love
25 Creative Ways to Ask Your Crush out
If you’ve been falling over a guy for ages, there are tons of creative ways to ask your crush out. Whether you’re artsy, sporty, or somewhere in between, I’ve rounded up a few ideas for you (because…
By Diana Denza · September 2, 2026 · 3 min read

If you’ve been falling over a guy for ages, there are tons of creative ways to ask your crush out. Whether you’re artsy, sporty, or somewhere in between, I’ve rounded up a few ideas for you (because I don’t believe in waiting around for him to make the first move). With these 25 adorable ways to ask him out, you’ll bag your crush in no time. Get ready to take a trip to Couplesville with the guy of your dreams! ## 1. Write a Note With texting a prominent method of communication nowadays, you might want a more thoughtful and personal way to ask your crush out. I’d write him a cutesy note and slip it into his pocket, backpack, or notebook. It’ll be quite the special discovery – even better than finding a forgotten $20 bill. ## 2. Sing It, Girl! If you’re a decent singer, host a karaoke party with your besties and your crush (bribe him with pizza. It works, I promise.). When it’s your turn to belt out a tune, choose a love song and sing it to him. If that doesn’t clue him in, nothing will. If you receive the desired response (i.e. he’s smiling), ask him out right before he leaves for the night. Just remember: music changes lives. ## 3. Schedule a Tutoring Session A tried and true way to ask your crush out is to schedule a tutoring session. When he arrives at your home, lead him to a table with fresh flowers and takeout. Write “will you go out with me?” in your notebook when he’s not looking. Then, tell him you need help with your question. With any luck, you’ll get your desired answer – and maybe even a smooch right then and there! ## 4. Paint a Picture If you’re an artsy kind of gal, use your next art class to paint him a picture he’ll never forget. Asking him out through a work of art is priceless. Are you ready to be the girl who’s always on his mind? Yeah, I thought so. ## 5. Stick a Message on the Fridge If he knows that you’re a major foodie and love whipping up tasty treats, tell him that your refrigerator suddenly stopped working. Before he arrives to take a look at your “broken” fridge, place word magnets at the top of the door. Obviously, the words should form a question along the lines of “want to go on a date?” but you can personalize the message as much as you want. A word of advice: make sure you have enough magnets and that the message isn’t too long! You won’t want to confuse him or overdo it. You’ll have all the kitchen help you need in no time! ## 6. Play Monopoly If you’re a fan of board games and your potential guy has a sense of humor, you can use game pieces as a way to ask your crush out. You can transform Monopoly money, for example, into a creative part of your dating game. Pen a short message on the faux bill, drop it on the floor when he’s not looking, and then tell him that he’s dropped something. Smile and walk away. If you get a text soon after, you’ll know you’ve won that round. ## 7. Put a Wrap on It If you’ll be attending a party and know that your crush will drop in, design a label asking him out. Slap it across a soda or beer bottle and hand it to him when he starts looking at the drinks table. The gesture is totally flirty, and with you in your best pair of heels and just-made-up face, how could he resist? ## 8. Hit a Home Run If you need a way to ask your sports-loving crush out, walk up to him during the next baseball game you’ll all watching at your local watering hole. Flash him a sexy smile and hand him a baseball with your signature and phone number on it. Then, tell him that you’d like to start at first base with him sometime, minus the team and cheering crowds. ## 9. Cheer Literally. If you’re on the cheerleading squad, get your best buds together and work on a routine that’ll blow him away. Of course, you’ll have the starring part – and probably even the lead guy! ## 10. Map It out