250+ Bold, Flirty And Thoughtful Questions To Ask Your Crush

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If you have recently started conversing with your crush, you may be wondering about some fun questions to ask your crush. While you might have overcome your awkwardness and started chatting and talking to your crush on the phone, you may sometimes run out of conversations. However, to keep the conversation going, it is a good idea to list down a few gripping questions that could help you bond with them. Also, their responses may help you decide if you want to continue the relationship or bid a goodbye.

Keep reading this post to dig into some fun, flirty, lovable, and deep questions and queries to open a great conversation with your crush.

In This Article

251 Questions To Ask Your Crush

You can choose the question according to your moods, preferences, and the rapport you share. Make sure to pay attention and listen to your crush whenever they talk to you. If the conversation is losing momentum, try a different set of queries to prompt them to start talking.

Flirty Questions To Ask Your Crush

These flirty questions are a bit naughty and will make your intentions clear to your crush. If you feel they are comfortable with these questions, go ahead and ask them.

Who was your first crush?
What are you looking for in your partner?
Are you ticklish?
Do I make you laugh?

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Do you like talking to me?

Do you think of me before you go to sleep?
What is your idea of a perfect date?
Do you like me just as a friend or more?
How do you feel around me?
What blows you away when a potential partner is concerned?
Which is one song you would dedicate to your boyfriend or girlfriend?
What do you like about me?

What do you find irresistible about me?
What do you think about my style?
What type of personality are you attracted to?
What turns you on?
How would you like to be kissed?
If you were in a relationship, who would be your celebrity pass?
What is the hottest thing you’ve ever done for someone you liked?
What was your first impression of me when you first met?

What is sex appeal, according to you?
Do you consider yourself to be a good kisser?
What makes you swipe right on Tinder?
What is something unique that you find attractive?
If you like someone, do you make the first move or wait for them to make it?
Do you like someone right now?
Why do you think I like talking to you so much?

When will I see you next?
Where would you take me on a first date?
What would you like to do when you are with me?
How often do you think of me?
Have you ever dreamt of me?
If I asked you out tonight, what would you say?
What is your favorite thing about being in a relationship?
Why is someone as attractive/handsome as you single?

If I called you in the middle of the night, what would you do?
What is your flirting style?
If you invited me over for dinner, what would you cook?
Can you tell me something you have never told anyone else?

Good Questions To Ask Your Crush

Some moments are filled with good memories. Ask these questions as conversation starters. They will bring back those memories and put a smile on your crush’s face.

How were you as a child?
Which is the best job you’ve ever had?
What is one memory you have from your childhood?
What are you grateful for?
Who understands you the most in your family?
Where would you like to be right now?
How would you describe a perfect kiss?
What is the most romantic thing you have done in your life?

What kind of personality do you admire?
If you had a previous relationship, what made you happy in it?
Do you have a favorite night dress?
Do you have a fur toy you take to bed with you?

Do you have a fur toy you take to bed with you

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What feature do you think sets you apart from others of your gender?
Would you prefer to be called cute, hot, smart, or sexy?

What is your secret talent?
What do you like doing in your spare time?
Describe yourself in three words.
What is your definition of a good relationship?
Which dish do you cook best?
What are the three places in the world you want to visit?
If you could be anything else, what would you be?
Who is your favorite author?

What is something about you that many people don’t know?
Which is the first movie you saw in the theaters?
Are you an introvert or an extrovert?
What is your favorite piece of trivia?
If you did not go to school/work for a day, how would you spend it?
Have you ever attended a live concert?
If you had the chance, would you volunteer at an animal shelter?

Which sports do you play?
What do you do after work?
Which two words describe me?
Do you think we understand each other well?
What is your deal-breaker in a relationship?
Which smell reminds you of me?
Do you like attending weddings?

Questions To Ask Your Crush When Texting

Texting is an easy way of communication as it affords the anonymity of showing your emotions directly to your crush. You can ask these questions on text to keep the conversation going while giving them an out if they wish to.

What is one thing you are proud of?
How often do you watch Netflix?
Which shows do you binge-watch?
Which is your favorite movie?
If we had to watch a movie together, which would it be?
On a scale of 1 to 10, how much do you like dirty talk?
How would you like your boyfriend or girlfriend to dress?
Do I dress according to your expectations of a perfect partner?

