202+ Questions To Ask Your Crush To Know Them Better
Ask these intriguing questions to discover the hidden, fascinating sides of your crush.
Originally from Atlanta, Dr. Nancy Irwin graduated from UWG in 1977 with a Bachelor of Music in Opera Performance. She moved to New York City in 1985 to pursue a career as a stand-up comedian. She worked all over the country and abroad and moved to Los Angeles in 1994 when she heard that Hollywood needed more blondes.
Read full bio of Dr Nancy B Irwin
Experience: 4 yearsSneha holds a master’s degree in Applied Linguistics from the University of Hyderabad and a professional Relationship Coach diploma. With over four years of experience in writing, she specializes in crafting insightful articles on relationships and lifestyle.
Read full bio of Sneha Tete
Experience: 4 yearsSubhrojyoti is an associate editor at StyleCraze with four years of experience. He has a master’s degree in English from Presidency University, Kolkata, and has also done a post-graduate certificate course in Editing and Publishing from Jadavpur University, Kolkata.
Read full bio of Subhrojyoti Mukherjee
Image: Midjourney/ StyleCraze Design Team
You might have a question to ask your crush, or many questions even, but you get tongue-tied when you meet them. Your thoughts are muddled. While your heart races, your incredible personality goes unnoticed. Your only chance of having your fantasies come true is if you talk to them and show interest in their life. An interesting conversation is all you need to showcase your personality and help you stand out from the crowd.
In reality, it is not always easy to think of good questions to ask your crush without showing your nervousness! So, let us help you! Take a look at these questions to start a conversation with your crush. It will also provide an opportunity to get closer to your crush and know them better. You need to muster your courage and have these questions to ask a crush ready the next time you see them. Scroll down.
In This Article
206 Things To Ask Your Crush
Riley Rehl, a YouTuber, recalls her personal experience of sending a quiz to all her crushes. She explains the different questions and parameters present in the quiz to add more insight to the entire activity. She also goes on to share a funny incident while reviewing the answers marked by the men. The plethora of compliments, witty replies, and attractiveness ratings made her rejoice and consider the experiment to be successful. In the end, she exclaims, “I know that was such a weird thing for me to do but it felt good for me at least to be honest and it’s nice to hear your [the quiztakers’] perspective… (i).”
Personality And Preferences Questions To Ask Your Crush
These questions can help you get to know your crush’s quirks and what makes them unique. It is a fun way to understand their likes, dislikes, and how they see themselves.
- What’s the backstory behind your middle name?
- How do you manage to calm yourself when you get angry?
- What event has changed the course of your life the most? Was it happy or sad?
- What is the best compliment you have ever received? Why is it so memorable for you?
Tip: Once they respond, you can dig deeper into their values. For example, if they mention “being appreciated for their kindness”, you can ask, “How do you usually show kindness to others?” This steers the conversation towards their personality and past experiences.
- Are your parents/ guardians strict?
- If you had the opportunity, what advice would you give your younger self?
- What are you secretly afraid of?
- Who do you respect most in your life? Why?
- What would your parents be super surprised to learn about you?
- Who knows you the best in this entire universe?
- What attracts you most in members of the opposite sex (or the same sex if you are LGBTQ)?
- What is that one thing that can always make you smile, no matter what?
- What are your top five perfect first date ideas?
- Do you make judgments about people quickly? How often are you correct?
- What is your weirdest habit?
- Do you think everything is fated to happen, or are we in control of our own lives?
- Do you think Karma is real?
- Do you think it is ok to lie sometimes? What if it is to protect someone’s feelings?
- Do you believe there is a purpose to life? Or is it all a meaningless, endless loop?
- Are you a spiritual person? Are you religious?
- What do you believe happens after death?
- What issues in today’s society make you most angry?
- What kind of people do you least respect?
- Are you superstitious? Do you have any particular superstitions?
- Do you prefer hanging out with no-nonsense, serious people or lighthearted people?
- Do you like to do things alone or be around people?
- Do you like routine or spontaneity?
- Are you an introvert or an extrovert? Or an ambivert?
- What is the kindest thing that someone has ever said to you?
- Are you a confident person?
- What is that one thing most people don’t know about you?
- How do you deal and cope with negative emotions?
- What does your perfect day look like?
- Do you think we should choose our minds over our hearts?
- Do you have any siblings? Are you close to them?
- What is that one thing that you feel you are great at?
- Who are the other people in your life who have shaped your childhood or teen years, apart from your parents?
- What is your guilty pleasure?
- Do people trust you to keep secrets?
- What’s something that you cannot live without in your life?
- What has changed in you in the last five months?
- If you could change one thing about yourself, what would it be?
- Do you believe in astrology?
- Is there anything that you are afraid to lose?
- Can you tell me something about your best friend?
