10 Cute Ways To Ask A Guy Out

By on January 8, 2014

Long gone are the days of us women waiting around for guys to ask us out. It’s the 21st century which means, girls, that we’re allowed to take control. Asking your crush out isn’t as scary as you may think either. No doubt you’re panicking and making a massive deal of it in your head but you shouldn’t be. Just relax. It’s easy – he won’t bite.

On that note, I think it’s time we get creative too. It’s time we think outside the box and ask him out in a cute, memorable and sometimes even cheesy way. You want your proposal to stand out to him, it needs to be unforgettable so that you will be too.

Here’s 10 cute ways to ask a guy out…


Send Him A Note

Simple but effective. When he leaves his desk/work area simply walk on by and leave a note asking him out. Be sure to give him a flirty smile as he passes you to go back to his desk too. Just make sure your note can’t be mistaken as trash!


Send Him An Email

We really are in the new age now. How about asking him out by email? There’s no risk of it getting lost and it saves you having to see him and get embarrassed. Perhaps suggest a date on it and send him your number.


Ask Him If He Has A Girlfriend

Once you’re in conversation with him, simply ask him if he has a girlfriend. Once he says no (hopefully!) you can steer the conversation your way and it should end with the pair of you arranging a date.


Give Him Your Number In Style

Giving him your number can be simple or it can be memorable. If he’s a sports fan, write your name and number on a baseball or basketball and give it to him. If he reads, slip it into whatever he’s reading currently. You get the idea!


Plan A Treasure Hunt

Why not draw him a map to follow and tell him he has to find the hidden treasure by a certain time. Ideally the hidden treasure will be you sitting in a restaurant or somewhere similar.


Send Him Love Hearts

Ah Love Hearts, those classic little sweets! Begin eating a pack in front of him and then purposely offer him one that says ‘Be Mine’. Perhaps follow it up with a complimenting one. He’ll soon get the idea.


Give Him A Present

Again, if he’s away from his desk or workspace sneak up and leave something on his desk. This time you could leave a small box and inside it could be your note and perhaps information on a restaurant reservation or tickets to the big game.


Shock Him With A Parking Ticket

If he’s got a sense of humor (and a car!) this one will be great. Write out your note in the style and shape of a parking ticket and leave it on his windshield. If things work out, both of you will be telling people about it for years to come.


Put A Message In A Bottle

How cute is this idea? You do require some props but not many and they’ll be easy to find.  Get an empty bottle (preferably glass) and fill it with a bit of sand an slip your note inside before sticking a cork in the top to seal it. You can then leave your bottle anywhere for your crush to find. It doesn’t matter if it’s his desk, his car, his doorstep or anywhere else, just so long as he finds it.


Just Ask Him!

If all else fails, just ask him! This may not be the cutest idea or the most creative but it’s certainly been proven effective time and time again. Gather your courage, compose yourself and simply walk up to him. You can either start a regular conversation first or you can jump in at the deep end and ask him. It doesn’t matter, just so long as you ask. It’s best if you have a clear idea of where you’d like to go on a date first, this way you’re less likely to get flustered and mess up your words. He’ll love that you had the courage to ask him outright and he’ll probably find your blush when you do cute too.


So there you have it, ladies, 10 fun and cute ways to ask a guy out. They’re all memorable, creative and if all goes well they’ll get the job done. Just remember, the worst that can happen is he can say no so there’s nothing to worry about. You can do this, just be brave and be creative.

Let me know if you’ve tried any of these before or if you do, I’d love to hear from you!

(All images via Pinterest.com)


  1. Avatar


    March 27, 2020 at 3:12 pm

    I have a guy that I have a crush on again. We used to be elementary sweethearts but in 6th grade we just fell out of love. After we were a bit awkward, but that changed 7th grade. In 7th grade we decided to be friends again, and we eventually started hanging out more than I hang out with my friends. I thought it was normal until I started blushing when he would sit by me on the bus (this was the usual.) Now I think we may both feel the same, as we are inseparable, and when my hair is in my face, he pushes it out of the way. We also get very close to each other’s faces playfully. I looked at this website to plan on asking him out, but I’m hesitant because I don’t know if he 100% likes me back.

