100+ Funny & Flirty Questions To Ask Your Crush

The excitement of flirting with your crush is probably one of the best feelings of all time. It would be even more amusing if you ask these flirty questions to your crush.

Anyone else who says otherwise hasn’t experienced the literal butterfly that forms in your stomach when your crush’s name flashes on your phone screen.

It’s the best. But it can also be the most nerve-racking. When you’re texting back and forth, and you’re at a loss for what to say, some flirty questions will come in handy.

What happens when you have a crush on someone and want to find good interesting questions to converse with them to get to know them better? The best way to go is to ask your crush questions!

Flirty Questions To Ask Your Crush


Do you spend hours online reading cute questions or slightly cheesy crush quotes that remind you of the person you like?

If that’s the case, I’m pretty sure your brain is unintentionally releasing an insane amount of dopamine and serotonin right now, and you might be a little addicted to this person! Don’t worry; everyone has been there! It’s the BEST and WORST feeling in the world simultaneously. Maybe that’s why having a crush is so enjoyable?

Flirting is an enjoyable part of dating and can ignite a spark in any relationship.

We want to share with you 100+ flirty questions to ask your crush in this post so that you’re fully prepared when you start texting or talking to your crush in person!

Here we go… “Ask Your Crush these Flirty Questions

Have you ever had a dream about us together?

Have you ever skinny dipped? When and where?

Do you like to cuddle?

What would be your ideal first date?

What was the most embarrassing thing you did while drunk?

Who is the one person you wish you hadn’t kissed?

Have you ever had a wet dream? 

Have you ever dumped someone via text message?

Have you ever had an unsuitable crush?

Have you ever felt true love?

What’s the most romantic thing you’ve done recently?

What is something a woman has done for you that you will never forget?

Do you get jealous when other boys look at your girl?

Do you currently have a crush on someone?

Do you have a romantic side?

Have you ever kissed someone who shouldn’t have kissed?

Who is your most recent celebrity crush?

What would you do if I opened the door in my garments?

What is your biggest dating stumbling block?

What is the romantic thing you’ve ever done for another person?

What do you think about being the ideal girl?

What do you think about being the ideal man?

Do you think it’s possible to fall in love at first sight?

What do you think it’s like to taste my lips?

Which item of clothing do you think looks on me best?

What would you do to me if I were in your room right now?

What is your most potent turn-on?

Do you have an unspoken fantasy?

What is it about a date that irritates you the most?

What’s the most flirtatious thing you’ve ever done?

What is the most romantic thing you’ve always wanted to do but have never had the time or opportunity to do?

Who was your teacher’s crush?

Have you ever purchased lingerie for someone else?

Do you want to know a secret?

Have you ever dreamed about me?

Have you ever abandoned someone you still cared about?

Have you ever had feelings for two people at the same time?

Who would you want to be tied to for the next 24 hours?

Where do you want to go right now?

Which tourist destination would you like to visit at some point in your life?

How much do you enjoy receiving kisses?

How would you describe an ideal kiss?

What has been the most romantic thing you have ever done in your life?

What excites you more: alone time indoors or fun time outside?

Who is your favorite celebrity?

What makes you happy?

What do you hope to achieve in the future?

Do you want to be in a relationship right now?

What are some of the things that make you unhappy?

What aspects of your life would you like to alter?

Funny Flirty Questions


What aspects of your life would you like to alter?

How would you spend your time if you had all the money in the world?

Who are you the closest to your friend’s group?

Have you ever had your heartbreak?

What are you excelling at?

Do you have any unusual abilities?

Where was the most beautiful place you’ve ever been?

What was your most exciting adventure?

Do you enjoy traveling?

Are you more of a guided tour person, or do you prefer to discover things on your own?

Have you ever kissed more than one girl in a single day?

What is the best memory you have of us?

What do you believe reveals a lot about a prospective partner?

What have you always wanted to do with your girlfriend? Something you’ve never done before?

What is the one temptation you can’t seem to rattle?

Do you think there’s anything better than a second chance?

What does friendship mean to you?

Do you believe that love and lust are the same things?

Is it more important to you that someone has good looks or a good personality?

What is your most glaring weakness?

What, in your opinion, is unforgivable?

Have you ever shed a tear because of me?

What is your biggest fear?

Have you ever wished to commit fraud on someone?

Who makes you the most jealous?

In a romantic relationship, what do you fear?

Are you afraid of committing?

What is the one thing you would change about your past if you could rewrite it?

What is the one factor that helps you decide whether or not you can trust someone?

Do you want to have kids someday?

Pickup Flirty Questions


Do you believe you could treat a girl properly?

What are your thoughts on HICKIES?

What is one thing you would never say to a crush?

Who in your life makes you the happiest?

Is there anyone or anything for whom you would give your life?

What’s the one thing you’re still keeping a secret from your ex-girlfriends?

What features do you look for in a woman?

What features do you look for in a man? 

What aspects of a healthy relationship are most important to you?

Do you think long-distance relationships are possible?

What do you consider to be a happy and healthy relationship?

Have you ever tried your luck with online dating? What was the worst thing that happened to you?

Do you think I’ll be around in the future? How?

What is the best piece of romantic relationship advice you’ve ever received?

What is the most enjoyable aspect of being in a relationship?

Do you believe it is acceptable to keep secrets in a relationship?

What is the effective way to resolve conflict?

What quality in a woman piques your interest the most?

Is it possible to forgive someone who has cheated on you?

What would you think if I gained a lot of weight, lost a lot of weight, or became more muscular over time?

How would you react if I drastically changed my appearance overnight?

What are your major objectives for us?

What are your thoughts on marriage and children?

Spark Your Conversation with Flirty Questions 

Sometimes being flirtatious with your crush is all that is required to get things going.

Whether you go through a list of questions to ask your crush or play some games, make sure your actions are honest. Turn on your flirtatious side and create a flirtatious atmosphere while texting with your crush to rekindle the sparks.

More Questions To Ask

100+ Intimate Dirty Questions To Ask Your Crush

100+ Fun Questions To Ask Your Boyfriend

100+ Truth or Dare Questions To Ask Your Friends

About author


Hello, I am Sweta Barma a content writer at where I share romantic and interesting questions to spark the conversation with your crush or loved ones. Being a romance novel reader and romantic movie lover, I strongly believe whatever the question is, love is always the right answer.
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