10 Cute and Creative Ways to Ask Someone Out on a Date

cute creative ways to ask someone out

Need help with asking someone out on a date? Go all-out with this grand gesture by trying one of these memorable methods of asking someone out.

Looking back at the ways you’ve been asked or have asked someone out, which methods stuck out from all the rest? You’d be likely to forget the ones that involve simply asking over the phone or sending a text message or even tweeting. Anyone can do that, and it doesn’t require that much effort.

However, when you think about it, finding a really fun and unique way to ask someone out on a date will be a memorable experience. So memorable, in fact, that even when things don’t work out between the asker and the one being asked, the way one got the other to say yes will be remembered long after they’ve gotten over each other.

Now that’s the power of creativity in dating!

The best ways to ask someone out on a date

The little things like your method of asking can change your dating game, and it’s important to know the little tricks that will work in your favor.

#1 Radio. One way you can ask your date out is by calling into a radio station, such as Delilah, and telling your guy or girl to listen, because you have a surprise for them. Then, once you are on air, you simply ask them if they will go out on a date with you. Voila!

#2 Become a comedian. Laughter always wins, and it might just win you a date! Think of a funny comedian you like, or better yet, one they like. If they don’t have a favorite comedian, then find out what their favorite comedy movie is, and learn to recite the funniest lines to them as part of your way to ask them out on a date. How could they possibly be able to say no?!

#3 Write a song. If you don’t want to learn funny lines from their favorite movie, another way you can ask them out is by using the power of music. You can write a song for them! If you want to make it romantic, or comical, that is totally up to you. Think of it like Adam Sandler’s “Hanukkah” song and how brilliant it is. Use that kind of idea to get your creative juices flowing, and write them a song to ask them out.

#4 Don’t take no for an answer. One way to get your way is to not accept no for an answer. You can ask them out on a date over and over again until they say yes. Sure, some might think this is a bit insane and ridiculous, and also wonder why you would want to go on a date with someone who doesn’t want to go on a date with you, but hey, whatever works!

It is possible that if you ask them enough times, they will get tired of saying no, and eventually say yes, just because they want you to stop asking. And who knows, they might even have a great time with you on your date, assuming when they eventually say yes, they actually mean it.

#5 Leave a note on their car. One time when I got off work and went down to the parking garage to get into my car, I found a note sitting on my windshield that read “Will you go on a date with me?” and it had two boxes that said “yes” and “yes” and was signed “the guy in the blue Audi.”

Not only was this extremely clever, especially because he didn’t even put no as an option, but it was also adorable. Unfortunately, I didn’t go on a date with him, because I was dating someone at the time, but if you are looking for a creative way to ask someone out, I highly suggest you try this technique!

#6 Scavenger hunt. If you like to play games, and you want to make them work a little, not a lot, just a little, then this is a great way to ask the girl or guy you’ve been wanting to ask out on a date. Leave them a clever note at their desk that has clues, or drop them little hints throughout the day that will lead them around until they find the big surprise, which could be a bouquet of flowers with a note asking them out, or just you standing there waiting to ask them out.

#7 Bake. We all know the way to a man’s heart is through their stomach, so if you’re a girl wanting to ask a guy out, this one is for you. Bake them something. Ideally what you to bake would be their favorite dessert or you can keep it basic with something that everyone loves, like brownies or chocolate chip cookies.

If you bake them a cake, for the frosting you could write out “Will you go out with me?” or something along those lines. If you don’t have enough room to do so, then include a note on the side that asks them out. Not only do they get to eat a sweet treat, but it’s also super sweet that you would take the time to bake them something!

#8 Build-A-Bear. A very funny and creative way to ask someone out is to go to Build-A-Bear, and create a bear that you think they would like, and record a voiceover that gets stuffed inside the bear that asks them out.

When you give the person you like the bear, or if you send it to them via mail, then when they push on the part of the bear that says “play me” they will not only hear your voice and you asking them out, but they will more than likely smile while doing so, because who doesn’t love a talking bear that’s asking you out?

#9 Mail them a letter. If you don’t feel comfortable asking them out in person, then a great way to get all your feelings out on the table and ask them out is by sending them a letter. Think of the movie “Can’t Hardly Wait” and how Ethan Embry’s character wanted nothing more than to confess his love to Jennifer Love Hewitt’s character, but he could never muster up the courage to do so. Instead, he wrote a letter but never actually handed it to her, and by fate and some luck, the letter eventually ended up in her hands anyway, and they ended up together.

The power of words is a true thing, especially when it comes to confessing how you feel for someone. If you write a letter, don’t make it too cheesy, because you don’t want to sound like you’re copying something out of a Hallmark card. But do make it personal, and make it worthwhile. Let them know how awesome you think they are, and they will want to go out with you for sure.

#10 Use a mariachi band. I don’t know what it is exactly about mariachi bands that make people think of love, romance, and all sorts of mushy things, but they do. One creative way you could ask someone out is by getting a mariachi band to back you up.

So if you are in person with them, and wanting to ask them out, have the mariachi band start playing behind you, and use that momentum as your courage to ask them out. In a perfect scenario, they will say yes, and then the two of you will both be ecstatic, all the while dancing to the beautiful sounds of the mariachi band performing. How romantic!

It takes a lot of courage to ask someone out on a date, especially in this day and age and how we tend to hide behind technology and texting. If you really want to stand out, and ask a girl or guy on a date, then separate yourself from the “norm” and pick the sweetest, most memorable way to do so! 

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