100+ Questions to Ask a Girl You Have a Crush On

Okay, so you have a crush. Awesome. Now, what questions to ask a girl to encourage her to like you back? Breaking the ice can be tough but when you ask a girl fun questions, you can start to bridge the gap between like and love. 

Interesting questions can be great conversation starters whether you’re chatting online or on your first date. (Even a well timed silly question can really get the conversation flowing.) As your relationship progresses, you can move from fun questions to deep questions and learn all sorts of interesting answers about each other. 

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Read on for some great ideas of questions to ask a girl you like. 

Questions to Ask a Girl 

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Below are over 100 questions to ask a girl you have a crush on to get the ball rolling on your relationship. Start with some fun questions and then move on to deeper questions as you get to know each other better. 

Flirty questions

What’s the worst pickup line someone has ever used on you?

Do you believe in love at first sight?

What would your best friend think about me?

What is your ideal boyfriend like?

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What’s the hottest thing a guy can do or say?

What’s your favorite thing for a guy to wear?

What do you think is the sexiest thing about you?

What’s your biggest turn on?

What’s your biggest turn off?

Hobbies and fun questions

What do you like to do for fun?

What’s your best skill?

What hobby or skill would you like to learn or get better at?

What hobby have you tried that you totally suck at?

Do you prefer to do things outdoors or indoors?

Do you like to do hobbies with other people or by yourself?

Have you ever tried a new hobby or activity for an ex-boyfriend?

How much time do you typically devote to hobbies and leisure time?

What TV show are you binging right now?

What’s your idea of a perfect day?

What hobby have you tried that you hated and will never do again?

Do you like sporty hobbies or crafty hobbies?

Favorite things questions

What’s your favorite dish to cook (or eat)?

What’s your favorite memory?

What is your favorite movie?

What’s your favorite song?

What’s your favorite place to travel to?

What’s your favorite place that you’ve lived?

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What’s your favorite book?

What’s your favorite color?

Who is your favorite person?

Who is your favorite fictional character?

What’s your favorite candy?

What’s your favorite sport?

Who’s your favorite Disney princess?

What’s your favorite smell or scent?

What’s your favorite holiday?

What’s your favorite season?

Silly or random questions

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If you could have a super power what would it be?

What’s the silliest joke you’ve ever heard?

What’s the best practical joke you’ve ever pulled on someone?

If you could pick any animal to have for a pet what would it be?

Do you read your horoscope or believe in astrology?

Have you ever gone to a psychic?

What would you like to be reincarnated as?

Would you rather questions

Would you rather stay up all night playing video games or watching movies?

Would you rather go out on Friday nights or stay in?

Would you rather have a ton of acquaintances or one super close best friend?

Would you rather lose your sense of hearing or your sense of smell?

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Would you rather be able to fly or be able to breathe underwater?

Would you rather retire early or work only four days a week?

Would you rather be able to go back in time or see the future?

Would you rather eat cake or pie?

Relationships questions

What are your top relationship goals?

What are you looking for in a romantic partner?

Do you believe that two people can stay together for the rest of their lives?

What’s the worst thing that’s happened to you in a relationship?

Do you believe in soul mates?

Have you ever been in love?

Have you ever said “I love you” to someone?

What are your relationships with your exes like?

Why do you think your past relationships never worked out?

Family questions

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(Photo by Jarritos Mexican Soda on Unsplash)

How would you describe your family?

How important is family in your life?

Does your family have a nickname for you?

What’s your most interesting story about your family?

What are your relationships with your parents like?

If you have siblings, what are your relationships with them like?

What do you love most about your family?

What annoys you most about your family?

What is your favorite family tradition?

Who is your favorite person in your family?

Who’s the weirdest person in your family?

Who do you turn to in your family for advice?

How does your family celebrate holidays and milestones?

Are you interested in having kids someday?

What are your top three goals for your future family?

Work and career questions

What do you like about your current job?

What’s the most frustrating part about your current job?

Where do you see your career in five years?

What would your dream job be?

What do you think is a healthy work life balance?

If you didn’t have to work what would you do instead?

Have you ever pulled an all nighter for work?

What would your younger self think about your job?

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What do your parents think about the career path you’ve chosen?

Do you ever wish you went into a different industry or down another career path?

Would you ever go back to school or change careers?

If you could start your own company what would it be?

Childhood questions

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What was your most embarrassing moment from when you were a kid?

Who was your celebrity crush growing up?

What’s the weirdest thing you used to do as a kid?

What’s your first memory?

What kinds of things did you like to do when you were a kid?

How has your personality changed or evolved since you were younger?

What advice would you give to your younger self?

What was your favorite cartoon as a kid?

Did you have a favorite stuffed animal?

Are you still close with any of your childhood friends?

What was your favorite year of school growing up?

Who was your favorite teacher?

Have you ever broken a bone?

Friendship questions

What role do your friends play in your life?

Who do you usually hang out with?

What would your friends say your best quality is?

How did you meet your best friend?

What defines a good friend in your opinion?

Have you ever broken up with a friend?

What’s the biggest fight you’ve ever had with a friend?

What would you tell your friends about me so far?

What’s the most annoying thing a friend can do?

When have your friends helped you get through rough times?

What is your role in your friend group?

Deep and personal questions 

What’s the biggest lesson life has taught you so far?

What has been the happiest moment in your life so far?

What has been the hardest moment in your life so far?

If you could bring someone back from the dead, who would it be?

Who is the most important person in your entire life right now?

What’s your biggest regret?

What’s your biggest fear?

What do you love most about yourself?

What are you most insecure about?

What do you worry about?

If you had one day left to live, what would you do?

If you could choose how you die, what would you pick?

Ask a Girl the Right Questions

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When it comes to determining what questions to ask a girl, always go with your gut. 

Great conversation comes from being an active listener and really tuning into the person you’re talking to. Remember that interesting conversation ultimately comes from your engagement. When you speak from the heart, you’ll be on the right track. (Now you know what questions to ask a girl, take a look at these questions to ask a guy for more conversation inspiration.)

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