Will You Be My Bridesmaid? 10 Creative Ways to Ask

    will you be my bridesmaid? proposal

    While the proposal takes the cake for wedding question importance, the second most important proposal is asking the special ladies in your life to stand beside you as you pledge your love to your honey. Because asking, “Will you be my bridesmaid?” is so momentous, you might as well make the experience memorable. To help you out, we’ve collected some of the most creative ways to pop the bridesmaid question.

    1. Surprise Party

    Invite the besties you’d like as bridesmaids to a special location, and surprise them with your question. You can use a sign, have handwritten notes – with a gift – at their place settings, serenade them with a song that ends in the ask, or do anything else you’re drawn to.

    2. Fortune Cookies

    Have customized fortune cookies with your special question made, then pass them out at the end of a Chinese dinner (your treat, of course).

    3. One-on-One Dates

    If you want The Ask to be a more intimate endeavor, take each potential bridesmaid on a date to one of their favorite places. This one-on-one time will allow you to have a deeper conversation and take a trip down memory lane before you make your bridesmaid proposal.

    4. Vows

    Encourage your ladies to take on the bridesmaid role by writing and reciting customized vows to each of them. These vows can outline why you want them to be your bridesmaid while promising you’ll be a kind and chill bride-boss.

    5. Gift Box

    You can create a customized gift box for each bridesmaid with items you know they’ll love that can also be used for wedding events. Nail polish, perfume, jewelry, hangover pills (!) or any other goodies you think will jive with your ladies will likely be a hit.

    6. Puzzle

    If your nearest and dearest enjoy games, a puzzle with the big question printed on it can be a fun and surprising way to ask. But make sure to encourage them to finish the puzzle so the question doesn’t sit undiscovered in the back of a game closet.

    7. Treasure Hunt

    Ask your soon-to-be-bridesmaids’ inner child to come out by setting up a treasure hunt that ends with you popping the question. You can place objects, or cards with riddles, that provide hints about the location of the next clue at a fun outdoor space.

    8. Monogrammed Jewelry

    Have a piece of monogrammed jewelry made for each of your bridesmaids so they can remember this special union of bride and bridesmaid. You can have the same variety of jewelry made for all, or you can purchase unique items for each woman, depending on their style preferences.

    9. Bottle of Wine

    Since you can personalize most everything these days, why not personalize each woman’s favorite wine with a label that reads, “Will you be my bridesmaid?”

    10. Scrapbook

    Tap into your crafty side by creating a scrapbook for each of your bridesmaids that chronicles your friendship. Finish with a bang by creating a page that asks the ‘B’ question or features photos offering clues about what you’re asking.


    More Bridesmaid Tips:

    Who are the Bridesmaids / Honor Attendants?

    How to Find Bridesmaids Dresses For All Body Types

    How to Give Bridesmaid Gifts When You’re an Adult

    How to Pick Your Wedding Party

    Your No-Stress Guide to Bridesmaid Dresses


    Bailey Gaddis is a travel writer and author of Feng Shui Mommy: Creating Balance and Harmony for Blissful Pregnancy, Childbirth, and Motherhood. In addition, she works as a childbirth preparation educator and birth doula who supports mothers-to-be and new mothers. She is also a regular contributor to media outlets including Disney’s Babble, Working Mother, Pregnancy & Newborn, Huffington Post, Cosmopolitan, Redbook, and Woman’s Day. In addition to her childbirth-prep work, she volunteers for families in need of postpartum support. She lives in Ojai, California.

    You can find Bailey on Facebook, Instagram, and Twitter!






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