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    20 Flirty Questions to Ask Your Crush

    By on September 15, 2014

    When it comes to showing someone you have a crush on them, it all comes down to one thing: flirting. But if you want to kick up your flirt game and take it one step further, there’s only one way to go: flirty questions, of course! We’ve come up with an enticing list of 20 absolutely flirty and cute questions to ask your crush- all of which will make him know you like him without being overly obvious.


    1. What’s your idea of the perfect date?


    You’re asking about his perfect date, right? So it’s obvious you’re interested in him and want to know what to expect if the two of you finally decide to go out.

    2. What do you look for in a girl?

    perfect woman2

    Obviously this is a super important question for two reasons. One, you need to know if you are even his type, and two, this lets him know that you’re curious whether or not you’re a match for him.

    3. What did you think when you first saw me?


    This question shows him that his opinion matters to you and you’re definitely curious what he thinks about you.

    4. Where is your favorite place to be kissed?


    super flirty question- make sure you remember his answer for the future ;).

    5. What is your biggest turn on?

    turn ons

    Another incredibly flirty question that will definitely let him know you’re interested. Again, make sure you save this information for future rendezvous!

    6. What is your biggest turn off?

    turn off

    Just like you should know what to do to turn your crush ON, you should DEFINITELY know what turns him off. Avoid these turn offs at all costs- for obvious reasons.

    7. How long did your last relationship last?


    Digging into his relationship history can only mean one thing: you like him and what to know if he’s in the market for something serious or if he just wants to mess around.

    8. What’s the most romantic thing you’ve ever done?


    As women, this is just something we should know: is he the super romantic type of guy who will sweep you off your feet? Or will he leave you hanging in the romance department?

    9. How would you describe your perfect kiss?


    This lets him know that you’re definitely thinking about kissing him, and you want to make sure it’s absolutely perfect for him.

    10. If you could have one girl in the world, who would it be?


    Really just a fun and flirty question. Extra brownie points and serious tummy butterflies if his answer is YOU.

    11. What would you do if I kissed you?


    This lets him know that you’re thinking about making the first move and want to know if he’d be okay with it or not. If he seems interested, I suggest going in for the kill! (Or the kiss- you catch my drift).

    12. Do you like me as a friend or something more?

    ask him

    I don’t think this question requires any further explanation. Does he like you or not? Something you should probably find out sooner rather than later.

    13. Do you like when the girl makes the first move or would you rather be in control?


    Again, this is basically asking him whether or not it’s okay for you to go in and make the first move. If he’s not into that, I guess you’ll just have to sit back and wait- and keep on hinting (sigh).

    14. What do you wear to bed- if anything?


    Maybe you’re thinking about spending the night with him- or maybe you just want to picture him naked. Whatever the reason, this is certainly a flirty question!

    15. What’s your favorite pet name you like your girl to call you?


    And when he tells you the answer, go ahead and start calling him that special name every now and then- don’t forget to wink and giggle a bit, too.

    16. Have you been working out?


    A compliment? That’s flirting 101! Absolutely a flirty question you should ask your crush.

    17. Would you rather be called sexy or smart?

    sexy or smart

    Is he shallow and materialist, focused on his looks, or is he more about brains and smarts? Whatever his answer, make sure to follow up with “Well you’re definitely sexy/smart”.

    18. What do you think is your best feature?


    After he answers, make sure to finish with something like, “Oh yeah, I totally agree. I love your ____, too”.

    19. What do you think is my best feature?

    Nina Dobrev

    Break him out of his shell and get him to flirt back with you with this simple, flirty question.

    20. Wanna go out tonight?


    The ultimate flirty question. I mean, what better way to tell if your crush is crushing on you too than by asking him out on a date? It’s definitely a move for the bolder females out there, but if he says he likes it when a girl makes the first move, we highly suggest giving this question a shot.

    21. Do you prefer cuddling or making out?


    You can get his mind in all the right places by asking this question. What’s more flirtatious than talking about some of the most intimate things the two of you could do?

    22. Do you find yourself more drawn to brains or looks?


    This question maintains a certain importance and will give you insight to where his priorities lie when it comes to finding a girlfriend. Some guys must have both, others have more preference to one over the other.

    23. Pick three words to describe yourself, what are they?


    Letting your crush describe himself is a perfect way to get to know him and will open even more pathways to flirt with him. This question will give you a clear view of how he sees himself and if he holds any arrogant characteristics.

