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10 Yes-Worthy Promposal Ideas


It’s not about who you go to prom with, it’s about how they ask! Sure you can make a sign or sing a song, but what about creating a one-of-a-kind experience or customizing something truly unique to ask your special someone to prom? At Custom Ink, we’ve got tons of fun apparel and t-shirts that will wow and woo any date-to-be. Need some inspiration? Check out our fun promposal ideas below. We’re sure your thoughtful gesture will be the talk of graduating classes for years to come!

10 Fun & Yes-Worthy Promposals

  1. Checkbox T-shirt
  2. For a promposal that shows you put in some effort and that doubles as a sentimental keepsake, create your own checkbox t-shirt. Make the question your own—”Prom?” “Go to prom with me?” “How about prom?” and put it at the top of the shirt. Below, have 3 checkboxes with the answer options “Yes,” “Of course!” and “HECK YES!” Meet up with your date and as they read your tee, hand them a marker (in their favorite color, of course). Let them choose their answer and celebrate! Afterwards, let them keep the t-shirt so they always remember the special moment. If you’re looking for the perfect tee, we’d go with the Comfort Colors 100% Cotton T-shirt. It’s so soft and comfortable it’ll feel like you’ve been wearing it for years, and it comes in tons of trendy colors.

  3. Locker Flowers
  4. For a wow-worthy promposal, don’t just give a bouquet of flowers, give a locker full of flowers! Grab a bunch of bouquets of your date-to-be’s favorite flower in their favorite color—not sure? No worries! Spray roses are an affordable and voluminous option, as well as tulips. If you know the person well and know their locker combo, get to school early to fill their locker with blooms. Don’t forget a sign to hang inside with the very important question! Or, see if a school custodian or administrator with a key will help you with your plan, and supervise as you put the flowers into the person’s locker. Brownie points if you help him or her carry all the flowers home after last period!

  5. Food Bouquet
  6. Flowers not their thing? No problem! Make them a totally unique bouquet out of something else they love. Chicken nuggets? Yum! Bags of hot Cheetos? Heck yes! Doughnuts? Yaaas! Create the perfect arrangement by gathering your food items, some wood skewers, a foam craft ball, and tissue paper. Place one of each food item on a skewer and stick it into the ball so that they all point up in the same direction. Wrap it in tissue paper and tie it with a bow. Make sure you keep an eye on time so the food doesn’t get cold or go bad! Present them with your creation and they’ll not only be stoked to eat their favorite treat, but so impressed by your crafty skills.

  7. Custom Flash Mob
  8. Get your whole squad involved to help you with the perfect promposal. Maybe it’s your sports team or your drama club, but get together for a spectacle that’s sure to get a “yes!” Customize tank tops for the group with your own saying. Maybe “Prom?!” or “Chris + Jess = Prom!” Grab a boombox, choreograph a quick dance, and surprise your future date with your promposal performance. Make sure to get them a tank top to keep, too!

  9. Fishing for a Yes
  10. Get Nemo involved for your perfect plan! Stop by your local pet shop and buy a Beta fish and bowl (and all the accessories they might need to care for it). Before you transfer your fishy friend to the bowl, use a metallic paint marker to write “you’re my favorite fish in the sea, will you go to prom with me?” on the side of the bowl. Once it dries, place the rocks, water, and fish in its new home! Bring it by your date-to-be’s house, or if you have class together, leave it on their desk before they arrive for a surprise! A fish is also the perfect pet to take off to college with them in the fall!

  11. A Caffeinated Question
  12. Does the apple of your eye like to stay out of the public eye? A coffee promposal is the perfect way to show you care on the DL. Before school, stop by their favorite coffee shop and order their go-to drink. Ask the barista to write “Prom?” or “Go to prom with me?” on the side of the cup instead of a name. Meet him or her before home room and hand them the cup so that the question is facing them. They’ll get a jolt from the caffeine AND a jolt from your thoughtful gesture.

  13. Prom Goodie Bag
  14. Who doesn’t love a goodie bag? Customize a drawstring bag with your unique “will you go to prom with me?” question on the front. Fill it with everything they might need to get ready for the big night! A face mask, teeth whitening strips, a manicure set, perfume, cologne, or a bow-tie tying guide! Don’t forget his or her favorite treats like flowers, doughnuts, or cookies in their favorite flavor.

  15. Prom Scavenger Hunt
  16. Add even more excitement to your promposal with a scavenger hunt! Pick a few of their favorite locations in town and lead them to each with envelopes full of clues. Their favorite coffee shop? Gym? Burger shack? Lake? Anything goes! At the second to last location, leave an envelope with the final clue that will lead them right to you and your promposal! Grab some balloons, candles, or even a custom tee for when they arrive!

  17. #PROMGOALS Tees
  18. If matchy-matchy is your style, customize t-shirts for you and your date to wear before the big night or all prom weekend long! Create a tee for both of you—on the back of each, put your last names and the year of prom. On the front of yours, put #prom, and on the front of theirs, put #goals. Once they see your tee and say “yes!” take a photo together in your matching gear.

  19. Prom Fortune Cookies
  20. If you and your date share a love for egg rolls, make Chinese take-out night the perfect promposal! Create your own fortune cookies with a special message inside. Check the international section of your grocery store, or an online party shop to purchase your fortune cookies. If they already have fortunes inside, use a tweezer to take them out. Print your own message to say “Prom?” or “Go to prom with me?” or even “Your future looks bright—be my date for prom night!” Slide the messages into the cookies, then decorate the batch to make it extra special. Dip the cookies in melted chocolate, add sprinkles, icing, and more! Present the special cookie after you eat your Chinese and watch the sweetness unfold.

    Love these designs and want to see more for your promposal? Check out our prom templates and find your favorite.


Kate wants her work to impact the little but important moments in people’s lives—like birthdays, anniversaries, and family celebrations. She loves coming up with witty copy that might inspire someone to create an awesome t-shirt!

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