Asking Your Best Mate To Be Your Best Man

Asking someone to be your best man is a big deal, and you want to make sure you do it in a way that's memorable and fun. There are lots of options for how to propose to your best man, from a simple, classic card to a more elaborate gift set. You can even get creative and make it a surprise, like a scratch-off card or a personalised beer label. Whether you're looking for something modern or traditional, there's a perfect way to ask your friend or family member to be your best man.

Gifts: from engraved hip flasks to personalised golf balls

Hip flasks

A hip flask is a quintessential groomsman gift and a great way to "propose" to your best man. You can opt for a set of hip flasks for all your groomsmen, or a personalised flask for your best man. You can include other items like a funnel, shot glasses, sunglasses, knives, and a gift box.

Golf balls

For the golf enthusiasts, personalised golf balls are a fun and practical way to propose to your best man and groomsmen. You can custom engrave a wood or metal golf ball marker and divot tool with their names or initials. You can also find playable and collectible golf balls that come in a set of three and are packaged in a clear plastic sleeve.

Cards: from funny to heartfelt, there are many card options

Cards are a great way to ask your friend or family member to be your best man. Whether you're looking for something funny, heartfelt, or personalised, there are plenty of card options to choose from.

If you're looking for a funny card, there are plenty of options with humorous messages and illustrations. Some cards feature puns related to the wedding, such as "There will be an open bar" or "Time to suit up!" Others take a more light-hearted approach, like the card that reads, "You're going to be my groomsman. Ok, good talk." If you want to add a personal touch, you can even find cards with scratch-off panels that reveal your question.

For a more heartfelt approach, consider a card that expresses your gratitude and appreciation. Messages like "Your friendship means the world to me" or "I can't say 'I do' without my brother by my side" will surely tug at your best man's heartstrings. You can also find cards that highlight the importance of their support and how much it means to you and your partner.

Personalised cards are also a popular choice. You can add names, wedding dates, and even photos to make the card extra special. From monogrammed designs to cards featuring movie-style art prints, there are numerous ways to customise your "Will you be my best man?" card.

With so many card options available, you're sure to find one that suits your relationship and style. Whether you're planning a dramatic proposal or a simple request, a well-chosen card is a great way to pop the question to your best mate.

Food and drink: write the question inside a pizza box or on a bottle of liquor

There are several ways to propose "Will you be my best man?" using food and drink. Here are some ideas:

Pizza Box

Write the question inside a pizza box, perhaps with some additional decorations or props inside. You could include a message like "I knead you to be my best man" or "Say yes, and we can have-a pizza the fun!"

Bottle of Liquor

You could attach a label or tag to a bottle of liquor with the question. Some possible labels include:

• "You've been a great friend, and I can't 'whiskey' this away. Will you be my best man?"
• "I couldn't 'beer'ly imagine my wedding day without you as my best man!"
• "You're one in a 'rum'-illion. Will you be my best man?"

Alternatively, you could give them a personalised bottle opener with the question on it, or a set of beer glasses with a message like "Cheers to you being my best man!"

Memories: reminisce with old photos or a collage

Asking your best friend or brother to be your best man can be intimidating or uncomfortable. It is an important role, after all, and you want them to say yes! While some people prefer to keep it low-key, others go all out with their best man proposal ideas. If you're looking for creative and heartfelt ways to ask your best friend to be your best man, consider incorporating old photos or a collage to reminisce on your shared memories. Here are some ideas to get you started:

Collage of Memories:

Create a collage of old photos that showcase your friendship. Include pictures from elementary school, college, or any significant moments you've shared. This will remind your best man of all the reasons why he's the one you want by your side on your wedding day. You can even add captions or notes to each photo, highlighting a funny memory or inside joke.

The "Then and Now" Comparison:

Choose a memorable photo of you and your best friend from years ago, and recreate the same photo today. Present the old photo and the new one side by side, perhaps in a frame or a scrapbook. This visual journey down memory lane will be a fun and nostalgic way to pop the question.

Photo Slideshow or Video:

Dig through your archives and collect photos and videos that capture your friendship over the years. Create a slideshow or video montage set to your favourite songs. You can include captions, funny quotes, or even add voice-overs to narrate your journey together. This dynamic presentation will be a heartwarming way to ask your best man to be a part of your special day.

Personalised Photo Gift:

Select a meaningful photo of you and your best friend and have it printed on a personalised gift. This could be a mug, a puzzle, a key chain, or even a t-shirt. When you give this gift to your friend, it will not only remind them of your shared memories but also serve as a keepsake they can cherish long after the wedding.

Photo Scavenger Hunt:

Turn your best man proposal into an adventure by creating a photo scavenger hunt. Choose a series of photos that represent different locations or milestones in your friendship. Leave clues or instructions at each location, leading your best friend on a journey through your shared history. The final clue can be the proposal itself, popping the question in a meaningful location.

Remember, when it comes to best man proposals, it's important to personalise your approach to match your relationship. Whether you go for a grand gesture or a simple heartfelt moment, incorporating old photos or a collage is a wonderful way to reminisce and strengthen your bond as you prepare for your big day.

Ask with your fiancée: get them a silly gift, like matching boxers

If you're looking for a fun and light-hearted way to ask your friend or family member to be your best man, why not get them a silly gift, like matching boxers? Here are some ideas to get you started:

Matching Boxers

Get yourself and your fiancée matching boxers, with a fun message or design that pops the question. It's a light-hearted and unexpected way to ask, and it will definitely make your friend smile. You can even get creative and personalise the boxers with their initials or a funny inside joke.

Best Man Proposal Boxers

If you want to be more direct, you could opt for boxers with "Will you be my best man?" printed on them. These can be a fun surprise when your friend least expects it, or you could give them as part of a larger best man proposal box.

Personalised Boxers

Take the personalisation up a notch and get creative with your design. You could include inside jokes, funny quotes, or even a photo of you and your friend. Not only will they get a laugh out of it, but they'll also appreciate the thoughtfulness of a customised gift.

Fun and Silly Designs

Opt for boxers with quirky patterns or funny graphics. You could go for something wedding-themed, or choose a design that reflects their personality or hobbies. From colourful prints to funny puns, the options are endless.

Add Some Extras

Why not make it a complete set with matching socks, a t-shirt, or even a robe? You can create a fun and memorable ensemble that your friend will love. It will also make for some great photo opportunities during the wedding festivities.

Remember, the key is to have fun with it and choose something that reflects your friend's personality and your relationship. This unique and playful approach is sure to make your best man proposal memorable and will likely be a story they'll be excited to share.

Frequently asked questions