Asking Your Best Mate To Be Your Best Man

Asking someone to be your best man is a big deal. They'll be by your side throughout the entire wedding process, from attending pre-wedding events to planning the bachelor party and providing support to you and your partner. While there's no need to make a grand gesture, it's important to ask in person and to consider what you expect from your best man. You might want to ask them to spend weekends helping you choose a wedding venue or negotiate with vendors, so it's worth thinking about how much time and energy they'll be able to devote to your wedding planning.

There are lots of creative ways to pop the question. You could plan an activity that you both enjoy, such as playing golf or watching a football game, and ask during that. Alternatively, you could give them a gift, such as a personalised item or a proposal box, with a card asking them to be your best man.

Best man proposal cards

Card Design Ideas:

• Minimalist Card Design: A simple and understated design with the phrase "Will you be my best man?" in contemporary hand lettering. This type of card is perfect for a straightforward and elegant style.
• Chalkboard Card: A unique and formal option with the message written on a textured card that resembles a chalkboard, paired with a brown envelope.
• Calligraphy Card: An affordable yet elegant option where you can customise the colour of the script and envelope to match your wedding theme.
• Humorous Cards: Cards with funny and lighthearted messages such as "You'd rock it in a suit" or "Bro. Do me a solid." These cards are sure to bring a smile to your friend's face.
• Scratch-off Cards: Add an element of excitement with a scratch-off card that reveals the question, "Will you be my best man?" You can choose from different designs, including a bow tie or a glass of whiskey.
• Vintage-inspired Cards: If your best man is someone who has been a long-time presence in your life, consider a vintage-style card with an illustration of a man in a suit, top hat, and monocle to showcase the prestige of this role.
• Personalised Cards: Include a photo of you and your friend or customise the card with in-jokes and references to your relationship. This adds a sentimental and meaningful touch to your proposal.

What to Write in the Cards:

The key question to include in your best man proposal card is a variation of "Will you be my best man?" or "Will you be a groomsman?" You can also include a personal message expressing why their presence and support on your big day are important to you. Here are some examples:

• "You've been my friend and biggest supporter since middle school—I can't imagine getting married without you there to cheer me on."
• "I know of a great party with an open bar—Will you be my best man?"
• "I'm getting married on [insert wedding date]! I can't imagine my wedding without you by my side. Will you be my best man?"
• "Your friendship means the world to me. I would be honoured if you would be my best man as I marry the love of my life."

Best man proposal boxes

If you're looking for a unique and memorable way to propose to your best man, why not try a "Best Man Proposal Box"? These curated gift boxes are a fun and thoughtful way to pop the question to your best mate. Here are some ideas to help you create the perfect proposal box:

Choose a Theme

Select a theme that reflects your friend's interests or hobbies. For instance, if they're a golf enthusiast, you could opt for a golf-themed box with golf balls, bamboo tees, and invitation cards. Or, for a more classic approach, go for a sleek and elegant box with a pocket knife, an engraved flask, and a personalised gift like a coaster.

Include a Card

A proposal card is a must-have for your box. You can find a variety of creative and funny options online, such as "Will You Be My Best Man?" cards with gold and silver foil stamping, or cards with quirky messages like "My Only Decision". You could even include a personalised card with a heartfelt message to show your friend just how much their presence means to you.

Add Some Fun Extras

To make your proposal box extra special, consider adding some fun extras like a tuxedo-style gift box, a “Suit Up” card, or even a pair of funny groom and best man socks. You could also include a customised wine or liquor bottle with a label that says "Will You Be My Best Man?" for a unique touch.

Practical Gifts

While the occasion is light-hearted, it's also practical to include some gifts that will be useful on the day. Think about adding items like a personalised insulated tumbler, a stylish wallet, or even a fancy pair of sunglasses. These gifts will not only be appreciated but will also add a touch of luxury to the celebration.

Make it Personal

Add a personal touch to your proposal box with gifts that are tailored to your friend's interests or personality. For example, if they're a cigar aficionado, include a personalised cigar case. Or, if they're a whiskey connoisseur, opt for a customised whiskey glass or a unique whiskey and cigar tray.