- Did you face any challenges in your childhood? If yes, how did you overcome them?
- If you could tell your younger self anything, what would it be?
- What is the last thing you searched for on your phone?
- What is the kindest thing that you have done for someone? And what made you do that?
- Do you prefer talking on the phone, texting, or video calls?
Tip: Once they respond to this, you can follow up with “What is your favorite texting app or feature? I feel like everyone has their go-to.” If they prefer video calls, ask, “What is the best video call you have had with someone—any funny or memorable moments?” This allows you to engage them in a more fun, personal exchange about their communication style.
- Do you like surprises?
- How do you deal with failures?
- How is your relationship with your siblings?
- What was your favorite subject in school?
- Can you describe your family?
- What is your personal style?
- Are you a cat person or a dog person?
- If you would like to change your name to something else, what would it be?
- What do you value most in friendship?
- Are you a morning person or a night owl?
- Who are you closest to in your family?
- What is the luckiest moment in your life?
- What is the one thing that you like the most about yourself?
- How would you describe your sense of humor?
- What is the one daily ritual that you never skip?
- What is that quality that you admire in a person the most?
- How did you meet your best friend?
- Have you ever gone to therapy?
- Do you think in terms of past, present, and future or do you just live in the moment?
- Do you enjoy working in a team?
- Can you forgive easily?
- What are the things that excite you in a relationship?
Quick TipRelationship And Thought-Provoking Questions
Want to know what your crush thinks about love and relationships? These questions give you a peek into their heart and what matters most to them in a relationship.
- Have you ever been in a serious relationship?
- What do you think are the characteristics of true love? Do you believe in love at first sight?
- What is the most important thing required in a happy and healthy relationship?
Tip: Ask follow-up questions based on their answer. For example, if they say communication, you can ask, “What is the best way you like to communicate in a relationship, honestly, openly, or something else?” This opens up a deeper conversation about their approach to emotional intimacy and connection.
- What has been the best piece of relationship advice that your parents gave you?
- Can one change their nature completely if conditioned by society?
- What can make a person truly evil?
- What is something you believe in that most people don’t?
- When have you been most anxious in life? What were you doing?
- What is that one thing you wish you had never done?
- Do you have any regrets? What’s the biggest one?
- Have you ever experienced heartbreak?
- Would you like to get married one day? Do you want kids? If yes, how many?
- Is there anyone in your life you wish you had met sooner?
- What is the worst date you’ve ever had?
- Can you tell what makes you feel most loved?
- What is the importance of commitment in your life? What does it mean to you?
- Who was the first love of your life? And why did things fall apart between you two?
- What was the last time you cried? What was the reason behind it?
- What is the one aspect of my personality that you love most?
- What is the worst thing about dating today?
- What is it that you love about being with me?
- Are you still in touch with any of your exes?
- What do you think is more important? Emotional or a physical connection?
- What is something you see as being a relationship dealbreaker?
Tip: You can further explore their answer with questions like, “Has there ever been a situation where you had to walk away from someone because of this dealbreaker?” This could lead to a discussion about past relationships, personal values, and boundaries, helping you learn what they truly need in a partner.
- Who is the cutest celebrity couple, in your opinion?
- Where did you have your first kiss and how was it?
- Which song reminds you of me?
- What is the biggest mistake that you have made in a relationship?
- What is your ideal Valentine’s Day?
Tip: You can also ask in depth questions like, “If you could plan a dream Valentine’s Day date, what would it look like from start to finish?” This allows you to dig into their love language and preferences for romantic gestures, and gives you insight into how they like to express affection.
- How do you like to be kissed?
- What are the most important qualities that you look for in your future partner?
- What is your love language?
- Do you like to take things slow or move pretty quickly in relationships?
- What is the most romantic thing someone has ever done for you?
- Do you like cuddling?
- Where is your favorite date spot?
- Do you think you are a good kisser?
- What is something that scares you about a relationship?
- What are the things you feel we have in common?
- What are your pet peeves?
Hobbies And Interests Questions To Ask Your Crush
Everyone has their own hobbies and passions. These questions let you know what your crush loves to do in their free time and what makes them happy.
- What do you love to do when you are free? What do you spend most of your time doing?
Tip: Once they reply, you follow up with, “That sounds so interesting! How did you get into that?” This can lead to a deeper conversation about their passions and personal stories, allowing you to connect over shared interests or learn something new and unique about them.
- What is your favorite thing to do on the internet?
- Is there something you can do that most people can’t? For example, playing an instrument, solving puzzles, etc.?
- What is something you have read that has stuck with you to date?
- What is your favorite kind of music?
- Describe your movie tastes. Name your favorite movie. Why do you like it?
- Did you watch cartoons as a kid? What was your favorite show as a child? Would you still want to watch it?
