40 Good And Cute Questions To Ask A Guy You Like

By on September 20, 2013

When getting to know the guy you are interested it, it’s important to have strong, cute and interesting questions to ask him to help the bond between the two of you develop. Asking all the right questions will help you get to know your crush and even help you decide if he is really someone you want to take the next step with. Here are 40 good and cute questions that you can ask the guy you like:


Question #1.) What makes you smile?


Why It’s A Good/Cute Question: Asking this to a guy you like let’s him know that you are curious as to what makes him happy. The answer will let you know how to make him smile in the future and helps you get to know him much better.


Question #2.) What’s your favorite movie?


Why It’s A Good/Cute Question: The answer to this question will help you both to discover if you have common interests when it comes to movies and the more you have in common the better!


Question #3.) If there is any place in the world that you could go, where would it be and why?



Why It’s A Good/Cute Question: This is another one of those ‘getting to know him’ type of questions. Maybe you both dream about the same places, who knows?


Question #4.) What is your favorite sport to watch/play?


Why It’s A Good/Cute Question: A lot of guys absolutely love talking about sports and this will get conversation flowing. Hopefully, you can retain some of that knowledge and maybe even get yourself invited over to watch the game! Asking this question also lets your crush know you are interested in his likes and dislikes and want to get to know him better.


Question #5.) If we were dating, how would you celebrate our first one year anniversary?


Why It’s A Good/Cute Question: Asking this benefits you in a way that the answer will tell you if he would do something you like. Answers to questions like these can help you figure out what type of romantic he is and if he cares enough to tell you!


Question #6.) What’s your family like?


Why It’s A Good/Cute Question: He’ll love the fact that you are taking the initiative to get to know the people he loves.



Question #7.) What about yourself do you find the most pride in?


Why It’s A Good/Cute Question: Whether the answer is about his looks, talents or personality, you are engaging him in conversation that implies you want to get to know him and what he takes pride in. Pride is a huge trait in most any guy and definitely something to be aware of.


Question #8.) Have you ever cried at a movie?


Why It’s A Good/Cute Question: Honestly, the answer to this question is usually a no, but if he does answer yes then maybe he has a really cute sensitive spot!


Question #9.) What’s your favorite car?

fav car

Why It’s A Good/Cute Question: This is another subject that most guys enjoy discussing. If he’s a car lover, he will adore you for asking and he will enjoy telling you all about what he likes.


Question #10.) What is your favorite food?

fav food

Why It’s A Good/Cute Question: The more and more you get to know him, the better a relationship will grow!


Question #11.) What do you notice first when you first meet a girl?


Why It’s A Good/Cute Question: This answer will also give you good insight to what kind of guy your crush is.


Question #12.) What is the craziest thing that you have ever done in your life?


Why It’s A Good/Cute Question: Not only will this give you a glimpse of his past, but it will also let you know how far this guys boundaries are and if you can keep up with them or if you want more excitement than what he is willing to do.


Question #13.) What is your favorite romantic activity?


Why It’s A Good/Cute Question:  A guy has a different view on what is romantic than a girl does. So, be careful about how you take your crushes answer. If he answers, “We would play video games all day and drink Mountain Dew” and that’s not your favorite idea of romance, maybe he’s not a right fit for you. On the other hand, if he at least puts a little bit of effort in and says, “We could have a picnic at the park” or “I would take you shopping” then maybe he is a keeper after all!


Question #14.) What was the scariest moment in your life?


Why It’s A Good/Cute Question: It’s nice to get to know a guy, what he’s afraid of and why.


Question #15.) Who was your first crush?


Why It’s A Good/Cute Question: This question is just a small ice-breakers and may have him blushing or you laughing, but it is a cute question to ask.


Question #16.) Who is your biggest hero?


Why It’s A Good/Cute Question: Asking this question to the guy you are interested in will help you get to know who he looks up to and who he aspires to be like. It is just another ‘get to know him’ type of question that can really warm you up to each other.


Question #17.) Would you like to hang out with me more often?


Why It’s A Good/Cute Question: This lets your crush know you are interested in him and seeing him more often. It is even cuter if he says yes!


