Skip to Content

40 Flirty Questions to Ask a Guy That You Like

40 Flirty Questions to Ask a Guy That You Like

When getting to know someone, asking them questions is a great way to figure out whether or not you might make a good couple down the road. Asking questions can also strengthen a relationship that is already blooming.

Chances are, even if you have been together for a little while, there is still so much to learn about someone. Here are some flirty questions to ask a guy in person and in a text.


Flirty Questions to Ask a Guy on a Date


01What turns you on/off about a woman?
Take notes for yourself! You can get to know your new guy by asking this question.


Image from Pixabay – Under CC0 license


02What do you think is your best physical feature?
This is always an interesting one. It will help you to figure out what he thinks of himself and see how confident he is.


03What is the best thing about your personality?
This can begin a conversation about which qualities each of you find most attractive.


04What 3 words would you use to describe yourself?
Be prepared to answer this one yourself!


Photo by Shamia Casiano under Pexels license


05Which side of your family do you most look like?
This is a good way to get some information about his family.


06Can you define love?
When picking which flirty questions to ask a guy, making sure you are on the same page when it comes to love is important. Before asking this question, make sure you want things to get serious.


07If you could travel anywhere in the world, where would you go?
This is usually a good question to get to know someone and see how adventurous they might be.


Photo by Joshua Earle under unsplash license


08What is the hardest thing you have had to go through in life?
This is one of those flirty questions to ask a guy that you ask when you want to go deep with them.



09When is the last time you cried?
Some guys might be afraid to answer this one. Before you ask, make sure it won’t turn him away.


10Have you ever done…yoga? Skydiving? Horseback Riding?
Insert anything you want here to get to know how spontaneous and what kinds of things he is willing to try.


Photo by theformfitness under Pexels license


11What is the last book you read?
This will show you whether or not the guy is into reading! It can also be a sign of intellect.



12Do you consider yourself brainy or street smart?
It will be interesting to see how he sees himself.


13What is a pet peeve you have?
This question might get him going about something that really ticks him off. You can tell a lot by how someone answers a question.


Photo by Nathan Cowley under Pexels license


14What has been the best moment of your life so far?
This is a great question to ask to see what kinds of things he cherishes.


15Do you prefer to go skiing or snowboarding?
Or you can ask him if he prefers Pepsi or Coke, or anything that he has to pick one thing over another. This is one of those flirty questions to ask a guy that can go in any direction you choose.


16What would you do if…?
If he met a celebrity? If he saw an animal laying in the middle of the road? Create a situation based question he would need to think through.


Photo by mhtoori – under pexels license


17What is your relationship with your parents like?
Depending on the answer, it will tell you a lot about him!


18What is the most romantic thing you have done for a woman?
Good to know whether or not he is romantic up front!


19Who is your favorite celebrity and why?
This is a great question to know what your competition is.


Photo by RitaE under Pixabay License


20What would you do if you found out you had a week to live?
This is one of those flirty questions to ask a guy that would tell you what is most important to him.


Flirty Questions to Ask in a Text


21What’s your favorite thing about me?
This question will get him thinking about all the things he loves about you.


Photo by Vinicius Wiesehofer – under Pexels license


22What emoji makes you think of me?
A perfect question for a text!


23Do you miss me right now?
I bet he does!



24If we were together, what would we do today?
This is a great flirty question to ask a guy that you miss and can’t be together with at the moment.


Photo by Burst – under CC0 license


25What is your dream date?
Once he answers you, plan it!  


26What color do you think I look best in?
This is a great flirty question to ask a guy when you are having a hard time picking out your outfit. He will feel good knowing you trust his opinion.


27What song reminds you of me?
Songs are a great way to make a connection with someone else.


Photo by bruce marsunder Pexels license


28Who would you have lunch with, dead or alive?
This could get interesting…


29How did you make me fall in love with you?
This is a question you should ask further in your relationship.


30What did you do to get such a sexy body?
Basically, you want to know if he works out or if he was just blessed.


Photo by bruce mars under Pexels license


31Want to try something new with me?
If you have something in mind that you want your guy to do with you or a new place to explore, don’t be afraid to ask him about it.


32What was your favorite part of today?
When you can’t see him, it is an interesting way to ask him how his day went over text.


33What is something I don’t already know about you?
This could open up the conversation and he might tell you something exciting you would never think to ask!


Photo by frankychoi under pixabay license


34What is something you want to accomplish in your life?
This is one of those flirty questions to ask a guy that could really help you to understand what he wants to do with his life.


35If you could have any superpower, what would you choose?
This is always an interesting question, whether you are asking a child or an adult!



36Do you have any tattoos?
This can open up a conversation to discuss what you both think of tattoos and if either of you has any.


Photo by Louis Hansel under Unsplash license


37Do you sing in the car when no one is around?
Hey, good to know, right?


38Have you had any embarrassing moments lately?
Haven’t we all at one time or another?


39What is one food you could stand never eating again?
This might help you figure out where not to go on a future date.


Image from Gratisography under CCO License


40What is something on your bucket list?
This is a flirty question to ask a guy that might help you plan your next date, depending on how he answers, of course.



Next time you are on a date or getting to know someone you like, you can ask these questions to help you along. They are flirty but fun, and you will enjoy getting to know each other.

These flirty questions to ask a guy can help you break the ice and get to know each other a little better.