The Box Itself

Finally, don't forget about the box itself! You can find personalised wooden gift boxes or sleek, black gift boxes with satin ribbons. You could even add a creative sticker on the outside, such as a "Will You Be My Best Man?" decal, to give your friend a hint about what's inside.

So, get creative, have fun, and make your best man proposal box as unique as your friendship!

Best man proposal gifts

Asking your best friend to be your best man is a special moment and there are many ways to make it memorable. Here are some ideas for best man proposal gifts:

Gift Boxes

A proposal gift box is a great way to ask your friend to be your best man. You can fill it with items he will need, like a glass for toasting, a tie, and a flask. You can also include a unique card inside the box to pop the question in a creative way. If you want to go the extra mile, you can even personalise the box with his name or a special message.

Personalised Gifts

Adding a personal touch to your proposal gift can make it even more meaningful. Consider customising items like cufflinks, wallets, or a money clip with his initials or a meaningful message. You could also gift him a custom illustration of the two of you or a monogrammed poker kit if you want to add an element of fun.

Experience Gifts

Sometimes, the best gift is an experience you can share. Plan an activity that the two of you will enjoy, like a sports event, a gourmet dinner, or a day at the races. This can be a great opportunity to create new memories and ask your friend to be your best man in a unique setting.

Practical Gifts

If you want to give a practical gift that your best man can use beyond the wedding, consider items like a stylish weekender bag, a sleek keychain, or a classy watch. You could also gift him a luxurious grooming kit, a set of hand-blown beer glasses, or a hotel-quality robe for some extra indulgence.

Sentimental Gifts

A proposal gift can also be a meaningful token that symbolises your friendship. Consider a gift that showcases his impeccable style, like a set of elegant whiskey glasses or a timeless glass decanter. You could also give him a catchall phone charger or a stylish valet tray that doubles as a wireless charger to keep his essentials organised.

Best man proposal golf

Planning to pop the question to your best mate? Asking someone to be your best man is a big deal, so you'll want to make it memorable. Here are some ideas for a golf-themed best man proposal:

The Setup

Before you get to the big question, set the scene. Invite your friend out for a round of golf at your favourite course. If you want to make the day extra special, you could book a tee time at a course you've always wanted to play but haven't had the chance to visit yet.

The Ask

Now for the fun part: how to pop the question. There are a few ways you could go about this:

• Customised Golf Balls: Get a box of personalised golf balls printed with your friend's name and "best man" or another message of your choice. You could present these to your friend before your round of golf, or, for a more subtle approach, swap their regular golf balls for the personalised ones mid-game.
• Best Man Proposal Cards: If you're not sure you'll be able to get the words out in person, a card is a great alternative. You can include a personalised message about your friendship and why you want them to be your best man. For a fun twist, you could hide the card in one of their golf club bags for them to find mid-game.
• Golf-Themed Gifts: There are plenty of golf-themed gifts you can give your friend to do the asking for you. For example, you could get them a personalised golf ball marker, a golf ball marker divot tool, or a golf ball marker and cufflink set.

The Celebration

After your friend says yes, it's time to celebrate! If you're at the golf course, you could head to the clubhouse for a drink. Alternatively, you could invite your friend over for a drink and present them with a golf-themed gift, like a bottle of whiskey or a set of whiskey glasses.

Best man proposal templates

Asking your friend or family member to be your best man is a nerve-racking task. While you know that the answer is almost certainly 'yes', you still want to impress your pal and mark the moment. Here are some best man proposal templates to help you out:

Gifts

• A bottle of whiskey or rum with a personalised label asking "Will you be my best man?"
• A hip flask with a personalised message
• A book with a note inside asking the question
• A pocket watch
• A set of golf balls with a personalised message
• A funny card

Cards

• A "Will you be my best man?" telegram
• A personalised card with a photo of you both
• A scratch card with a balloon and their name
• A card with a secret message
• A simple, contemporary card with elegant hand-lettering

Other Ideas

• A pre-wedding bike trip
• A personalised fire pit
• A cool bag with their initials
• A mixed beer case
• A box of chocolates

Frequently asked questions