    24. Do you know how handsome you are?


    Give him a little confidence boost with this charming question. It is guaranteed to bring a smile to your crush’s cute face and really let him know what you think of him in the absolute best way possible: A compliment.

    25. How would you describe your perfect relationship?


    This question is a little more intense, but gets him talking about the important things and maybe give you a peek at what he expects if you two ever take your relationship to the next level. Which with these questions, should be easy!

    26. Do you like dirty talk?


    This one begs for a spicy answer from you beau. Get things a little heated up in your conversation by opening the doorway that will lead you two to more intimate conversations.

    27. Do you like massages?


    Keep things lit up with this question. It will surely give him the image of you giving him a massage after a long, hard day. Who wouldn’t love that picture? If he doesn’t love the idea of a massage from you, then he really isn’t for you, is he?

    28. Are you shy or more outgoing?


    It’s good to get a guy to talk a little bit about himself. He will enjoy letting you get to know him as much as he is getting to know you. Plus the answer will let you know what you are dealing with when it comes to the quickest lane out of the friend-zone and on to where you want to be.

    29. What are your plans today/tonight/tomorrow/next week?


    We are giving you options here, because the right one depends on your availability. But by asking him this you’re making it apparent you might want to make some sort of plans with him soon and also letting him know you care about what he has going on outside of this conversation.

    30. How come no one has swooped you up yet?


    Meaning how in the heck is someone like him still single. Make him blush by mixing this compliment in with this ultimately flirtatious question. Let him know you cannot believe that he is still rocking it solo. Surely this one will give him an idea of your intentions.


    1. Liv

      January 14, 2018 at 8:48 am

      I just was broken up with by a guy who I thought I would be with for longer than 3 months. I am in 9th grade so relationships are getting pretty serious. I have a friend that I thought was JUST a friend. Lately I have realized that maybe he is more than a friend. We talk every day and hang out at school and after school. He is my best friend. He was there for me when I was dumped and whenever I need him. I know he likes me and I like him too, I really like him and think about him a lot, but I need to take a break from relationships. I have had two relationships this school year and I real like a whore. If I dated another boy now I would most likely get that nickname. I need help on how to tell him I’m not ready for a relationship. I know this doesn’t matter but my friends do not like this guy, people might judge me, and I don’t want any bad nicknames. Please help me what should I do😞

      • web admin

        web admin

        January 14, 2018 at 9:42 pm

        You are making a decision that is beneficially both socially and emotionally. This person likely has a strong emotional connection with you. He likely wants to develop a relationship. Take this time to determine what you want at this moment and in the future with this person. Speak directly and honestly with him about your thoughts and feelings. Give him an opportunity to share himself with you as well. Have a great day, Liv!

      • Samar

        January 31, 2018 at 1:43 pm

        If u ll be in vain no one can make u feel better instead of that guy who is more than a best friend. It doesn’t matter what people’s thinking is , the thing that matters is ur feeling. If being with that guy makes u feel better than be with him, but I remind make sure that he ll not change like the earlier one. Cuz short term relationship only give pain and even make sure he really hv feelings fr u . As a frndly figure , I ll advice u be single relationships at this stage of ur life will not take u anywhere. But everything is fair in love and war , if u both live each other , u be with him no matter what people think or say.

        • web admin

          web admin

          January 31, 2018 at 6:36 pm

          Thank you for sharing your insights and experiences. Please feel free to share more of your thoughts and feelings in the future. Have a great day, Samar!

    2. Lindsey

      December 20, 2017 at 7:57 am

      I like this guy but he doesn’t know it how do I get him to notice me?

      • web admin

        web admin

        December 20, 2017 at 9:25 pm

        Take this time to determine what you want for the future of this relationship. Speak directly and honestly with him about your thoughts and feelings. You may find benefit in spending additional time with him in person. Give him an opportunity to share himself with you as well. Have a great day, Lindsey!

    3. jayson

      November 4, 2017 at 6:58 am

      My crush asked me if i have ever been in relationship before. What should i tell?? Because i have been in a relationship twice and we already know each other. Thats why im afraid if she lost my trust and hope to me.

      • web admin

        web admin

        November 4, 2017 at 7:30 pm

        You should always speak the truth. You do not want to establish this relationship on a lie. Take this time to determine what you want for your future. Speak directly and honestly with her about your thoughts and feelings. If she is concerned about your previous relationships, then attempt to explain that those feelings have passed. Have a great day, Jayson!