- Where did you grow up? What was your hometown like? What are your favorite childhood memories from that time?
- What can really annoy you in a person, whether you know them or not?
- What do you hope people would stop asking you?
- What areas of yourself do you want to work on? Have you devised a plan on how to do it?
- What was your first job? What did you have to do?
- What was the name of the last book you read? Why did you like it? Do you have any book recommendations for me?
Tip: If they show interest in recommending books, get into a deeper conversation. Ask them something like, “ What was the main takeaway for you from it?” This opens up a conversation about the themes or lessons from the book, and you can bond over shared values or perspectives.
- Do you prefer the mountains or beaches for a holiday?
- Name a cheesy song that you love. Can you sing it for me?
- If you had to get a tattoo inked right now, what would you get, and where?
- What is the first album you ever bought?
- What is that one hobby that we can try doing together?
- Are there any podcasts that you think everyone should listen to?
- Who is your favorite author? Why do you like reading his/her books?
- What is your favorite holiday destination?
- Is there something you would like to learn?
Quick TipGoals And Aspirations Questions To Ask Your Crush
Everyone has dreams and goals. These questions help you learn about your crush’s aspirations and what they are working towards in life.
- What makes you feel alive?
- If you get to choose a city, state, or country anywhere in the world to live in for at least the next ten years, where would it be and why?
- What are you most passionate about?
- What would you do if you won a million-dollar lottery?
- What are your hobbies? Do you still take time out to engage in them?
- Are there any good books you would recommend for me?
- Do you like to cook?
- What do you and your friends do when you guys hang out?
- What changes would you make to the state of our country, if you could?
- Would you sacrifice your life for someone? If yes, who?
- Do you think you are living life to the fullest?
- What is the biggest lesson about life you have learned?
Tip: If they share a profound lesson, go deeper and ask, “Wow, that is really insightful. How did you come to realize that?” This can give you more insight into their personal journey, growth, and how they approach challenges in life.
- What is that one thing you want to be remembered for and why?
- Do you volunteer anywhere?
- As a child, what did you always want to become after you grew up?
- What is the biggest risk you have ever taken in your life?
- What has been your greatest achievement so far?
- Who is that one person that inspires you the most?
- Do you love your current job?
- Is there anyone that looks up to you as a role model?
- If someone gave you five minutes to talk about something important, what would it be?
Funny And Quirky Questions Questions To Ask Your Crush
Laughter is a great way to connect. These questions will bring out your crush’s playful side and spark some light-hearted conversations.
- What do you find funny but most people don’t?
- What is the most humiliating thing that has happened to you?
- Would you prefer to be incredibly intelligent or incredibly happy?
- What is the tackiest thing you have seen someone post on Facebook or Instagram? Did you react to it or ignore it?
- What do you secretly judge people for most often? Do you feel guilty about it?
- What is the worst lie you have told? Did you ever get caught?
- What superpower would you like to have, if you could?
Tip: Once they respond, you can follow up with, “Nice choice! How would you use that superpower if you had it for a day?” This could lead to a fun conversation about what they would do with unlimited power, and you can even share your own ideas.
- If I kiss you right now, what would you do? Will you be mad at me?
- When making the first move, who do you think should do it first? The girl or the boy?
- If you had to choose between unlimited money and unconditional love, what would you pick?
- What is the next big thing that you are aiming for?
- Which celebrity do you have the hots for?
- Do you prefer big gala parties or small gatherings of close people?
- Would you like to live forever? Why or why not?
- If you could, would you eradicate pain from your life?
- Have you ever had a supernatural experience?
- If you had to make three wishes, what would they be?
- What is the most bizarre fun fact you know?
- What is the craziest dare you have ever completed?
- Who would play you in a movie of your life?
- If you could go back in time to observe (without changing) any historical event, what would you choose?
- What is the best gift that you have ever received from someone?
- What is the most useless invention of all time?
- When was the last time you laughed the hardest?
- What is the most embarrassing thing you have in your fridge right now?
- Have you ever lied to get out of a social obligation?
- If you could pick one celebrity to be your best friend, who would it be and why?
- Do you have any embarrassing stories from college?
Entertainment And Media Questions To Ask Your Crush
From movies to music, everyone has their favorite shows and songs. These questions give you a glimpse into your crush’s entertainment world and what they love to watch or listen to.
- What is a trending story in the news that you care very little about? Why doesn’t it interest you?
- What is one thing you spend way too much money on?
- In your opinion, what sport would be the funniest to watch if the players had to consume a decent amount of alcohol before playing?
- What is something that people have to do but look absolutely stupid doing?
- If animals could talk, which one do you think would have the most attitude?
- What is the most ridiculous name you have heard of?
- Have you ever had any annoying guests at your place? What was the most ridiculous thing they did?
- What was the most immature thing your family ever did?