    • web admin

      web admin

      March 31, 2020 at 11:50 pm

      His behaviors are indications that he is interested in nourishing a relationship with you. Take this time to determine what you want for the future of this relationship. Speak with him about your thoughts and feelings. Give him an opportunity to share himself with you as well. Spend additional time with him in person, as this will help to strengthen your relationship.

    • Avatar


      April 20, 2020 at 3:29 pm

      Awwwww, that is soo cute and have almost the same issue in 7th grade I liked this guy and he liked me back and then I moved away and we kept in touch but he lost interest in me and I did in him as well but here we are in 8th grade and I like him again, but here’s the thing we barely talk and the reason is people made a rumor and he is believing it and we stopped talking for a while until 5 weeks ago. I want him to ask me out how do I do it?

      • web admin

        web admin

        April 20, 2020 at 6:27 pm

        It is clear that you want to attempt to nourish this relationship. If possible, you may want to spend additional time together in person. Speak with him about your thoughts and feelings, and give him an opportunity to share himself with you as well. You will find great benefit in taking this time to determine what you want for the future.

  2. Avatar


    March 27, 2020 at 2:44 am

    So I really like this 5th grade boy and i cant tell if he likes me, we dont fight that much and his sister tells me that he likes me, he jokes a lot, he does tell funny jokes

    • web admin

      web admin

      March 31, 2020 at 11:55 pm

      His behaviors may be indications that he likes you. His sister has informed you that he is interested in you. Take this time to consider what you want for the future of this relationship. Speak with him about your thoughts and feelings, and give him an opportunity to share himself with you as well. Strengthen your connection by spending additional time together in person.

  3. Avatar


    March 11, 2020 at 5:30 pm

    i like this boy in my math class and i don’t know if he feels the same because he jokes around with me and stuff but i’m just not sure

    • web admin

      web admin

      March 12, 2020 at 12:26 pm

      Joking around with you and talking with you are a good sign, but you are definitely right–it is not enough to be sure. Try flirting with him and see if he responds in a flirty manner as well. Good luck!

  4. Avatar

    Jasmin M Euyoque

    February 5, 2020 at 11:49 pm

    My friend that I thought was gonna end up being my best friend that I did everything with and knew me best ended up falling in love with me and then things started escalating and I lead him on.I realized I wasn’t in love with him and things ended poorly and we stopped being friends.After breaking his heart I didn’t really care but after 3 months gon by I started feeling hopeless and felt as if something was missing and it was him.I soon knew I was in love with him.He knew everything about me and He was the first person I opened up to emotionlly and sexually.I finally told him how I felt but he didn’t really seem as interested at all.So I never texted him after that.We didn’t even acknowledge each other a school.I never wanted someone so much.I really feel that I should move on but as the same time I feel that I should wait and give it time.

    • web admin

      web admin

      February 6, 2020 at 6:23 pm

      It may be better to move on for now. You were brave and told him how you feel, so at least you know what can be possible in the relationship. It may be hard, but it is probably better to begin moving on since it sounds like he isn’t interested.

  5. Avatar


    November 17, 2019 at 2:37 pm

    I have three guys on my mind, two of them like me. One I like because of his amazing personality, but he has feelings for another girl! The other one likes me A LOT, but hes in another relationship,but he has an end coming to his relationship, at least that’s what HE says. He gives me hugs, calls me cute and flirts occasionally. The third one is my ex, and he likes me and I absolutely love him, ever since we the last time we dated i always wanted him back. He said he wants to wait but also wants to right now, but I think he’s toying with my emotions.

