Pop The Question: Creative Ways To Ask Your Bridesmaids

Asking your friends to be your bridesmaids is a big deal. These are the women who will be helping you plan, celebrate, and say I do, so it's only natural that you'd want to be creative and thoughtful when popping the question. Whether you're looking for a simple card, a gift, or a fun activity, there are plenty of ways to make your bridesmaid proposals memorable and fun.

Custom wine labels

There are many different designs and styles of wine labels to choose from, and you can also personalise the labels with your bridesmaids' names. You can even include a photo or collage of you and your bridesmaids in the design.

• Greenery Eucalyptus Wine Label: This design features hand-painted greenery artwork with bright greens and delicate shades of grey, perfect for a garden-themed wedding.
• Jailbird Wine Label: This chic black-and-white striped label with the text "Be My Bridesmaid?" is a fun and playful way to ask your bridesmaids to be a part of your special day.
• Bridesmaid Proposal Wine Label: These labels are a unique way to thank your bridesmaids and make them feel extra special. They are also waterproof, so you don't have to worry about any accidental splashes.
• Mini Champagne Labels: These custom labels are perfect for engagement parties, bridal showers, weddings, or any other occasion. They feature faux gold glitter text and are designed to fit mini wine bottles.
• Bright Light Wine Label: This label design has a black background with a beautiful white and pink font and a cute party neon-style design. It's a unique and creative way to ask your favourite ladies to be a part of your wedding party.
• Bridesmaid Proposal Custom Labels: These stylish and fully customisable labels are perfect for bridesmaid proposals, thank-you gifts, hen parties, and more. The design is available in grey, blush, and white, and the labels are waterproof.
• Will You Be Wine Bottle Labels: These stylish and personalised labels are a unique and fun way to impress your bridesmaids. The design is available in grey, blush, and white, and the labels can be customised to fit different-sized wine and champagne bottles.

Fortune cookies

Movie Night

Invite your friends over for a movie night with a twist. Choose wedding-themed films like "27 Dresses" or "Bridesmaids" and serve Chinese takeout. When it's time for dessert, hand out your custom fortune cookies with a message like "Will you be my bridesmaid?" inside. The element of surprise will make for a fun and memorable evening.

Customized Messages

Get creative with your messages inside the fortune cookies. You can include inside jokes, puns, or even a simple card with a humorous note. For example: "Turns out I like him more than I originally planned! Be my bridesmaid?" or "Will you be my bridesmaid? I promise I won't make you wear an ugly dress!" Adding a lighthearted touch will make your proposal more fun and engaging.

Themed Messages

If you want to stick with the traditional fortune cookie format, consider using themed messages related to weddings or friendship. For example: "A new friendship will bring unexpected joy" or "Love will be found from a past meeting." These messages can be a fun way to hint at your proposal while keeping your friends guessing.

Personalized Branding

Take your fortune cookies to the next level by personalizing the wrappers with your names and wedding date. You can even include your friends' names on the wrappers to make them feel extra special. This adds a unique touch to your proposal and creates a memorable keepsake for your friends.

Fortune Cookie Kits

If you can't gather all your friends in one place, consider sending them fortune cookie kits. These kits can include other small gifts or treats, such as a mug, nail polish, or a mini bottle of bubbly. Include a personalized message or card with each kit, asking your friends to be your bridesmaids. This way, everyone can still feel included and part of the celebration, even if they can't be there in person.

Coffee dates

Coffee Cup Surprise

Order your friend's favourite coffee and ask the barista to write "Will you be my bridesmaid?" on the cup. If you want to be extra sneaky, ask the barista to write the message on the inside of the cup so that your friend doesn't see it until they're finished with their drink. This is a simple yet effective way to pop the question and will definitely catch your friend off guard!

Personalised Coffee Mug

Take it a step further and present your friend with a personalised coffee mug that says "Bridesmaid" or "Will you be my bridesmaid?" on it. You can easily find these online or, if you're feeling crafty, you can make one yourself. This is a fun keepsake that your friend can use long after the wedding.

Coffee-Themed Goodies

Create a box of coffee-themed treats for your friend, such as coffee beans, flavoured syrups, a cute mug, and a bag of their favourite coffee shop biscuits. Include a note that says, "You're going to need all of these to keep up with the bridesmaid duties! Will you be my bridesmaid?" This is a fun way to present the question and gives your friend a selection of goodies to enjoy.