- What is your favorite movie to hate-watch?
- What is your favorite romantic movie of all time?
Tip: Once they share their favourite movie, you can ask, “Oh, great choice! What do you love most about that movie? The storyline, the characters, or maybe the soundtrack?” This lets you explore what resonates most with them about romance and can lead to a conversation about favorite movie moments.
- If you could be a celebrity for a day, who would you like to be? And why?
- What was your favorite toy when you were a kid?
- What is the last movie that made you cry?
- Which movie can you watch over and over again without getting bored?
- What was the most eventful year in your life?
- What was the last concert you attended?
Food And Dining Questions To Ask Your Crush
Food is always a great conversation starter. Find out your crush’s favorite dishes and maybe even discover some new places to eat together.
- What do you spend your money on? What are your guilty pleasures?
Tip: Once they share their guilty pleasures, you could add, “I love that! Do you ever try to resist indulging in them, or are you all about embracing them fully?” This could spark a fun conversation about personal habits and possibly lead to sharing your own guilty pleasures.
- What’s your favorite dish? Can you cook it by yourself?
- What is the name of your favorite show? Why do you like it?
- Have you ever watched a musical? What was your experience like?
- What is the scariest movie you have watched as a kid?
- What’s your favorite pizza topping?
- What is your comfort food?
Key Takeaways
- It is natural to get tongue-tied when your crush is around you, but asking them funny and lighthearted questions can help you get talking.
- You can ask them questions about their likes, dislikes, personal history, and outlook on life.
- Remember, these questions are only conversation starters, and you need to carry on the conversation and take it to the next level.
Infographic: 12 Deep Conversation Questions To Ask Your Crush
Do you get butterflies in your stomach every time your eyes meet? Well, you are not alone! The mere sight of your crush can make your heart beat faster and leave you full of happiness and excitement. But this can also make you feel nervous, and you might even run out of words. So, before you plan your next date with your sweetheart, run through the infographic below. This will help you to get ideas on how to have an engaging conversation.
Illustration: StyleCraze Design Team
Getting all nervous, sweaty, tongue-tied before your crush is nothing to be ashamed of. We have all been there. You prepare and practice before the mirror multiple times, but when you have a chance to talk to them, you struggle to find words. However, things can be quite different if you have a set of questions to ask someone you like to keep the conversation alive, and to get to know your dream person better. The above list of 203 questions to ask your crush will help you keep them engaged while giving them a chance to know you better. You may also throw in some fun relationship questions to keep the conversation engaging. So, jot a few ideas down, take a deep breath, and let the conversations flow!
Frequently Asked Questions
How can you find out if your crush has a romantic interest in you through conversation?
Here are some signs that could show you that your crush is romantically interested in you:
• They focus more on you and maintain eye contact frequently.
• They attempt to carry on the conversation.
• They make physical contact.
• They positively respond to your questions.
How can I make sure I don’t make my crush feel uncomfortable when asking questions?
An important dating tip about the crush stage is to be cautious of your crush’s comfort zone and boundaries while approaching them with questions. Begin with general questions and be mindful of the tone of your questions. Do not jump at them with flirty questions right off the bat. Additionally, avoid asking them sensitive or private questions, and respect their choice to decline to answer if they don’t feel comfortable doing so.
What are some hot questions I can ask my crush?
Some hot questions to ask your crush could include, “Have you ever been in a serious relationship?” or “ What is the most romantic thing you have ever done?”.
What should I chat about with my crush?
You can chat about your hobbies, passions, and interests. You can discuss how you see your life with them in the near future.
How can I talk deeply to my crush?
You can ask deep relationship questions, talk about your experiences, share your fond memories with them, and ask them about theirs. Show interest in their lives and acknowledge their feelings.
What is a true question for a crush?
A true question for a crush could be “ What is their biggest fear?” or “ What is your most embarrassing moment?”.
How do I talk to my crush every day?
Start with small talk and gradually move to deeper conversations about the future, career and so on.
What is a romantic dare question?
A romantic dare question could be “What did you think about me when we first met?” or “What’s the most romantic thing you’ve ever done?”.
Illustration: Questions To Ask Your Crush To Know Them Better
Image: Dall·E/StyleCraze Design Team
Want to know the best questions to ask your crush? Check out this video for 13 great questions to get the conversation flowing and the vibes just right!
Personal Experience: Source
StyleCraze's articles are interwoven with authentic personal narratives that provide depth and resonance to our content. Below are the sources of the personal accounts referenced in this article.
i. I sent a quiz to every boy I’ve had a crush onhttps://youtu.be/2NRCCfaQsmM?si=_Yzruv-d0_TBKpGe
Read full bio of Dr Nancy B Irwin
Read full bio of Sneha Tete
Read full bio of Subhrojyoti Mukherjee
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