Inspiring meaningful connections & fun, happy lives...


Join Our Newsletter


Flirty, Funny & Cute Questions

What happens when you have a crush on someone and want to find interesting ways to have conversations to get to know them? Questions to ask your crush is the way to go!


100 Questions to ask your crush


 We put together questions that are flirty, funny, cute & deep. You choose what will work for your situation.


Keep these questions handy so that you can pick and choose which ones will work with all of your different conversations.


 Everyone loves attention, so show your interest in them with these “get to know you” questions.


Flirty questions to ask your crush 


Flirting is a fun part of dating and can be used to start a spark in any relationship.  Flirty questions should be lighthearted, fun and playful.


 When you have a crush on someone being overtly sexual is not the best way to start to get to know them. 


Since you don’t know their personality yet, this could be a quick way to stop the conversation cold. The questions below are flirty but not overly so.


Have you ever dreamed about me?

Have you ever gone skinny dipping? When and where?

Do you enjoy cuddling?

Do you have any secrets?

Are you good at keeping secrets?

When was your first kiss?

Are you a good dancer? What type of dancing do you like?

What would your ideal date look like?

Would you be interested in going on a date with me?

Do you have any tattoos? Would you get any?

How would you describe yourself?

What is your favorite thing to sleep in?

What excites you?

What tends to calm you down when you are anxious?


What did you think when we first met- questions to ask your crush


Flirty questions to ask your crush over text 


It’s so easy to touch base with your crush over text. When we are disconnected our mood can become down, but after you reconnect, it feels so good and can definitely change how you feel about your new relationship. So stay connected!


What is the first thing that you notice about someone?

Do you enjoy romance?

Have you ever had a crush on someone? 

Who is or was your biggest celebrity crush?

What do you think is sexy?

What did you think when we first met?

What music do you find sexy?

What do you find the most attractive on the opposite sex?

What is your biggest turnoff?


Funny questions to ask your crush  


Try our funny questions to ask your crush to add a little lightheartedness to your conversations. It is amazing what you can find out when you are just being a little silly. Date nights are a great time to ask some fun questions which will definitely add to the evening.


What type of humor do you like?

What is your favorite comedy that you have watched?

What celebrity have you been told that you look like?

Would you like to be an Influencer? In what niche?

Would you prefer a hamster or a rabbit as a pet?

What is the biggest lie that you have told?

If you could revisit any age before 18, when would that be? Why?

Are you the kind of person that likes being the center of attention?

What comes to mind when you think of embarrassing moments?

What TV shows can you watch over and over again?

What shows have you binged lately?


What family traditions do you love_funny questions to ask your crush



What sport are you terrible at?

What sports teams do you get really passionate about?

Do you have a silly side to your personality?

What is something that you will never eat again?

Are you going to heaven or hell?

What was a big splurge that you regret?

Ok, you have to spill the beans, what is your worst habit?

What do you like about yourself? don’t be shy! Brag a little bit…

Have you ever visited a psychic? Did anything come true?

What is your craziest pet peeve?

Make a wish…


Deep questions to ask your crush 


What is so great about asking questions to get to know someone is that it’s more subtle than just being direct.


Talking about deeper topics is much easier when done in a fun way. It’s not always easy for people to open up, we all tend to put walls up around uncomfortable subjects.


This is why it’s easier to talk when you are mindlessly taking a walk or by turning it into a game. Try the deeper questions to ask your crush below.


What brings you joy?

What do you see in your future?

What do you want to be known for?

Would you like to be in a relationship?

What are some things that make you sad?

What things in your life would you like to change?

If you had all the money in the world, how would you spend your time?

Who in your family are you the closest to?

Has anyone ever broken your heart?

Did you have a happy childhood?


funny questions to ask your crush image



When was the last time that you cried?

When was the last situation that you were extremely anxious?

What would you do with only one month to live?

What are some of your deal breakers?

What are your thoughts on politics?

Are you set in your ways, or more flexible?

Do you believe that people are inherently good?

Do you believe in fate and karma?

What things do people do that disappoints you?

What is a memorable scene from a movie that you loved?

Do you enjoy alone time? How often do you spend time alone?


Interesting questions to ask your crush


Keep things interesting with some questions that fit from this category.


What are you very good at?

Do you have any surprising talents?

Where was the most beautiful place that you have ever visited?

What was your greatest adventure?

Do you like to travel?

Are you a guided tour kind of person or would you rather discover things on your own?



interesting questions to ask your crush


Cute questions to ask your crush 


Do you enjoy spending more time in the country or the city?

What words would you use to describe your personality?

What do you love the most about your life?

What do you want your future to look like?

Do you like animals? What kind are your favorites?

What is your earliest memory?

Do you have any of the same friends from childhood?

Do you like surprises?

What is your idea of the perfect day?

Do you believe in astrology? What is your star sign?

Name something that you will never do again?

Do you like to cook? What are some of your favorite dishes?

Have you ever played around with tarot or the occult?

Do you like horror movies? What is one of your favorites?

Are you superstitious at all? If so, what do you believe in?

Do you like parties? With lots of people or small groups?

When was the last time that you went to the theater, what did you see?


flirty questions to ask your crush image


Questions to ask your crush to get to know him


What type of fitness routine do you enjoy most?

How often do you work out?

Where is your dream place to live?

Who do you consider your closest friends?

Are you a hard person to get to know?

Do you think you are a loyal friend?

How open minded are you about religion?

Do you enjoy reading? What types of books do you enjoy?

What family traditions do you love?


Conclusion Questions to ask your crush


So  when someone catches your eye and you would like to get into deeper conversations, then dive into our questions. 


Use as conversation starters or to get to know them in an interesting way. 


Check out more than 600  questions to ask your crush, your love and your friends! Having good conversations will keep and make our connections stronger.


The great thing about asking questions is that it’s a subtle way to get to the heart of the topics that matter to you most.


21 Questions to Ask a Guy to Start a Conversation

125+ “How Well Do You Know Me?” Questions for Couples

What are the Best Date Night Questions?

How to Start a Conversation Over Text (that Can’t be Ignored)

130+ Ice breaker Questions & Texts to have Amazing Conversations

13 First Date Conversation Starters + What Not to Say on a First Date

Funny Would you Rather Questions to ask Couples and Friends

73 First Date Questions That lead to Insightful Conversations

175 Fun Questions to Ask to Get to Know Someone

Interesting Conversations in any Situation

Share this article

What do you think?

No Comments Yet.