    • web admin

      web admin

      February 4, 2020 at 3:39 am

      It seems that you need to take this time to look inward. Successful relationships are based on mutual trust and respect. You should nourish your emotional connection with an individual who makes you feel secure and content. If you feel that someone who make a poor partner, then avoid nourishing a romantic relationship with them.

  6. Avatar


    October 31, 2019 at 7:06 pm

    so i like this guy in my class. And, i asked him out but he said he needed time. it’s been nearly a week since I’ve asked him. What should i do?

    • web admin

      web admin

      February 28, 2020 at 6:04 pm

      You shared your thoughts and feelings with him. By this time, he should have made a decision about what he wants for the future. If you feel that it would be appropriate for you to nourish your friendship with him at this time, then do so. Regardless of your decision, you will find great benefit in sharing your kindness and compassion at all times.

  7. Avatar

    Rose Girl

    October 28, 2019 at 10:33 am

    I really like this boy and he used to like me but he told me after he didn’t like me anymore. I asked him out earlier but he thought i was pranking him. SO he didn’t answer. And my BFFL also likes him so idk what to do. A ton of girls at our school also like him but he has dated like ALL of them. Any advice?

    • web admin

      web admin

      March 4, 2020 at 7:31 pm

      He has shared his feelings with you. He is not interested in nourishing a romantic relationship with you at this time. Focus your emotional energy elsewhere, and determine what you want for your future without him. You will draw positive people and energy into your life by sharing your kindness and compassion at all times.

  8. Avatar


    October 16, 2019 at 6:16 am

    I’ve been talking to this guy for almost two weeks now, we have just about everything in common and both really like eachother. But we haven’t actually established if we’re dating or not and I don’t know how to approach the situation without being awkward! Please help

    • web admin

      web admin

      April 2, 2020 at 7:05 pm

      The two of you share a strong connection, and you are interested in taking your relationship to the next step. Spend additional time with him in person, as this will help him realize that you are serious about your relationship. Speak with him about your thoughts and feelings, and give him an opportunity to share himself with you as well.

  9. Avatar


    September 6, 2019 at 11:16 am

    My target is actually a traffic officer so I have to be careful … But after watching him write numerous tickets while chatting with me, he’s going to get the ticket next time. Lol perfect!!!

    • web admin

      web admin

      September 6, 2019 at 11:15 pm

      Thank you for sharing your supportive comment. We always appreciate when members of our community share their thoughts and feelings. Please share more of your positive comments in the future. Have a great day, Jan!

  10. Avatar

    Love Shifu

    August 12, 2019 at 11:39 am

    Many girls are scared to ask a guy out first due to the fear of rejection or being laughed at. But there are many ways to ask your guy out on a date without even making him realize. Like if both of you have a mutual hobby like cycling or singing then you can ask him to join you. This works so good that he will agree. This way you can get to meet him more and get to know each other.
    If the guy you like is a friend then you must be really sure about your feelings because getting into relationship with a friend can either be beautiful or messy.
    You are a strong and independent woman and there is nothing wrong in asking a guy out first. Surprise him by making your move first.

    • web admin

      web admin

      August 12, 2019 at 2:58 pm

      Thank you for sharing your supportive comment. We always appreciate when members of our community share their insights and experiences. Please share more of your thoughts and feelings in the future. Have a great day, Shifu!

  11. Avatar


    January 29, 2019 at 12:44 pm

    I like this guy at school. We have the same traits (even the negative ones)he is always messing with my feeling but he hates nearly all the girls so I have a fair chance but my best friend also likes him and if eventually ask him out I want to keep my best friend….

    • web admin

      web admin

      January 29, 2019 at 10:08 pm

      You and your best friend should have a discussion about your thoughts and feelings. Ensure that you give her an opportunity to share herself with you as well. Both of you may want to speak with him about your thoughts and feelings. Ensure that you put your friendship before any other relationship. Have a great day, Anon!

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