    4. Sadie Nicole

      October 25, 2017 at 11:22 am

      SO i really like this guy, we are talking but i keep finding girls on his social media accounts but he says nothing is going on, im not sure what to do, he spends alot of time with me, and hes with me most of the day besides when im at school and it worries me, im not sure if i should stay with him or not..

      • web admin

        web admin

        October 25, 2017 at 8:10 pm

        It is possible that nothing is going on. It is possible that he has some level of relationships with these people. Take this time to determine what is acceptable in your relationship. Speak directly and honestly with him about your thoughts and feelings. Give him an opportunity to share himself with you as well. Have a great day, Sadie!

    5. Mr_Sensitive

      August 26, 2017 at 5:14 am

      I made a friend (girl) in my class first we bonded really well. I now know each and everything about her we’re like very close the response is also good. But then I found out eventually that she’s already committed. But I can’t do anything about it since I’m like her friend. But I want to tell her how much I love her not just a friend. But I’m afraid that it’ll ruin our friendship. Also she’s really committed. What do I do???

      • web admin

        web admin

        August 26, 2017 at 7:48 pm

        She is already committed, as you have stated twice. Do not attempt to establish a relationship with her at this time. You can continue to treat her with kindness and compassion. Treat everyone in your life with positive and respectful energy. If her relationship naturally ends, then you can attempt to develop a relationship with her at that time. Have a great day, Sensitive!

    6. Jason

      August 15, 2017 at 11:24 pm

      So am in love with this girl. She is a university student at the same time am dating her with my best friend that she is claiming that she loves both of us. Is that even possible? and worse part have always told her to chose one person btwn me and him but she never wanted to do so. And how can I tell that this girl she is really in love with me? or am just her sec choice because? last time I told her that am letting her go and stopping everything that’s going on between me and her. she never cared or bothered to hold me back. To my realisation had found out that she was seeing my friend yet she was claiming all along that she doesn’t want anything to do with relationship. This thing going on between me and her is it even healthy ? And should I go on fighting for?

      • web admin

        web admin

        August 16, 2017 at 8:09 pm

        It is possible that her feelings for the both of you are strong. She may be uncertain or confused about her feelings. She has decided to develop a relationship with someone else at this time. You may choose to continue your relationship with her, but you will find that you will have additional stressed in your life. You may also choose to move on and allow her to fade from your life. Have a great day, Jason!

    7. Elise

      August 12, 2017 at 7:57 pm

      I have a crush on this guy and I’m in 7th grd. I think he might like me back but he said he doesn’t want to date till 8th grd and I’m afraid I’ll move on by then. I really like him and we have a lot in common. What r a few things I can ask him to get a good clue about if he likes me? I kinda blew it tho bc his friend were like stop hitting on him and I was like ” im not and how did u know I was texting him” and he like cuz “he said u were hitting on him” and I talked to him about it and I was like “just to clarify I’m not hitting on u” and he’s like “Ik lmao” and I was like “ur friend thinks other wise” *then I showed him the messages* he’s like “no honestly I nvr said that”

      Also once u break up with someone how long until u can date again?!? Cuz I don’t wanna be that “slut” in school but I also don’t wanna hang in the past.

      • web admin

        web admin

        August 13, 2017 at 6:46 pm

        This relationship is likely over. It is possible that your ex was confused or uncertain about his feelings. Allow this relationship to fade. Take this time to look inward and determine what you want for your future. If you want to develop a relationship with someone else, then do so. There is no reason for you to rush into a new relationship. Social influences may matter to you, but there is no reason to allow people to cause you negative feelings. Have a great day, Elise!

    8. Confused

      June 1, 2017 at 6:18 am

      So I like this guy for a while but then found out he was seeing someone then they broke up due to family issues I then waited due to them breaking up and let him have his space then I was leaving work for the summer I though I would tell him how I felt about him I waited a couple weeks before I told him I had a crush he said ” for how long” then he said that he is surprised to hear this but it’s ok to say with an smiley face emoji after that we still talked and he was still being nice I’m not sure if he feels the same way or he just wants to be friends or what I just don’t want it to be weird when I go back to work and I can’t look at him how do I go about asking him how he feels?

      • web admin

        web admin

        June 2, 2017 at 10:21 am

        It seems like you may have commented twice on this one. I have to approve each comment manually, so it may take a little while for it to appear and be answered. If you do not see your comment right away, do not worry because you will. Read through my first response and let me know if you have any other questions. Thanks for commenting!