Question #18.) What is your definition of intimate?


Why It’s A Good/Cute Question: Asking this question and receiving its answer will give you an idea of how your crush perceives intimacy and romance. The answer can be quite heartwarming and adorable!


Question #19.) Would you cuddle with me?


Why It’s A Good/Cute Question: Oh! The cuteness! Unless he says no, of course, then it is not so cute… But, if he says yes, it is definitely an adorable question to ask.


Question #20.) What are your favorite hobbies?


Why It’s A Good/Cute Question: Maybe when he answers you will discover that you both have a lot of common interests and can even do some of those hobbies together. This will help you to get to know him much better and discover what he truly loves doing.


Question #21.) What’s your favorite restaurant?


Why It’s A Good/Cute Question: Who knows, maybe you’ll both sharing a passionate love for sushi rolls. Also asking him this may just get you the info you need to set up his idea of the perfect date in the future.


Question #22.) What would you do if you won the lottery?


Why It’s A Good/Cute Question: Get a look inside of your man’s financial priorities by asking him this question. Does he have a greedy heart or a kind one? Will he spend his money wisely or be completely reckless? 


Question #23.) Most embarrassing look?


Why It’s A Good/Cute Question: Get a few giggles out of your crush by getting him to open up and reminisce about his most embarrassing looks when he was younger. Maybe he didn’t rock that mullet his mom gave him when he was 5, you’ll never know unless you ask!


Question #24.) What’s your favorite way to spend a rainy day?


Why It’s A Good/Cute Question: Scope out how he would entertain you cooped up inside when there is bad whether. This goes for snowstorms or any bad weather that you may want to curl up inside all day for. 


Question #25.) What is your favorite video game?


Why It’s A Good/Cute Question: Just like with sports, most of the time, men get pretty pumped up about video games. Be careful, he may go on and on and on…


Question #26.) Are you superstitious?


Why It’s A Good/Cute Question: Get the creativity flowing as you discuss what gives you the heebie jeebies!


Question #27.) Are you religious?7

Why It’s A Good/Cute Question: This is an important question to ask someone you may want to pursuit a relationship with. It’s best if both of you come to a mutual understanding of views to make any sort of relationship work. He may appreciate you diving into this question, so you two can really see if you click on all the right levels. 


Question #28.) Favorite time of the year?


Why It’s A Good/Cute Question: You two can bond over whether you love laying on the beach in the summer or drinking hot cocoa in the winter.


Question #29.) Name a few things on your bucket list?


Why It’s A Good/Cute Question: Maybe he will share a few of the same ideas and together you both can dream up how you’ll strike them off of your lists!


Question #30.) What is your favorite band/musician?


Why It’s A Good/Cute Question: Who doesn’t love discussing their favorite music? This question is sure to open up the door to a lot of great conversation between you and your beau.


Question #31.) What makes you nervous?


Why It’s A Good/Cute Question: The best way to get to know someone is finding out what makes them comfortable as well as what makes them uncomfortable. Figuring out a prospective partner’s weaknesses is just as important as finding out what their biggest strengths are.


Question #32.) What was your first kiss like?


Why It’s A Good/Cute Question: Because who doesn’t adore the story of a first kiss? 


Question #33.) What do you want to do for a career?


Why It’s A Good/Cute Question: Watch the guy you like as he opens up about his dreams for the future. Get to know him on a more personal level and find out what he strives to be.


Question #34.) Can you dance?


Why It’s A Good/Cute Question: This may seem like a silly question, but if you are a lady who loves to dance, it may be a must that your guy can dance with you. If you’re not a huge dancer, then it’ll be good to know if he will expect you to have moves or not.


Question #35.) What is your biggest pet peeve?


Why It’s A Good/Cute Question: This may decide whether you want to continue to see this guy or not by telling you if you both are turned off by the same things. Maybe you both hate cigarette smoke or neither of you can stand broccoli! It’ll also help you avoid doing things that may really get under his skin and vice versa. 


Question #36.) Who is your celebrity crush?


Why It’s A Good/Cute Question: As strange or pointless as this question may seem, the answer will give you an idea of what kind of women he finds attractive.


