100+ Deep Questions To Ask Your Crush Over Text

Interested in learning about his deep interests by asking him a Deep question? What about a deep conversation with your crush? Regardless of what your reason is, we’ve compiled a list of deep questions to ask your crush.

Having a crush on someone is a completely different feeling, both in a good and bad way. Suppose you have a massive crush on someone, your hearts race when you just have eye contact with them.

The anxiety you feel when you see even a reply from them, we have all been there—huge jolts of electricity surge through your body. You feel a jittery stomach as if you have butterflies in your belly. These are all the parts of what makes this such an exciting experience.

There may be many ideas to have conversation starters such as funny questions, flirty questions, and more. But do they really help you get to know and understand your crush better? A great plan of action to keep the conversation going is to find out your crush’s interests. If you are serious about someone, you have to know them. You have to show how much you care about them and how much you mean to them. 

If you are looking for ways to know your crush better, these deep questions will help you with this quest of knowing them better:

Deep Questions to ask your Crush Over Text

Deep questions to ask your crush

What is the reason for the last time you cried?

When was the last time you honestly felt appreciated or loved?

In your opinion, what makes humanity successful?

Who do you look up to as an inspiration?

If you could live anywhere in the world, where would it be and why?

What’s the most beautiful place you have been and wished to go to again?

What is your preference: Money or Love?

Who is your number one fan/ supporter?

What is your relationship with your parents like?

Who is the one person who knows you better than anyone else?

Do you think people underestimate you/ take you for granted?

What do people underrate about you?

What is that one thing people don’t know about you?

What is it about people that drive you crazy?

How do you rank these priorities: Career, Friends, Family, Love, Yourself, Money?

What would you do if your parents didn’t like your partner?

What do you try to do to yourself when you are angry?

What do you do when you are in a happy mood?

What do you do when you are mad at someone?

Do you believe in karma?

Karma or revenge?

So you believe in fate controlling the things happening in our life?

What do you believe most in?

Are you an extroverted or introverted person?

Do you overthink?

If you have a superpower to eliminate any world problem, what would that be?

If you could dedicate your life to solving one problem, what problem would you choose?

How would you like to be remembered?

If someone told you that you would die in a few days, what would be your response?

If you could meet anyone, living or dead, and have a talk with them, who would you choose?

What is your worst behavior that you strongly wish to change?

Who do you feel if you hadn’t met them before, your life would be different?

What is your take on sex before marriage?

What is your take on porn?

What is your naughty secret?

Are you attracted to me as a friend or something else?

Do you think that Flirting is cheating?

Describe me in one paragraph?

How would you react if I told you that I like you?

Pick three words to describe yourself.

What is something you’ve never told someone?

What is the best pickup line you’ve ever heard?

What’s the worst pickup line you’ve ever heard?

What’s the best advice that anyone has ever given you?

What’s the nicest thing that anyone could ever say about you?

What’s something that makes you anxious?

What’s the best approach to resolving the conflict?

What do you think is the primary cause of loneliness?

Was there a time when you felt like faith was a real thing?

Would you rather win the lottery or work at the perfect job? And why?

Who would you want to be with if you were stranded on a desert island?

What would you sing at a Karaoke night?

What piece of culture has died out, but you would like to see it make a comeback?

How decisive and indecisive are you?

What’s the most unpleasant sounding word?

What’s the best conspiracy theory you can makeup on the spot?

Do you like sunrise or sunset and why?

What would an amusement park filled with your biggest fears be like?

What would an amusement park filled with the things that make you the happiest be?

What’s your favorite book/movie of all time, and why did it speak to you so much?

What is your favorite place to hang out around your hometown?

What is important for you: being true to yourself regardless of who gets hurt or considering the consequences of your actions on other people’s lives?

If failures are the best teachers, why is it bad to fail?

Deep Questions to ask your Crush about Life

Deep questions for crush

What is the one thing you wished you hadn’t done?

What do you wish to achieve before you die?

What motivates you to move forward with life?

If money was not the option, where would you live?

Do you believe in love at first sight? And what about soulmates?

What would the theme song be if your life was a TV show?

Have you ever had a dream you wished to not wake from? What was it about?

What do you consider your greatest success?

What has been your biggest accomplishment till now?

What is the biggest compliment you have ever received?

Do you have personal milestones?

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

What’s the only thing you would tell your teenage self if you had the power to go back in time and do so?

What has been the worst thing of this year so far?

What is the best day in your life?

Tell me about the worst day in your life?

What parts of your life have improved in the last 5 or 10 years?

What parts of your life have worsened in the last 5 or 10 years?

What is the most frightening experience of your life?

What lesson have you learned so far in your life?

Where do you see yourself in the next five years?

Has anything happened that has changed you?

How do you see life?

Deep Questions to ask your Crush about Love

What are you looking for in a partner?

What’s the deal-breaker when it comes to dating?

What does being a good person mean to you?

What do you prefer: Love someone or be loved instead?

What is love to you?

Why aren’t there more meaningful relationships out there that everyone wants?

Tell me about your first love?

Have you ever had a heartbreak?

Tell me about past relationships.

To you, how is heartbreak different from disappointment?

What do you do when heartbroken by your past relationships to help you heal fast and better?

What do you feel about sharing your password with your partner?

Are you a serious person?

According to you, who should make the first move between a guy and a girl?

Have you ever tried or thought of making the first move on someone you like?

So ready for some deep questions to ask your crush?

As said earlier, talking to the person you like can be very intense. But the key is not to be too intense and smooth things over with some light conversation. It would be best if you were not needy and pushy so that you don’t jeopardize your chances with her. You can use these deep questions to spark the interest of someone you are interested in. 

Hopefully, you picked great questions to ask your crush for the next conversation. We strongly believe that these questions and answers will help you spark a meaningful connection, thus building a deeper connection. With these questions, a girl will never get bored and will love to talk about herself, and you get to know her better. Who knows if she is also eager to get to know you?

More Questions To Ask Your Crush

100+ Smooth Romantic Questions To Ask Your Crush

100+ Good Interesting Questions To Ask Your Crush

100+ Intimate Dirty Questions To Ask Your Crush

About author


Sophiya Sharma is a keen writer always interested in learning about new things. You can find her articles, particularly in the relationship niche. She is a creative writer who puts passion and innovation into her research work. You can find her sipping a cup of coffee with her laptop in front of her, writing creative and informative stuff.
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