    9. Kenish

      June 1, 2017 at 6:14 am

      So I like this guy for a while but then found out he was seeing someone then they broke up due to family issues I then waited due to them breaking up and let him have his space then I was leaving work for the summer I though I would tell him how I felt about him I waited a couple weeks before I told him I had a crush he said ” for how long” then he said that he is surprised to hear this but it’s ok to say with an smiley face emoji after that we still talked and he was still being nice I’m not sure if he feels the same way or he just wants to be friends or what I just don’t want it to be weird when I go back to work and I can’t look at him how do I go about asking him how he feels?

      • web admin

        web admin

        June 2, 2017 at 10:16 am

        I would just hold off. He knows that you like him, so he can make a move if that is what he wants to do. It is possible that he liked you when you first met, but he tried to stop those feelings because of his girlfriend and because you became friends. Right now, he may be trying to decide if he still likes you back or if he is in the right emotional place for a relationship right now. I would just hold off on doing anything else for a bit because the next move is really his to make. Good luck, Kenish!

    10. Amy

      April 24, 2017 at 9:43 am I met someone lately and I think I like them so much. Although we just remained friends and he never said anything about it. At the beginning he asked me ehy a beautiful and smart girl like me is still single and stuff like that. He was interested you know but then lately I feel like he’s not making an effort to talk to me and I am always initiating the conversation and keeping it going and it is hard and tiring. Although he is a very kind and respectful guy but sometimes I feel like maybe he’s scared to be in a relationship or something..I keep dropping hints but nothing. I don’t know what to do and I can’t ask him directly about his feelings.. ugh! Help

      • web admin

        web admin

        April 24, 2017 at 10:59 am

        He may not understand hints. This is common for many men. Your best option is try to see him in person. Try to speak with him about your thoughts and feelings. Be direct with him. If you want to move your relationship to the next level, then tell him that you want to do precisely that. This will help him understand what you need. Have a great day, Amy!

    11. Anonymous

      April 17, 2017 at 11:23 am

      I like a girl and she has a girlfriend. I am one of her close friends already
      What do i do?

      • web admin

        web admin

        April 18, 2017 at 10:02 am

        If she is in a relationship, then you should not attempt to damage that relationship. That said, continue to be her friend. Share your kindness and compassion with her at all times. If her relationship ends, then be there for her at that time. Try to speak with her about her thoughts and feelings. Have a great day, Anon!

    12. vk

      April 1, 2017 at 4:13 am

      My gf is always asking me to say interesting thing.. what i should say…??

      • web admin

        web admin

        April 1, 2017 at 9:06 am

        You can use these questions, and we have articles on conversation starters and things to talk about on Her Interest. You could also try buying a newspaper or reading interesting books so that you have new information to talk about. Even if she finds out that this is why you are doing it, she will probably think that it is sweet that you are making such an effort to make her happy. Good luck, Vk!

    13. Pamela

      March 23, 2017 at 9:30 am

      I’m in grade 11 and I’m crushing on this guy so badly we actually do talk and make massive eye contact he is always staring at me but then I don’t wanna be ahead of my self he might be maybe be looking at someone else I’m not sure I really like him so much ohhhhhh

      • web admin

        web admin

        March 23, 2017 at 11:58 am

        It sounds like he could be interested, but he has not done enough to be certain yet. We have several articles on Her Interest that show the signs that a guy may be interested. You may want to check these out and see if he does any more of the signs. In the meantime, you should talk to him and flirt with him whenever you can so that he realizes that you are interested in him–and, hopefully, he will respond to your flirting. Good luck, Pamela!

    14. anonymous

      February 8, 2017 at 4:08 pm

      i’m in a relationship with this lady for four year and i don’t feel anything for her though she was there for me when i was down. she is forcing me into marrying her but if i go ahead and marry her i will remain a sad man all my life, if don’t marry Her i have betrayed her love for me and l had kept her in the dark for four years. she is threatening fire and brimstone if i fail to marry her. any advice will be appreciated

      • web admin

        web admin

        February 9, 2017 at 10:33 am

        If you do not want to be with her, then explain to her that you are not happy. However, it is clear that she will not be pleased with you explaining that to her. There is no option that will bring the both of you happiness. You can either determine that you can be happy with being married to her, or you can leave her. Take this time to determine what is more important to you. Best of luck, Anon!

