How to "Propose" to Your Bridesmaids

You've got the ring on your finger — what's next? Choosing which of your beloved friends and family members you want to stand up with you on the big day! As marriage proposals have grown more elaborate, it's not surprising that "bridesmaid proposals" have followed suit. 

 

“Being a bridesmaid can be a large time and financial commitment. We think it’s so important to show these girls how much they mean to you — and how much you appreciate their willingness to help you," said Sonali Lamba, co-founder of brideside.com

 

Here, we've gathered some of our favorite ideas, from sentimental keepsakes to cheeky cards and so much more. 

By: 
Kristen Klein

  • Hide a Secret Message

    Hide a Secret Message

    Plant your message inside a fortune cookie.

    Photo Credit: Petite25/Etsy

  • Hide a Secret Message

    Hide a Secret Message

    A faux gift box disguises this pull-out message.

    Photo Credit: K+M Designs

  • Hide a Secret Message

    Hide a Secret Message

    A fun surprise! Slip your message (and some confetti) inside of a balloon.

    Photo Credit: The Party Posse/Etsy

  • Hide a Secret Message

    Hide a Secret Message

    Dreaming of a beach wedding? A message in a bottle is the perfect way to ask your bridesmaids to join you.

    Photo Credit: Petite25/Etsy

  • Hide a Secret Message

    Hide a Secret Message

    Or, give a less-than-subtle hint about your theme by hiding the message inside a shell.

    Photo Credit: Petite25/Etsy

  • Hide a Secret Message

    Hide a Secret Message

    Your bridesmaid will certainly crack a smile when she sees the "will you be my bridesmaid?" note inside this egg. 

    Photo Credit: Little Okins/Etsy

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  • Hide a Secret Message

    Hide a Secret Message

    Turn it into a game with a crossword puzzle.

    Photo Credit: Cami's Paperie/Etsy

  • Hide a Secret Message

    Hide a Secret Message

    Reveal your big question through a cute puzzle.

    Photo Credit: Missing Piece Puzzle Co./Etsy

  • Put a Ring on It

    Put a Ring on It

    Give each bridesmaid a ring pop in your wedding colors.

    Photo Credit: Preston Event Planning/Etsy

  • Put a Ring on It

    Put a Ring on It

    Ask your girls to help you tie the knot with this adorable bow ring.

    Photo Credit: The Party Posse/Etsy

  • Sentimental Keepsakes

    Sentimental Keepsakes

    Insert a favorite photo of the two of you for a gift your bridesmaid will truly treasure.

    Photo Credit: Prince Whitaker/Etsy

  • Sentimental Keepsakes

    Sentimental Keepsakes

    Write a heartfelt message and place it on a vintage-inspired bottle, which can be left empty or filled with a small treat, like candy, mints, or coffee beans. 

    Photo Credit: Pedoozle/Etsy

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  • Sentimental Keepsakes

    Sentimental Keepsakes

    Fill a glass ornament with a prominent "be my bridesmaid" message, accompanied by other silly titles, like "my button-closing, stamp-licking, teeth-checking wing girl," "my bustle guru," and "my tiara adjuster."

    Photo Credit: The Papery Nook/Etsy

  • Sentimental Keepsakes

    Sentimental Keepsakes

    Your bridesmaids can rewear this pretty bow bracelet on the big day. 

    Photo Credit: BriguyGirls/Etsy

  • Sentimental Keepsakes

    Sentimental Keepsakes

    This beautiful bangle is a worthy splurge.

    Photo Credit: Kate Spade New York

  • The Sweetest Way to Ask

    The Sweetest Way to Ask

    She won't be able to say no to these delicious chocolates.

    Photo Credit: What Candy Says/Etsy

  • The Sweetest Way to Ask

    The Sweetest Way to Ask

    Personalize a cupcake-in-a-jar by filling each gift with your intended's favorite cupcake flavor. 

    Photo Credit: Sweet Sisters Cupcake/Etsy

  • The Sweetest Way to Ask

    The Sweetest Way to Ask

    Hand out these sparkly cookies to your chosen ones at your engagement party.

    Photo Credit: ConnieSweetieCookies/Etsy

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  • The Sweetest Way to Ask

    The Sweetest Way to Ask

    Give your girls a sneak peek at their bridesmaid dresses with this adorable cookie. 

    Photo Credit: Miss Lizzy Cakes/Etsy

  • The Sweetest Way to Ask

    The Sweetest Way to Ask

    Can't ask all of your 'maids in person? Mail your long-distance friends one of these precious packages.

    Photo Credit: The Tailored Cookie/Etsy

  • Poke Fun at Bridal Party Clichés

    Poke Fun at Bridal Party Clichés

    Reassure your BFFs that you won't put them in ugly dresses.

    Photo Credit: Little Lady Company/Etsy

  • Poke Fun at Bridal Party Clichés

    Poke Fun at Bridal Party Clichés

    Customize this card for each of your bridesmaids by checking off your vows to her. 

    Photo Credit: Cami's Paperie/Etsy

  • Poke Fun at Bridal Party Clichés

    Poke Fun at Bridal Party Clichés

    It's true — you may need a bathroom buddy (or two) that day. 

    Photo Credit: 51Fold/Etsy

  • Poke Fun at Bridal Party Clichés

    Poke Fun at Bridal Party Clichés

    Play on every bridesmaid's worst nightmare — being forced to wear an ugly dress (just don't go through with it, okay?).

    Photo Credit: 51Fold/Etsy

     

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  • Poke Fun at Bridal Party Clichés

    Poke Fun at Bridal Party Clichés

    Subliminal message? When opened, this card reads, "Get out there and plan me a bachelorette party! Strive for elegant and upper class, fun but tame. Will you be my bridesmaid?"

    Photo Credit: Finch + Hare

  • Say it With Wine

    Say it With Wine

    Pop the question with a bottle of bubbly.

    Photo Credit: Proper Prints Paper/Etsy

  • Say it With Wine

    Say it With Wine

    Customize each bottle with a photo of you two together.

    Photo Credit: Classic Wedding Design/Etsy

  • Say it With Wine

    Say it With Wine

    These wine bottles serve as a reminder that you'll always need your BFFs.

    Photo Credit: Studio B Labels/Etsy

  • Say it With Wine

    Say it With Wine

    Planning on asking your bridesmaids at your engagement party? Swap out their regular wine glasses with these for a fun surprise.

    Photo Credit: Waterfall Designs/Etsy

  • Say it With Wine

    Say it With Wine

    A little bit of bribery can't hurt.

    Photo Credit: Creative Union Design/Etsy