Question #37.) Do you like to read?


Why It’s A Good/Cute Question: The two of you can get cozy discussing which books you like or dislike.


Question #38.) Favorite job you’ve had or would like to have?


Why It’s A Good/Cute Question: The way he talks about work can help you map out his work ethic and what motivates him. 


Question #39.) Are you an introvert or an extrovert?


Why It’s A Good/Cute Question: Ask him this question to see if he matches you in your lifestyle. It may get him to open up about how he likes to spend his time. Hopefully you both love spending time the same way!


Question #40.) What qualities do you want in a girlfriend?


Why It’s A Good/Cute Question: Find out what drives him crazy! It’s a good idea to feel out what he is really searching for in a potential partner. His answer will give you the clues you need to discover if you are the right woman for him! 


  1. Versace

    December 5, 2016 at 1:55 am

    So I like this guy at my school but he’s in year 5 and I’m in year 7 and everyone thinks it’s weird that I like him. But my best friend likes this guy that is 2 years older than her but nobody finds that weird. Is it normal to like someone younger than you? All my friends other than my best friend all think it is super weird and are being really mean about it. What do I do?

    • web admin

      web admin

      December 5, 2016 at 2:33 pm

      If you find that your social circle has a problem with your interest in this younger person, then you should decide what course of action that you want to take. They may believe that she is too young, and that is their opinion. That said, perhaps they do not want a stranger taking a place in your circle of friends. Speak with them about their feelings so you can better understand their reasons for not supporting you. Best of luck, Versace!

  2. Monica

    December 3, 2016 at 7:16 pm

    There’s this guy. I “met” him on snapchat, we had talked like a year earlier but on my friends snapchat but didn’t go any further. We started talking again about a month ago. We talk every day, he calls me pretty and cute, my friend tells me that my face lights up when he texts me, he makes me smile and giggle like a little girl. The thing is he lives like 2 hours away from me so he doesn’t go to the same school as me. My friend asked him if he would think it was weird if I liked him, he saiad no then he asked if it would be a good or bad thing he said good thing. What does that mean??? What do I do??

    • web admin

      web admin

      December 4, 2016 at 8:56 am

      Judging from his response, it sounds like he likes you and is just afraid to openly say that. The distance factor will not be easy, but long distance relationships are just as likely to work out as in person relationships. It sounds like he does like you, so if you want to be with him, make a move and see what happens. Good luck, Monica!

  3. Mikala

    November 28, 2016 at 5:24 pm

    That sounds good advice. Thanks for commenting Michaela!

  4. gg

    November 28, 2016 at 4:37 pm

    there is a guy I like and I’m not aloud to date but we have been texting for a while he goes to my school we look at each other but don’t say anything he once told me to f off but it was his friends who said that, I was told he likes me but he hasn’t asked me out should I ask him out I don’t want though because I’m scared of rejection what do I do please help.

    • web admin

      web admin

      November 29, 2016 at 8:29 am

      If you cannot date yet, then it doesn’t seem to be a good idea to tell him about your feelings. If he rejects you, you will feel hurt and upset. If he says he likes you, then you will know that a relationship could be possible, but will feel depressed because you can’t date him yet. For the moment, I would just stay friends with him. Perhaps your parents would be more open to the idea of dating if they met him, or you could just bring up the topic again to see what they say. If they do change their mind, then go ahead and tell him how you feel because it sounds like he could like you.

  5. Kelly

    November 26, 2016 at 4:51 pm

    What does it mean when a guy tells you he’s saving you from a heart break yet he still texts saying how much he misses you and he’s having dreams about you?

    • web admin

      web admin

      November 27, 2016 at 3:58 pm

      It means that he is having mixed feelings. He likely wants to be in a relationship with you, but he may not feel comfortable with his actions. He may have feelings for other people. He may have hurt someone in the past and does not want to hurt you. You should speak directly and honestly with him about your feelings. If he does not want to be in a relationship with you, then he should stop sending you those messages. It is not fair to you for him to be doing so. Have a great day, Kelly!

