233 Fun Things to Talk About with Your Crush

I know how it feels to draw a blank when talking to someone special.

Trust me, I’ve been there – staring at my phone, wondering what to say next.

That’s why I put together this list of questions to ask your crush.

As someone who turned awkward silences into meaningful chats, I can tell you that good questions open doors to real connections.

You won’t find basic small talk here. Instead, I’m sharing tested questions that spark natural, fun conversations.

Good Questions

What do you like to do on dates?
Which are your favorite board games or video games?
What are your hobbies?
What is your favorite TV show?
Who is your best friend?
Do you like cooking?
What can you cook the best?
Which books do you like to read?
Which movies and actors do you like?
Who are your favorite family members?
What’s your go-to comfort food?
What was your favorite subject in school?
Who was your favorite teacher in school?
What is your favorite childhood memory?
What was your ambition as a child?
What’s the most beautiful place you’ve ever been to?
How do you handle stressful situations?
What is your most prized possession?
What are your weird habits?
Which emoji best describes your personality?
What’s the funniest way you’ve ever injured yourself?
If you could have a robot friend, what qualities would you like it to have?
If you could dwell in a fictional world, which would you choose?
If you could invent a new holiday, what would it be, and how would we celebrate it?
If you were to have one superpower for a day, what would it be?
If you woke up as the opposite sex tomorrow, what would you do?
What’s the best piece of advice you would give to your younger self?
What would you do if you were to win the lottery?
What type of job do you want to do next?
If your pet could talk to you, what would they say first?
Which actor would you like to play in a movie about your life?
Which is your favorite drink?
What are your thoughts on self-improvement?
What is one piece of useless information you know?
What is your favorite pizza topping?
What’s the weirdest combination of foods you’ve ever tried?
If you could have a talking parrot, what phrase would you teach it to say?
Have you ever had a hilarious encounter with a salesperson or customer service representative?
What is the most ridiculous item you’ve ever purchased online?
Have you ever had an embarrassing moment on a messaging app?
What’s the funniest YouTube video you’ve ever seen?
What is the silliest thing you’ve ever done to impress someone?
What is the weirdest dream you’ve ever had?
Have you ever had a funny misunderstanding because of language barriers?
If you could have a personal theme song that played whenever you entered a room, what would it be?
Have you ever had an embarrassing moment while taking a selfie?
What’s the silliest song or jingle that you hate listening to, but it always gets stuck in your head?
Have you ever done something in public thinking no one’s looking but ended up attracting people’s attention?
Have you ever had a funny encounter with an animal?
Which is your favorite tattoo?
What is your unrealistic dream job?
Which fandom do you follow?
What is your guilty pleasure?
What is the topic you know about most?
How did you feel about high school?
How do you feel about your parents’ relationship?
What is your parent’s love story?
What is on your bucket list?
What is one thing you’re looking forward to in the near future?
What is one thing you love about yourself or your life right now?
Tell me about the last time you did something good for a stranger.
What’s a small gesture of kindness that someone did for you and it helped you tremendously?
What’s something you’ve always wanted to learn or explore but have not got the chance?
Who is your dream date?
What is the best gift you have ever received?
What’s your definition of a perfect day?
If you could meet anyone from history, who would it be and why?
If you could learn any new language instantly, which one would you choose?
If you were a vegetable, which one would you be, and why?
Which is the first movie you saw in a theater?
What’s something that excites you the most?
What do you consider to be your life’s purpose?
What’s the best advice you’ve ever received?
What’s your proudest accomplishment?
What do you like most about yourself?
What’s your favorite quality in a person?
When did you meet your best friend?
If you could go back and do a year of your life over, would you? What year?
If you could go back in time to observe (without changing) any historical event, what would you choose?
What do you do when you really need to relax?
What was the best gift you’ve ever received? The best gift you’ve ever given?
What’s your current hyperfixation meal?
What’s your favorite app on your phone?
Do you have any tattoos?
What’s your favorite restaurant?
Are you a morning person or a night owl?
What’s your favorite way to indulge?
Do you have any siblings?
What’s your go-to karaoke song?
What’s the best new artist/song you’ve discovered recently?
What’s something you like that people wouldn’t necessarily guess about you?
What’s something popular that you think is 100% deserving of its hype?
What’s your favorite place you’ve traveled to?
What’s your favorite piece of random trivia?