What do you prefer – beauty or brains?
Would you rather chat with or call your partner?
What are your plans for tomorrow, this week, this month, this year, and next year?
Why do you think no one has dated you so far?
Would you like it if we dated each other?
Do you like massages?
What is the best way someone has asked you out?
What do you prefer to do on weekends?

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Related: 21 Cute Ways To Ask A Guy Out

What will you do if you love someone who doesn’t love you back?
What is the best thing someone can do for you now?
What are you most scared of while dating?
Do you have any tattoos?
Are you looking forward to something?
What is something you spend too much money on?
What does your name mean?
What is something popular you think does not deserve the hype?
During vacation, would you rather stay in a hotel or an AirBnB?
Which type of music do you like listening to?
Do you think we are similar?
What is your favorite thing about being single?
Which movie would you hate-watch multiple times?
What is your love language?
What are your roommates like?
Do you have a lot of friends or a few close ones?
Are you a dog person or a cat person?
What is a new skill you would like to learn?

Deep Questions To Ask Your Crush

If you want to move into a serious relationship with your crush, there are some things you need to know about them. These deep questions on different topics will give you an idea of what your crush thinks about relevant issues around you. Use these queries to initiate deep and insightful conversations.

When was the last time you cried?
What is your opinion on free will?
Do you prefer living in the city or the woods?
Do you believe in soulmates?
Who is the first person you call when you are happy or sad?
What makes you smile on bad days?
How would you feel if your imaginations become real?
What are you proud of right now?
What is the best thing in your life right now?
What are you scared about not accomplishing in life?
Will you tell me something about your parents?
Can I tell you something about my parents?
Who is the most important person in your life right now?
What do you think about casual relationships and long-term relationships?
What do people say about you that you like?
How would you define love?
How would you feel if I told you I like you deeply?
What are your thoughts on monogamy?
Have you ever been to therapy?
Have you ever been through a supernatural experience?
What are your phobias?
How much value do you place on other people’s appreciation?
Have you broken someone’s heart?
Do you want to talk or be alone when you are upset?
Who do you consider your mentor?
If you face a difficulty, who is the first person you turn to?
How do you imagine yourself in old age?
What is something you want to learn more about?
Have you ever felt betrayed by a loved one?
What is something you like most about yourself?
What is something you want to change about yourself?

Fun Questions To Ask Your Crush

If you want to bring up the mood of the conversation to a lighter vein, you can ask your crush these questions. They will instantly bring a smile to their face.

What is the weirdest pet you would like to have?
Which is the worst job you’ve ever had?
Who is your celebrity crush?
If you could watch only one movie for the rest of your life, which one would you choose?
Which friend do you trust most?
How does it feel to be appreciated by your boyfriend or girlfriend?
If someone spoiled you with gifts, how would you like it?
What would you do if you won the lottery?
If you had to choose your most favorite among your most prized possessions, which one would it be?
What do you think about “love at first sight?”
What is your earliest childhood memory?
If you had to name only one of your favorite books, which one would you choose?
Which movie is your guilty pleasure?
Which movie do you watch with your friends?

Which movie do you watch with your friends?

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Which TV show would you like to see another season of?
Which age has been the best for you so far?
Would you rather be in love or have a lot of money?
Which is your go-to karaoke song?
What is the most useless talent you have?
If you woke up tomorrow as a person of the opposite gender, what would you do?
If you had to choose between bread or bed, which would you choose?
What is your tried and tested pickup line?
What is the most ridiculous thing you have ever bought for yourself?
Do you like to cook or order takeout?
What was your last Google search?
As a child, what did you want to be when you grew up?
If you could go back in time, what would you change?
When and how did you meet your best friend?
Did many people have a crush on you in school?
What do you think attracts people to you?
Which is your favorite love song?
If you had a month-long vacation, what would you do?
Which is your worst selfie?
If you could appear on a reality show, which one would you want to go on?

Freaky Questions To Ask Your Crush

If your crush likes humor, use these questions and queries to launch a laugh riot. They are fun and harmless and are sure to make both of you ROFL.

