33 Creative Bridesmaid Proposal Ideas to Recruit Your 'I Do' Crew

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After the initial popping of the question comes another important inquiry: Asking your squad to stand by your side (literally) when you officially hitch your wagon. Take some inspiration, and maybe a laugh or two, from these 33 bridesmaids proposal ideas.

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1. Matching T-shirts

You can never go wrong with this tried-and-true classic bridesmaid proposal favorite. The slouchy fit on these mauve beauties has enough stretch to ensure the girls won't mess up their wedding hair when changing into their dresses on the big day.

2. Custom Succulent Box

For the bridal party that’s totally down to be plant parents but without the hassle it takes to keep most plants alive, propose with this delightful box decked with one of the sturdiest and low-maintenance plants in existence—succulents.

3. Custom Pajama Set

Who doesn’t love a set of high-quality bridesmaid pajamas? This set comes in 13 colors and will be ideal for your bachelorette party, bridal shower or for getting ready on your wedding day.

4. Bridesmaid Proposal Puzzle

Surprise your ride-or-dies with this cute little craft that’ll keep them busy at least for a little while. Don’t worry about consuming too much of their time, as the puzzle only contains 30 pieces, and the difficulty level is easy.

5. Will You Be My Bridesmaid Bento

Ask your friends to stand by you on your special day with this lovely bridesmaid's gift from Sugarfina featuring a selection of wedding-inspired candies flavored with champagne and strawberry.

6. Bride's Drinking Team Shot Glasses

For the bride who wants to set the appropriate tone for the festivities. Turn down for what?

7. Bridesmaid Proposal Hair Ties

Add these to your bridal proposal box or send them as little favors individually, either way, you give your party a little trinket to remember your big day. They’re handmade with pearls, rainstone beads and come with an elastic ribbon which is super convenient whether the wearer has thick or thin hair.

8. Pre-made Proposal Box

You’ll have tons of things on your agenda already and perhaps you just want proposal box that’s ready to go. This is that option. This bridesmaid gift box includes a scrunchie, rose gold bangle, bridesmaid wine tumbler, makeup bag, makeup mirror, diamond pen, champagne and white coil hair ties, a key chain and a bridesmaid card for you to jot down a quick message.

9. Personalized Makeup Bag

A makeup bag alone is a must-have at a wedding (we can never have too much lip gloss…if we could only find where we put it), but a customized mini pouch for your girls to store their lip sticks, compact powders, emergency sewing kits, and maybe even a tampon or two, can go a long, long way.

10. Scented Candle

Everyone loves a great candle and let’s face it, you can never go wrong with a classic lavender scent. This aromatherapy pick is made of natural soy wax and 100 percent lead-free organic cotton wick and will not produce black smoke when ignited.

11. Sephora Collection Astrology Lip Stories Lipstick

You bonded over the fact that your star signs were super compatible, so why not show that you cherish that with these nifty lippies from Sephora. You can get one for every star sign in your bridal party.

12. Preserved Roses

Give the gift of real roses that last up to three years with this gorgeous gift box from Eternal Roses. The package comes with beautifully preserved roses in an elegant ribbon-trimmed hatbox, a lovely and lasting way to celebrate the memories made.

13. Satin Bridesmaid Robes

Another bridesmaid proposal classic, give your best friends the gift of comfort with these sleek robes. Made of high-quality silk and ornamented by matching lace on the sleeves and at the bottom, these robes not only offer luxury, but prime comfort as well.

14. Friendship Necklace

You promised each other you’d be best friends for life back in the fifth grade and now you can upgrade that Claire’s friendship bracelet with this glitzy stunner from Kate Spade. This necklace is a tad pricey, so maybe reserve it for your maid of honor or if you have a small bridal party.

15. Bridesmaids Totes

If you're tying the knot on a gorgeous island somewhere, what’s a better gift than a handy dandy tote your bridesmaid can fully utilize during the big day and beyond. This bag will be ideal for storing bigger items such as a change of shoes, a bottle of water or some snacks.

16. Matching Mugs

The best thing about this present isn’t the fact that it speaks to their deep love for coffee or tea, but you can also get a special message engraved on the other side of this mug. Whether that’s your standard invitation message, you guys’ favorite poem or scripture or an embarrassing inside joke only you know.