Coffee Date Proposal

If you're looking for a more direct approach, simply schedule a coffee date with your friend and pop the question in person. Create a cute invitation asking them to join you for a coffee date, and let them know you have a special request to make. This way, your friend will be prepared for a serious conversation and can give you their full attention.

Coffee-Themed Accessories

Surprise your friend with some coffee-themed accessories, such as a "Bridesmaid" coffee mug necklace or a bracelet with a coffee charm. These accessories can be worn at the wedding and during pre-wedding festivities. You can even pair them with a personalised coffee mug or a bag of their favourite coffee beans.

Movie nights

If you're a movie buff, why not ask your bridesmaids to be part of your special day during a movie night? Here are some fun and creative ways to pop the question while enjoying a film:

Choose a Wedding-Themed Movie

Opt for a classic wedding-themed movie like "27 Dresses", "Bridesmaids", or "My Best Friend's Wedding". As the credits start rolling, announce that you have an important message. Pop the question by referencing a character or scene from the movie. For example, after watching "27 Dresses", you could ask, "Will you be my Katherine Heigl?" This playful approach will not only showcase your love for movies but also add a touch of humour to your proposal.

Movie Night with a Twist

Invite your crew over for a movie night with a twist. Prepare wedding-themed categories for games like Charades or Pictionary. As the night progresses, announce that you have prizes for everyone. Hand out "prizes" which are actually bridesmaid proposal kits. You can even say, "Everybody gets a prize because I'm hoping everyone will be on the same team: Team Bride!" This interactive approach will not only keep your friends entertained but also surprise them with your proposal.

Customised Movie Snacks

Take a creative approach by customising movie snacks to convey your message. You can order customised cookies with "Will you be my bridesmaid?" written on them or even spell out your proposal with macarons of different colours. If you're feeling adventurous, try making these treats yourself! Include a card with the big question or use icing to write a personalised message on each treat. This delicious way of popping the question is sure to be a tasty surprise.

Movie Night Fortune Cookies

Combine your movie night with a fun Chinese takeout experience. After dinner, surprise your friends with custom-made fortune cookies that you can easily find online. These cookies will have fortunes inside asking, "Will you be my bridesmaid?" Your friends will be delighted by this unexpected proposal hidden within a familiar treat.

Movie-Themed Gifts

If you're feeling crafty, create movie-themed gifts for your bridesmaids-to-be. Prepare goodie bags with items related to the film you're watching. For example, if you're watching "Bridesmaids", include items like mini bottles of bubbly, nail polish, sheet masks, and other treats. Don't forget to add a handwritten note with your proposal. This way, your friends will not only enjoy the movie but also have a memorable keepsake.

Gifts with puns

There are many ways to ask your friends to be your bridesmaids, and adding a pun to your proposal is a fun and creative approach. Here are some gift ideas with puns that will make your bridesmaids smile:

Donut Proposal Box

This cute and funny proposal idea is perfect for a sweet tooth. Include a box of delicious doughnuts with a note that says, "Donut Want To Say I Do Without You". The light pink box adds a charming touch to this tasty proposal.

Will You Brie My Bridesmaid?

For the cheese lovers, this playful card is a fun way to pop the question. It features a cute illustration and a clever pun, "Will You Brie My Bridesmaid/Maid of Honor?". It's a unique way to ask your friends to be by your side on your special day.

Martini Cocktail Bridesmaid Gift Box

This proposal idea is perfect for a fun and flirty celebration. Include a martini glass, a small bottle of their favourite liquor, and a card with a pun, such as "Let's Stir Things Up, Will You Be My Bridesmaid?". It's a unique way to get your friends excited about the upcoming festivities.

Mini Engagement Candle

A candle with a funny pun is a great way to set the mood for your proposal. Include a mini candle with a label that says, "Litty Titty Wedding" or "Mini Engagement Candle". It's a fun and unique way to get your friends involved in the celebration.

Personalised Wine Glasses

Add a touch of elegance to your proposal with personalised wine glasses. Engrave each glass with a fun pun, such as "I Can't Say I Do Without You" or "Cheers to the Bride Squad". Fill the glasses with your favourite wine and propose a toast to your bridesmaids-to-be.

Customised Coffee Mugs

Customised coffee mugs are a fun and practical way to propose to your bridesmaids. Include a pun, such as "I Can't Say I Do Without Brew" or "I Like Big Cups and I Cannot Lie". These mugs will be a constant reminder of your special day and the fun memories created.

Frequently asked questions