  6. CD

    November 26, 2016 at 3:04 am

    Ok so I met this guy at the park just across the road from my house(turns out he just moved to my street) he was there with his little sister and so was i. We all started to play chase to entertain the little ones(I’m 13 and so is he). Then for a couple of hours we sort of just messed around and kicked a football. Then we all went home. The next day at school(he doesn’t go to my school but we will go to the same high school next year) i told my closest friends about him and they all said just to ask him out but im way too shy. Anyway I would get to see him after school most days at the park. My feelings for him started to grow. He not long ago asked me and my sister over for a swim in their pool. We all had a great time and afterwards I thought for sure he liked me back. But then his family went on a holiday and when I next saw him he wasn’t as fun or flirty… And I was wondering if you could please tell me how to show him that I like him or tell me if he likes me!? thanks.

    • web admin

      web admin

      November 26, 2016 at 3:48 pm

      Your best option is to speak directly and honestly with him about your feelings. This will allow no mistakes or misunderstandings to occur. If you find that you are to shy, then attempt to catch his eye. Try to spend additional time with him, as this will give you the chance to become closer with him. Try to walk with him through nature, as you may find that this will bring the two of you closer both emotionally and intellectually. Best of luck!

  7. cat

    November 23, 2016 at 11:19 pm

    there is this guy i lik,but i dont get to talk to him anywhere else other than in person and i’m not sure if he likes me. he never talks to me when i’m with my friends only when i’m alone. what should i do.

    • web admin

      web admin

      November 24, 2016 at 7:58 am

      Many guys are afraid to talk to the girl they like, and this is especially true if the girl is surrounded by a bunch of friends. Try to make excuses to be alone more often when he is near so that he feels comfortable talking to you. Then, try to flirt with him. At the very least, try to add him online or ask for his phone number so that you can text him. If he does like you, he will hopefully take this as a hint and make a move. Good luck, Cat!

  8. Kayla

    November 12, 2016 at 11:37 am

    So, this guy got my number from a group I’m on. The group is just a bunch of my friends and their friends and their friends, so there’s s lot of people. I sent a riddle on the group and he answer me on a personal chat. After that he started a conversation and we started talking. He said after a while, and I quote, “we should get together sometime soon, you seen like a really nice person and I’d love to get to know you better.”

    After that I kinda started forming a bit of feelings for him, but I hadn’t even met him. I’d never seen a picture of him or anything(I have now), but I just adored his personality. He stayed up until 2 basically every weekend JUST to talk to me. He even got shouted at by his mom because she found out he was staying up late, for me.

    But I’m scared. Do you think he might have the slightest bit of feelings for me too? I really like him now, and I want to know if he likes me too….


    • web admin

      web admin

      November 13, 2016 at 10:52 am

      It is certain that he has feelings for you. Because he wants to meet you, get to know you, and is willing to stay up late for you, you can be certain that he wants to develop a relationship with you. Attempt to meet up with him if you feel comfortable doing so. Get to know him better and your relationship with naturally grow. At that time, speak with him directly and honestly about your feelings. Best of luck, Kayla!

  9. Maggie

    October 30, 2016 at 7:45 pm

    Another good one is, if you could change something you did in the past 24 hours, what would it be? This only worked cause I was with my crush all day yesterday, but he said the one thing he would change is that he would have kissed me.

    • web admin

      web admin

      October 31, 2016 at 12:04 pm

      Thank you for sharing your thoughts and ideas. It is always great to have such comments posted on or website as it will support other members of our community. Anytime that you want to share other ideas with us, please be sure to do so. Thank you and have a great day, Maggie!

    • barkat

      November 7, 2016 at 1:40 am

      yes.. u r right

      • web admin

        web admin

        November 7, 2016 at 3:33 pm

        Thank you for sharing your experiences, insights, and positive thoughts. We always appreciate such views and ideas as they will help other people in the future. Feel free to share more in the future. Have a great day, Kelly!

  10. Rebecca

    October 29, 2016 at 12:43 pm

    I really like this guy and he flirts with me all the time. He always compliments me and sends me heart emojis…….but he has a girlfriend. Does he like me? What should I do?

