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10 Epic Ways to Ask Your Squad to be Your Bridesmaids

  • SamRobbins
  • May 5, 2023
  • 3 min read

Updated: Apr 2, 2025


Bridesmaids wearing sunnies for the wedding party portraits
Bridesmaids goals

Hey there bride-to-be, are you on the hunt for some epic and fun ways to ask your ride-or-die squad to be your bridesmaids? Look no further, I've got 10 totally awesome and creative ideas that will make your proposal unforgettable!


Personalized Gift Boxes for Bridesmaids

Spoil your besties with a custom-made gift box filled with all their fave things, a heartfelt note, and a small gift. You can even personalise the box with each friend's name and include a "Will you be my bridesmaid?" card inside. Talk about squad goals!

Wine Bottle Proposals for Bridesmaids

For all the wine-loving babes out there, create a customised wine bottle label asking "Will you be my bridesmaid?" and slap it on their favorite bottle. This is perfect for your long-distance BFFs who you can surprise with a bottle in the mail.


Bride and bridesmaids with their bouquets at Hanbury Manor
Bridesmaids in grey

Personalized Puzzles for Bridesmaids

Make your proposal fun and interactive with a personalised puzzle that spells out the question, "Will you be my bridesmaid?" You can order one online or create it yourself and surprise your squad with a fun challenge to solve.

Destination Proposals for Bridesmaids

Plan a girls' weekend getaway and use the opportunity to surprise your friends with proposal cards, each personalised with their names and a special message asking them to be your bridesmaid. Bonus points if you pick a destination with a stunning view for that perfect Insta pic!


Bride with her Bridesmaids in London! Wearing their red bridesmaid dresses perfectly complementing a passing red bus
Bridesmaids in London!


Balloon Proposals for Bridesmaids

Who doesn't love balloons? Fill a box with helium balloons and include a proposal card asking, "Will you be my bridesmaid?" for each friend. Whether you hand deliver the balloons or have them open the box on a video call, this is a fun and festive way to pop the question.

Fortune Cookie Proposals for Bridesmaids

For the foodie friends, order some custom fortune cookies with a surprise message inside - "Will you be my bridesmaid?" - and watch their faces light up as they crack them open.

Bride and her Bridesmaids having the best time
Bridesmaid Laughs

Customised Tote Bags for Bridesmaids

Make your squad feel special with personalised tote bags, each with their name and "Bridesmaid" written on it. Fill it with fun and personalized gifts, like a mini bottle of champagne or a personalised mug, and include a proposal card inside.

Proposal Cake for Bridesmaids

For the sweet-toothed besties, bake a cake and decorate it with the question, "Will you be my bridesmaid?" for a delicious and creative proposal. If you're not a confident baker, hit up your local bakery for some pro help.

Bridesmaids goals!
Bridesmaids goals!

Proposal Jewelry for Bridesmaids

Get your squad some gorgeous customized jewelry, like a necklace or bracelet, with a small note asking them to be your bridesmaid. This is a gift they can treasure forever and wear on your special day.

Photo Collage Proposal for Bridesmaids

Saving the best until last... my absolute personal faveCreate a photo collage of all your special moments with your friends and add a note asking them to be your bridesmaid. Frame the photo and surprise them with it - this is a keepsake they'll love and cherish forever!


Are you looking for a photographer for your wedding to capture those wee moments right through to the big ones, please get in touch here

Thanks Sam xx




1 Comment


Ron Harry
Ron Harry
Apr 01

Such a fun and creative list of bridesmaid proposal ideas! I love how each suggestion feels personal and memorable. The idea of using custom gift boxes is especially thoughtful and stylish. These unique approaches will definitely make any bride’s special moment even more exciting and unforgettable for her squad.

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