatsApp:

    Step 1 Launch the iToolab WaTracker app on your phone and press the “Add a contact” button. After that, grant all the permissions and then tap on the “Add a contact” button.

    Seenchecker Main Interface

    Now, you need to enter your crush’s name and the number that you need to track. You will also need to select the country and enable the notifications for online/offline status. Once all the details are added, tap on the “Start Tracking” option.

    Add Contact Seenchecker

    Step 2 You will now see the “activations” status in front of the contact. To proceed, tap on “Connect WhatsApp” and then the “Next” button. Now, just follow the on-screen instructions to link the WhatsApp account with the iToolab WaTracker.

    Connect Whatsapp Seenchecker

    Step 3 You can now click on the “Activation” button and see the offline/online status. You can also tap on the “Details” option to view more info. On the details page, you can tap on “Go to WhatsApp” to open the WhatsApp app and chat with the crush.

    Track Whatsapp Seenchecker

    Be Closer with Your Crush

    Talking to your crush can be exciting yet stressful at the same time. But you can get the ball rolling by asking a mix of light, deep, flirty, and fun questions.

    By keeping the conversation flowing, you can strengthen your bond with your crush. At the same time, you can also spark something special and take your relationship to the next level.

    When it comes to talking to your crush, it’s important to relax and just be yourself. By being your natural self, you will truly shine and get closer to your crush.

    And remember this: confidence and genuine interest go a long way. You don’t have to overthink your words and should just focus on creating a meaningful exchange. Basically, the more comfortable you are, the easier it will be for your crush to open up and connect with you.

    To ensure you never miss your chance, you can also use the iToolab WaTracker. This tool will save you time and allow you to get notifications whenever your crush is online!

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