Deep Questions

What are your life goals?
What is your most significant source of inspiration?
What do you value most in a friendship?
What is the most valuable lesson you learned from a mistake?
If you could be an animal, which one would you like to be and why?
What is your biggest pet peeve?
Do you believe in soulmates?
Share something your parents do not know about you.
What are you passionate about?
What is your biggest fear?
What’s the most unforgettable experience you’ve had while traveling?
What’s the most meaningful compliment you’ve ever received?
What is your proudest accomplishment?
What is one thing you wish you could change about your past?
What’s the most beautiful thing you’ve ever seen?
Do you believe in astrology or zodiac signs?
If you could change the world, what would you do first?
What’s something you’ve always wanted to try but haven’t yet?
What do you think is the key to happiness?
What do you think is the most important thing in a relationship?
What’s the most courageous thing you’ve ever done in your life?
What do you admire most in people?
What’s the best piece of advice you would give to your younger self?
What are your dreams?
What are your thoughts on self-improvement?
What do you do when you are all alone at home?
What makes you fall in love with someone?
What’s one thing you wish more people knew about you?
Who is your favorite couple?
What is one unusual quality you find attractive in your date that other people hardly notice?
What’s your definition of a perfect relationship?
What would you do if you could change something about your life right now?
What do you think is the meaning of life?
What’s something you’ve learned from your past relationships?
What do you look for in a partner?
How important is family to you?
If you could be someone else for a day, who would it be?
What has been the worst year of your life until now?
What’s the most ridiculous thing you’ve ever done for love?
What is one thing you want to achieve in life that you haven’t yet?
How do you feel about your future?
What’s the most important lesson you’ve learned in life so far?
What’s the most valuable thing someone has taught you?
How do you define happiness?
What’s the hardest thing you’ve ever had to forgive?
How do you handle stress or difficult situations in life?
What do you miss about your childhood?
What’s your favorite thing about yourself?
What’s your biggest regret in life?
What makes you the happiest?
What would you tell your 15-year-old self?
What makes you mad about society?
How is your relationship with your parents?
Are you religious?
How do you feel about therapy?
What’s the worst part of dating today?
What’s something you’ve done that you think everyone could benefit from trying?
In what ways do you think we’re similar?
How do you recharge — on your own, or around other people?
What’s something you wish would go out of style forever?
What was your college experience like?
What’s the worst date you’ve ever been on?
Do you think you’re like your zodiac sign?
Are you someone who likes to plan ahead or be spontaneous?
What are you proud of right now?
What was your high school experience like?
What’s something you’ve learned about yourself recently?
What does your name mean, and why did your parents give it to you?
What’s your favorite memory from childhood?
Are there things you like about being single? Things you don’t like?
Do you think you’re more like your parents or your friends?

Flirty Questions

What’s the first thing you notice about someone when you meet them?
Do you believe in love at first sight, or should I walk by again?
If I asked you out, where would you like to go?
What kind of date would you say is perfect?
What’s your idea of a romantic evening?
What’s your favorite thing to wear on a date?
If we were on a date right now, what would we be doing?
If I made you dinner, would you be impressed or just hungry?
How would you feel if I kissed you right now?
If you were to give me a nickname, what would it be?
Are you a morning person or a night owl? (Perfect for late-night chats)
What’s your idea of the perfect first kiss?
What would you do if I said I’ve been thinking about you all day?
Have you ever had a crush on someone you didn’t want to admit?
If we were to travel together, where would you want to go?
What’s the most romantic thing anyone has ever done for you?
If I said you looked cute today, would you believe me?
What’s the best way to win your heart?
If I gave you a compliment right now, would you blush?
What’s one thing about me that caught your attention?
If you could marry a fictional character, who would it be and why?
Which movie would you like to convert into a musical?
What is your weirdest fear?
What’s the funniest prank you’ve ever pulled off or fallen for?
What part of a cartoon scared you most when you were little?
If you could visit another planet, which would you like to visit?
What’s the funniest joke you have heard?
If you were an inventor, what would you invent?
What would you do if I asked you on a spontaneous date right now?
What would be your perfect date?
If I asked you to dance right now, would you?
What’s something naughty you’ve always wanted to try?
What’s one thing that makes you feel instantly attractive?
What’s the funniest nickname you’ve ever been called?
Do you prefer calling or texting?
If you could have a talking parrot, what phrase would you teach it to say?
What’s the silliest thing you’ve ever done to impress someone?
What do you think about me?
What’s your definition of a perfect date?
Who is your dream date?
What would be your ideal romantic getaway?
What would you wear on a first date with me?
Would you ever go on a spontaneous adventure with someone you just met?
When was your first kiss?
What was your first impression of me?
What’s one of your favorite date spots that you think I’d love?
Do you like it if someone else makes the first move?
What do you find sexy?
Do you like to cuddle?
With a one-night stand, do you like to sleep over or leave?
Do I make you nervous?
What’s your best pickup line?
What do you wear to bed?
If we were playing hooky for a day, how would you want to spend it with me?
What’s your idea of the perfect date?
What’s the best compliment you’ve ever received?
If I could take you anywhere in the world right now, where would you want to go?
What’s something you’re looking forward to… that could include me?
Do you think we’d make a good team, in more ways than one?
What’s something you find attractive in someone?
What do you look for in a partner?
Are you the kind of person who enjoys a spontaneous adventure?
What’s your go-to move when you want to impress someone?
What’s your idea of a fun, flirty evening?
If you could cook me dinner, what would you make?
What’s the most romantic thing you’ve ever done?
What’s the first thing you notice about someone you’re interested in?
Would you say you’re a good kisser?