    • web admin

      web admin

      October 30, 2016 at 6:09 pm

      If he flirts with you, compliments you, and sends you hearts, then it is almost certain that he has an interest in you. Since he is dating someone else, then you should stop him from sending you these messages. If he wants to develop a relationship with you, then be clear with him about your requirement that he is single. Do not attempt to damage their relationship as it will only cause harm to you in the future. That all said, there is no reason for you to not be his friend. Take this time to determine what you want for yourself and for your relationships in the future. Remain positive, Rebecca!

  11. Kaydance

    October 26, 2016 at 11:56 am

    I like this guy and well im not so sure if he likes me or not bc of the way my friends treat me or him. I dont know if its my friends or me, plzz help

    • web admin

      web admin

      October 26, 2016 at 3:16 pm

      Your best option is to speak with him directly and honestly about your feelings. Your friends may not like him or may be concerned that he will take you from them. There are many reasons for friends to do strange things. Speak with him and determine where your relationship will go from there. Remain positive as you move forward, Kaydance!

  12. Ashley Bleu

    October 20, 2016 at 10:05 pm

    I had a crush on this guy and we were texting I got him to ask me out form just asking him these questions.

    • web admin

      web admin

      October 21, 2016 at 6:10 pm

      That is great to hear! We always appreciate hearing such positive stories and insights. It is clear that sharing conversation and speaking about your feelings can help any relationship flourish. Remain positive and let us know what the future holds, Ashley!

  13. Alyya

    October 10, 2016 at 3:29 pm

    I have a crush on this guy, and I am pretty sure he has a crush on me. He won’t ask me out or anything. I am not sure I should just wait for him to make a move or to ask him out. He is kinda shy, so I’m wondering if that is the reason why he won’t. I am terrified of rejection, so I don’t have the courage to ask him out. And is it “natural” for a girl to ask a guy out? I don’t know what to do.

    • web admin

      web admin

      October 11, 2016 at 9:24 am

      If he is shy, then he may be afraid that you will reject him. We don’t live in the 1950s anymore, so it is quite common for the girl to ask the guy out now. Whether you do or not depends entirely on how confident you feel. On the bright side, even if he rejects you, you will at least know that you need to move on. You just have to decide if you are willing to take the risk. It is entirely possible that he does like you and is just afraid to make a move, so I would go for it if I were in your shoes. Good luck, Alyya!

    • Kaydance

      October 26, 2016 at 11:54 am

      You should ask and if he says no its his loss

      • web admin

        web admin

        October 26, 2016 at 3:14 pm

        Thank you for sharing your insights and thoughts, Kaydance. Feel free to contribute more in the future! Have a great day!

  14. Beth

    September 16, 2016 at 4:11 am

    Hi! So, i’m in a relationship at the moment, and we’ve been dating for 3 weeks now. As far as I can see, everything between us is going great, but there’s a small problem. Some of my friends think that we are going too fast. My instant reaction to this was to talk to my boyfriend and ask how he feels. He said to me that he is fine with the pace, although my best friend claims behind my back he said he feels that it is also rushed. What should I do? Who should I believe?

    • web admin

      web admin

      September 16, 2016 at 10:46 am

      You should believe the person who you are in a relationship with. Your friends may want you to slow down because they want to spend more time with you or are concerned about you. If your boyfriend and you are both comfortable with the pace of your relationship, then there is no reason for you to slow down. That said, respect your friends’ desires to spend with time with you or you may find them drifting away.

    • SAM

      September 28, 2016 at 3:36 pm

      well first he didnt reply honestly or either your friend is lying but besides that fact just slow it down a bit and see if he comments about it, if not and you see him more happier then continue what your doing 🙂

      • web admin

        web admin

        September 28, 2016 at 4:24 pm

        Thank you for your insights and advice. We always appreciate such comments and thoughts. Feel free to share in the future and watch our community grow and prosper, Sam.

    • michaela

      October 7, 2016 at 1:14 pm

      You should believe yourself hunny

      • web admin

        web admin

        October 8, 2016 at 11:05 am

        That sounds like good advice. Thanks for commenting, Michaela!

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