17. Custom Wine Label

Propose to your beloved (friends) by personalizing their favorite bottle of merlot with a photo that brings back memories. This particular label from Banana Chip Studio is weatherproof, so you don’t have to worry about smearing over the course of time, and it’s offered in three different sizes—4’’x 5,’’ 3’’ x 4’’ and 4” x 3.”

18. Matching Floral Bracelets

These tie the knot bracelets make a stylish gift and cohesive accessory everyone in your wedding party can wear. They’re made of 18K plated or rose gold and they also come in silver. Each bracelet comes packaged in a pretty heart gift box with a floral insert of your choice so you can individualize each package if you’d like to.

19. Personalized Stem Glasses

Pair this with that personalized wine bottle and surely, you’ll win your besties over. The super-chic ombre effect of this stemless glass can be accentuated with by lowercase lettering of a name or word of your choice.

20. Personalized Pocket Shoes

Bridesmaid duties can be exhausting, especially when they have to be carried out in five-inch stilettos. Show your besties that you’ve got their back as much as they have yours by proposing with these ultra-comfy pocket shoes. They’re small enough to tuck inside a purse or tote and come with a convertible pouch tote to stash the high heels.

21. Custom Macaron Gift Box

Make your proposal extra sweet with this yummy box of macarons which also features a champagne-colored scrunchie, two pairs of eye gels as well as a soy and wax rose and juniper scented candle.

22. Astrology Pouches

Whether you have an imaginative Pisces, passionate Scorpio or a practical Taurus in your “I do” crew, these pretty pouches will showcase their essence, thanks to the beautiful artwork rendered in vibrantly-colored (and metallic) thread. The fabric resists dirt, stains, shrinking and stretching so these baggies also make a long-lasting gift.

23. Intricate Hair Pins

Instead of a ring, propose with sparklers of a different kind. This glittering hair pin is a great addition to any bridesmaids proposal box or pouch you maybe creating yourself and it’s also high-end enough to stand alone.

25. Celebrity Shout-out

Sure, Cameo got super popular during the great quarantine of 2020, but there’s still it’s super valuable and time-saving for you. Get one of the actors from The Office, Harry Potter or Game of Thrones to deliver your proposal message on your behalf.

26. Matching Bridesmaids Jackets

Talk about a great prop for those Instagram pics. Just imagine how cool your bridal party will look in their elegant dresses juxtaposed by these cool custom jackets. Also, if you’re having a spring, fall or even summer wedding, a denim jacket can come in handy should the weather get a little brisk.

27. Bridesmaid Ornament

For the folks who are planning winter or holiday weddings, this proposal gift also doubles as an ornament for your friends’ Christmas trees. Each ornament is custom made for you, so you can get as specific with the detailing as you want.

28. Bridesmaids Sleep Mask

The bridesmaid sleeping mask is a beautiful and practical gift to give to your team girl bosses. These cute eye coverings are made of quality satin materials and are equipped with adjustable elastic bands for a comfortable fit that’s suitable for most people.

29. ‘bridesmaids’ Inspired Cards

What better way to get your gals revved up than by calling upon one of the best wedding-themed movies of all time? Sans the food poisoning of course.

30. Bridesmaid Proposal Card

It’s not a proposal unless someone pops the question, so go ahead and do the deed with this artsy card that gets straight to the point. It comes totally blank on the other side so you can write a message to your intendeds.

31. Personalized Gift Bags

Even if nothing else inside is customized (because hello, budget costs) these sturdy and wallet-friendly customizable bags will still make your squad feel special.

32. Custom Mason Jar

This would make the perfect bridesmaids for the bride who’s going for the rustic aesthetic. Bring the down-home feeling of a laid-back country song with this mason jar which is a replica of those used on farms and in country restaurants.

33. Personalized Clutches

Your bridesmaids will need super cute, super stylish clutches for your big day anyways so this will make for a practical and sensible proposal gift.

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Resident Hufflepuff, Beyonce historian, self-proclaimed tea sommelier

Steph is a native of Zimbabwe who is both enamored and genuinely baffled by the concept of silent letters. From 2020 to 2022, she served as Associate Editor at PureWow covering...