21 Deep Questions You Should Ask Your Crush

Have you ever been talking, be it in person or through text, with your crush and felt like you have no idea how to continue the conversation? If you've ever experienced that conversation lull, don't get upset about it. In fact, you can use that opportunity to deepen your connection with them. How? By asking them interesting and meaningful questions.

You can get to know your crush better by asking them some fun yet deep things. Asking the right questions can help you build a rapport with them. Plus, doing so can also let both of you know what the other person values most in a relationship. Read more to find out some quintessential deep questions to ask your crush so you can understand them better.

Questions to Ask Your Crush

Check out these great inquiries to ask your crush to get to know her or him better.

1. What's the most important thing in your life right now?

Asking your crush what they consider important is useful for figuring out their plans for life. This question is great to find out if the two of you have some common interests. Also, it can open up new conversation topics for later on.

2. What does your perfect day look like?

While this question may seem simple, this is one of the best things to ask your crush to get to know them. It can help you get a glimpse into their hobbies and interests. You may be able to find common activities you both enjoy doing! Besides, it may give you some ideas later on if you decide to ask them out on a date.

3. Are women equal to men?

This question may come as a surprise to you, but it's important to get your crush's stance on this issue. If they bring up "biological differences" or "my religion states that…", it signifies their deeply held beliefs. Either way, you can decide whether their beliefs match yours.

4. What's the best memory from your childhood?

This is perhaps one of the cutest questions to ask your crush to get to know them. Bringing up your crush's happy childhood memories might make them feel nostalgic and warm. Taking a glimpse into their past can also bring the two of you closer together. Plus, wouldn't it be cute to imagine them as a smiling, chubby-cheeked kid?

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

Find out if they love adventures in a wild and busy city or a comfortable stay alongside nature. This inquiry will give you some insight into their interests. Besides, if the opportunity arises in the future, you can decide whether you'd be interested in tagging along.

6. If you suddenly got one million dollars, what would you do with the money?

This question may seem funny and light-hearted, but it's actually one of the best deep questions to ask your crush. Money reveals a person's character down to its core. Whether they answer "donate it", "give them to my parents", or "buy a huge mansion and throw a party", that is their true character. Let that answer help you decide if they really deserve a place in your heart and life.

7. Which one would you prefer to have, unlimited money or true love, and why?

Find out what they treasure the most in life. Asking them this question will help you understand their life's stance and logic. Figure out if their beliefs and interests match yours.

8. Describe your ideal type in 5 words

See if you're the one for them! If they're really interested in you, your crush might just describe you as their ideal type. This question is also good to figure out if your crush is only concerned with superficial things, such as physical appearances and wealth, or if they are into deeper personalities.

9. What do you think about me?

Admit it, out of all the deep questions to ask your crush, this one is the most intriguing one for you. And you would be right! It's important to know what your crush thinks about you as a person. Knowing their feelings about you can also help you decide the next move to make on your relationship.

10. What do you want in a relationship?

Knowing their expectations from a partnership early on can help you figure out if you're really compatible with your crush. Ask them what they expect from their partner and what roles will both parties play in the relationship. Knowing what your crush expects from their vision of an ideal connection can help you decide whether you want to take things to the next level with them.

11. Do you believe in soulmates?

If you're a hopeless romantic, then this is the one question you must ask! Find out if they also wear the heart of their sleeves as you do. But, even if they say they don't believe in soulmates, this question will still give you some insight into their view on love and relationships.

12. What were you like when you were a kid?

Again, bringing up nostalgia and the good old days of childhood can make them feel warm and fuzzy inside. As a bonus, you get to picture them as a tiny cute kid. Also, find out if you liked the same things when you were younger and laugh together over what enormous dorks you two are.

13. What's your biggest deal-breaker?

It's always a good idea to ask what their biggest, or even weirdest, deal-breakers in a relationship. This information will definitely come in handy later when you decide to take the partnership to the next level.

14. Do you prefer living in a city or the countryside?

Find out if they love living in a bustling city or if they prefer a quieter way of living. This question can tell you so much about their character and personality. For example, if they say they'd love to stay in the countryside and have a farm, they might be the nurturing type. Or if they say they prefer the busy city, they might be a fun-loving and dynamic person. Either way, it can help you decide whether you two are compatible.

15. What's your favorite book?

A person's favorite book can tell you so much about their character and beliefs. After all, reading can transform a person's point of view in life. Besides, if you also love their mentioned book, you'll get something to geek over together. Or, if they say reading isn't their thing, ask them what their favorite movie or tv show is.

16. What's your favorite song at the moment?

Much like a book or a tv show, a song can also reveal a person's character. Plus, you might get some awesome new music and artist recommendations. Also, if their favorite band is in town, you might get the chance to ask them out to see the concert.

17. How religious are you and what are your beliefs?

This is a significant question to ask your crush. If you're really serious about them, you need to know about their spiritual beliefs and how they live their lives. After all, you'll need to be on the same page with them regarding your spiritual (or non-spiritual) beliefs. Beware though, don't ask this question out of the blue or they might feel weirded out.

18. What are you most thankful for?

This question will tell you what kind of person they are and how they value different things in their life. For example, if they say "my parents and/or siblings", then they're a family-oriented person. If they say "friends", then they're the loyal type. If they say "money" or "popularity", then we're sorry, but your crush might be shallow and superficial.

19. What's your biggest pet peeve?

It's always a good idea to figure out someone's pet peeve. Keep their answer in your mind and avoid doing any of their pet peeves. Knowing this information can help you conduct yourself around them to avoid annoying them.

20. What's your secret fear?

This question is helpful if you want to see if you've already gained your crush's trust. If they really trust you, then they will answer honestly and open up their insecurities to you. But if your relationship with them isn't deep enough yet, then they might just brush this question off.

21. What's the one thing that will make you smile?

This is definitely an important question to ask your crush. Pay attention to their answer as that might be the key to their heart. People are comfortable around those who can make them smile. Make sure to know the key to make them smile and their heart will be yours!

Takeaway Message

Never underestimate the power of communication when it comes to relationships. Knowing the right deep questions to ask your crush is the key to building a deep connection with them. So, which question will you be asking your crush today?

Remember to not pester them with all of the inquiries all at once, or they might feel intimidated by your interrogation. Once your crush opens up to you, then you can give them more questions. Now, you are well on your way to getting to know if they're the perfect match for you. Good luck!

Cornelia Parker
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Cornelia has been a writer for the last two years. Although she is young but talented in fashion and beauty writing, and strong interest for home stuff. Her mission is to spread information in the most engaging and enchanting way as she can as possible.

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