What color is your aura?
Do you think Kanye West would be a good President?
If the world ended tomorrow, would you survive?
Do you love your best friend?
Have you ever eaten anything that dropped on the floor?
If your house was on fire, what would you save?
If you knew you had only a week to live, what would you do until then?
If you could go back in time, what advice would you give to yourself?
What are you really bad at?
Do you have a favorite Disney character/movie?
Which podcast do you listen to before you fall asleep?
If you could take your favorite celebrity on a date, where would you go?
What do you want to come back in style?
What is your guilty pleasure?
Which is your favorite joke?
Do you have a plan for the zombie apocalypse?
What was your first Facebook profile picture?
If you could shapeshift into an animal, which one would you be?
If you could do anything without any judgment, what would you do right now?
What is your cheesiest pickup line?
Would you rather dress up as Elvis Presley or Charlie Chaplin?
Would you scream or fall unconscious on a roller coaster?

Intimate Questions To Ask Your Crush

You should have the right queries to prompt them into giving you those elusive pieces of information that will help you in the future if you decide to date each other. These intimate questions will help you and bring you closer.

What will put you off on a date?
What is the best compliment you have ever received?
What is your biggest fear?
How many crushes have you had, and who were they?
Who do you talk to when you are sad?
Do you easily get scared?
Can you keep a secret?
How would your friends describe you?
How comfortable are you meeting new people?

How comfortable are you meeting new people?

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Are you shy or outspoken with strangers?
Can you tell me something that no one else knows?
How does it feel to be cared for by someone?
Have you come across something that changed your views about men or women?
Have you ever felt loved in your life?
Which music do you love listening to?
Is there an album you can listen to entirely without skipping tracks?
Have you ever felt tongue-tied on a date?
What is your deepest regret?
Do you miss your childhood?
What makes you happy?
How is the relationship between you and your parents?
What is love to you?
What do you do when you are sad?
What motivates you to wake up in the morning?
What is something you wish to excel at?
Does something keep you up at night?
What is the most memorable gift someone has ever given you?
What is one mistake that helped you become a better person?
What makes you smile?
What are you most scared of losing?

Truth Questions To Ask Your Crush

What if you wanted to know the truth from your crush? You can ask these truth questions so that they cannot lie to you. Ask them these questions only if they are comfortable.

Can you spend a whole night awake?
Can you give up on Netflix for a week?
Where would you like to go out with me?
Can I take you out for dinner tonight?
How do you feel right now?
What is the biggest regret you have?
If you could master a skill, which skill would you choose?
Would you rather be poor and famous or rich and common?
What is something you did that your friends still tease you about?
What was your first kiss like?
What is the biggest lie you have ever told?
What is your favorite story about you and your best friend?
Do you prefer the beach or the mountains?
What do you like most about yourself?
How happy do you feel with life right now?
Do you think you are funny or kind?
What do you think we would be like together?
What is your pet peeve?
Which is your cringiest memory?
Would you include me in your weekend plans or make plans with your friends?
If you were meeting me for the first time, how would you impress me?
Do you love going out or staying at home?
What do your friends think about me?
Are you over your ex?
What annoys you in other people?

questions to ask your crush_illustration

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Frequently Asked Questions

1. How can I ask my crush about their future goals and aspirations without sounding pushy?

In a conversation, if your crush is funny or too talkative, use that quality and start by saying how funny or talkative you find them and that they should pursue a career related to that quality, such as a stand-up comedian or radio jockey. Wait for their response and then ask what they really aspire to become in life.

2. Can you recommend some creative questions to ask my crush that will help me stand out and be memorable?

To stand out, ask questions that they wouldn’t expect. For instance, if you know that they like reading, ask them to pick a book they would like to read for the rest of their life. If they like coffee, ask them which coffee they want to drink for the rest of their lives.

3. What are some questions to ask my crush that will help me understand their values and beliefs?

Ask about their reaction to certain situations to understand their values and beliefs. For instance, ask them what they would do if they found a bag full of money in the backseat of a cab. Ask them how they feel about an existing situation. For instance, how they feel about global warming. Their response will tell how they think and what matters to them the most.

Asking questions to your crush is an excellent way of getting to know each other better, and with this post, you can get great help. Remember to start with the fun, straightforward questions and eventually move towards deep and intimate questions as your bonding develops. You could also add a few questions of your choice to know them better. Remember to be yourself and be confident when you are with them, as it helps portray a better image of yourself.

Infographic: Questions To Ask Your Crush

Conversations with your crush can be exciting and last long if you know to ask the right questions. In addition to the vast list of questions, we have also prepared this infographic with a few more queries to use as your wild card. So, read through the questions and keep a note of them as well.