    15. Morgan Jones

      October 30, 2016 at 3:12 pm

      Basically i’be been speaking to this boy for 2 months ish and we’be told each other how we feel about one another as we both love each other, but we fall out so much. I don’t want to stop talking to him but yesterday night he asked me out and i said yes. It’s was going great until this evening he said to me can we just be friends until we know each other a bit better which i’m fine with but there’s a part of me that just wants to scream and shout at him to say “NO I WANNA GO BACK OUT WITH YOU” but i just can’t, anyway we’re still friends and we’re meeting up soon i think but i’m scare it’s gonna be so awkward because our conversation over snapchat is so dry and i just don’t know what to do?

      • web admin

        web admin

        October 30, 2016 at 6:47 pm

        Determine if you want to be friends only or if you want to seek a relationship with him. Any choice is perfectly acceptable. That said, it would be wise of you to further develop your friendship with him at this time. If you do not think that you want to remain friends with him, then that is also acceptable. It would be wise to be a good person in your words, actions, and thoughts toward him. Continue to remain mindful as you move into the future, Morgan!

    16. A confused person

      October 24, 2016 at 8:48 pm

      This summer a met this girl on the internet. She was amazing! I started to fall in love with her.. but than i got scared..I’m also a girl and my family is christan. My dad wouldn’t accept me.. So i told her i liked her and she said she was straight.. I was heartbroken but I realized not everyone is gonna like you. Everything was super awkward so we just stopped talking to each other. I think about her everyday and sometimes I even cry about it. I have 2 questions.. Should I reconnect with her? And judging by what I just said do you think i’m educated enough to make big decisions like my sexuality.. Thank you so much

      • web admin

        web admin

        October 26, 2016 at 2:00 pm

        There is no problem with you expressing your sexuality, in fact, it is a good thing for you to do. However, if the person that you share your feelings with turns out to be straight, then it is important for you to respect their orientation. Your family’s feelings should be respected, however, as long as you live under their roof, they may have certain requirements. Regardless of how unfair or unjust these requirements are, you may find that they will feel anger toward you for your feelings. It would be wise for you to share your feelings directly and honestly with your family if you feel confident enough to do so. Remain positive and mindful, and remember that people support and care about you.

    17. A guy who has a name but its a secret

      July 18, 2016 at 12:40 pm

      So I’m a freshman in high school and I moved about a year ago. In my old school I had a HUGE crush on my best friend but I didn’t tell her because i didn’t want to mess it up. So I was texting her recently and she sent me this:

      “I liked you in seventh grade, you know that. When you moved away at the end of the year I was devastated. I didn’t tell anyone. That whole summer there wasn’t one day that went by where I didn’t think about you. I knew you weren’t coming back but I still hoped so much that you would and it was all a joke. I don’t really know how to explain it but it hurt so bad. When we went back to eighth grade it was honestly a little easier. When it finally sunk in that you were never coming back it just made it a little easier to try and move on but I couldn’t completely do it still. By the end of the year I’d just accepted the fact that you’d forgotten about me and didn’t really care that much even though I had cared way too much. Every time I tried to move on and find someone new it didn’t really work and for a long time I didn’t know why but then I realized I still wasn’t really over you. Eventually I just gave up and turned my emotions off and stopped trying to deal with it.”

      So now I feel like a complete moron and we live an hour apart and my parents are really protective and I don’t know what to do. I thought that she would tell me that she liked me but she said she was too nervous because quite honestly girls get really nervous and bashful around me. I told her I liked her but I just don’t know if I should say something or if it would be weird because I might not see her again. Any help would be much appreciated

      • web admin

        web admin

        July 19, 2016 at 2:26 pm

        Since she has made her feelings clear with you and you only live an hour away, it is clear that the decision is up to you. If you are interested in developing a relationship with her, then speak with her directly and honestly about your feelings. It is likely that she will be willing to attempt to nourish your relationship with you if you speak with her. So do so. Remain positive and be bold. If you think that you can not handle a relationship at this time, then be clear with your feelings so she does not get mixed signals.

      • Tanya

        October 11, 2016 at 8:23 am

        Follow your heart if you love her tell her say words that should be coming out of your heart

        • web admin

          web admin

          October 11, 2016 at 10:24 am

          That sounds like great advice, Tanya–I am sure that he will appreciate getting more input. Thanks for commenting!

      • That one kid

        January 26, 2017 at 11:52 am

        umm im in 7th grade and i have a crush on my bf too soooooooooo any tips or something

        • web admin

          web admin

          January 26, 2017 at 12:12 pm

          Try to spend more time with your crush. If you have his number, then send him a message asking him to hang out. Go eat some food or go on a nature walk. This will help your relationship grow. Take this time to determine what actions you can take to help your relationship flourish. Best of luck!

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