Rhiannon Hendricks
Asking your best mate to be your best man can be nerve-racking. You want to impress your pal and mark the moment. So, how do you pop the question in a fun and memorable way?
There are plenty of creative ways to ask your best friend to be your best man. From cards and gifts to grand gestures, you can make the moment special and suit it to your friend's interests.
| Characteristics | Values |
|---|---|
| Gifts | Beer, whisky, wine, cigars, cufflinks, socks, cards, hip flasks, books, scratch cards, golf balls, t-shirts, mugs, tape measures, pocket watches, bow ties, sunglasses, chocolates, plectrums, lighters, multi-tools, wallets, pocket squares, coolers, backpacks, puzzles, boxes, engraved glasses, watches, belts, tumblers, coasters, beard oil, beard grooming kits, etc. |
| Cards | Scratch cards, funny cards, postcards, etc. |
| In-Person | Asking in person, all together at the same time, or during an activity like golf or lunch |
What You'll Learn
Send them a box of stuff
Sending a box of stuff is a great way to ask your best friend to be your best man. Here are some ideas for what to include in the box:
The Standard Cigar
Including a cigar in the box is a unique way to ask your friend to be your best man. Cigars represent the brotherhood between good friends, making them a perfect addition to your proposal box. You can attach the cigar to a piece of quality stationery or an envelope with a letter inside asking them to be your best man. Alternatively, you could send them a personalised humidor or cigar case with cigars inside.
Custom Cufflinks
Customised cufflinks are a subtle way to ask your friend to be your best man. You can include a short message, phrase or their initials on the cufflinks. You could also include a note telling them that this is how you ask someone to be your best man.
A Pack of Funny One-Liners
If your friend appreciates a good joke, give them a pack of funny one-liners. You can create your own proposal cards full of inside jokes that will have your friend roaring with laughter. At the end of the cards, include a humorous letter noting that they will have an important assignment on your wedding day, with pictures of fingerprints and a space for them to sign.
A Starter Kit
You could hint at your proposal by sending your friend a starter kit with essentials such as cufflinks, a bow tie or printed tie, and a small bottle of their favourite drink. Select a unique gift box that matches their personality and interests. After they open the box, solidify your proposal by asking them if they would be your best man.
A Curated Groomsmen Proposal Box
You could send your friend a pre-filled groomsmen proposal box. This could include goodies like a personalised flask, black sunglasses, and dress socks with the simple question, "Will you be my best man?" presented in a sleek black box with crinkle paper.
A Customised Bottle of Their Favourite Drink
You could ask your friend to be your best man by displaying an invitation on their favourite bottle of alcohol. There are services that will engrave a bottle for you with a custom message. Alternatively, you could buy them a personalised mug or glass to pour their drink into, which will fit nicely at their home bar.
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Give them a personalised whisky glass
Asking your best mate to be your best man can be nerve-racking, but it's also a special moment that you can make fun and memorable. A personalised whisky glass is a unique and innovative gift idea to pop the question in a way that's bound to get a "yes"! Here's how to make it funny and light-hearted:
Plan a Fun Presentation
Surprise your best mate with a personalised whisky glass when you're both enjoying a dram together. Present it to them in a fun and unexpected way. For example, you could pretend to be a bartender and serve their favourite whisky in the personalised glass. Or, if you're planning a pre-wedding bike trip, you could pack the glass in their luggage for them to discover.
Get Creative with the Glass Design
Add a funny twist to the glass design to make your best mate laugh. You could include an inside joke or a light-hearted message about how much you'll need their support on your big day. For example, you could write "Liquid courage for the best man's speech" or "To help me survive wedding planning". You could even include a funny cartoon or illustration of the two of you.
Include a Humorous Note
Along with the personalised whisky glass, include a humorous note or card. You could write something like, "It's five o'clock somewhere, and it's time to ask you a question..." or "Something old, something new, something borrowed, something... YOU!" Make light-hearted references to the upcoming wedding and the best man duties.
Add a Touch of Luxury
To make your gift even more special, present the personalised whisky glass in a luxury box or bag. You could even include some chocolates or a mini bottle of their favourite whisky. This adds a touch of elegance to your funny proposal.
Make it a Keepsake
Ensure the whisky glass becomes a cherished keepsake for your best man. Include the date of your wedding and a personal message of appreciation. They'll be reminded of the fun memories every time they use the glass.
A personalised whisky glass is a creative and funny way to ask your best mate to be your best man. It's a unique gift that will make your pal feel special and excited about your upcoming nuptials!
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Use a funny card
A funny card is a simple yet thoughtful way to ask your best mate to be your best man. This approach is especially effective if you're looking for a card to add to your groomsman proposal box.
"You'd Rock It In a Suit" Card
This card is a little tongue-in-cheek and is sure to put a smile on your best man's face.
"Simply The Best" Card
Serenade your best mate with this Tina Turner-inspired card. After all, they're about to be simply the best man!
"Great Party Open Bar" Card
Let your best man know what's expected of them with this card. It's sure to get a laugh and a resounding "yes"!
"Mustache" Card
This card is a fun way to ask your best mate to be your best man. It features a unique mustache that will have them in stitches as they figure out your proposal.
"I Choose You" Pokémon-themed Card
If you're a Pokémon fan, this simple yet creative card could be perfect. It features a Pokéball with the words "I Choose You" on one side and a personalised message on the other.
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Get them a custom-made hip flask
A hip flask is a great way to ask your best man in a funny and memorable way. You can get creative with the design and message on the flask, making it a fun and unique way to pop the question. Here are some ideas to get you started:
Choose a Fun Design
Select a hip flask with a fun and quirky design that matches your best man's personality. For example, if he's an adventurous outdoor type, you could go for a camo pattern flask. Or, if he's more of a classy gentleman, a brown leather hip flask could be a perfect choice. You could even get a flask with a hidden compartment for cigarettes or one that looks like a book!
Add a Humorous Message
Take your funny proposal to the next level by adding a humorous message to the flask. You can choose from a variety of funny sayings, such as "This is probably not coffee," "Trust me, one isn't enough," or "My relationship with whiskey." These lighthearted messages will bring a smile to your best man's face and make your proposal memorable.
Include a Personalized Touch
Personalization adds a special touch to your proposal. You can get your best man's name or initials engraved on the flask, making it a unique gift just for him. You could even include a funny nickname or an inside joke that only the two of you understand to make it even more special.
Make it a Gift Set
Why stop at just the flask? Turn it into a gift set by adding some extra items. You can include shot glasses, a funnel, and a nice gift box to complete the package. This not only makes your proposal more impressive but also gives your best man everything he needs to enjoy his favourite drink.
Present it in a Creative Way
Don't just hand over the flask—get creative with your presentation! You can hide the flask and have your best man go on a scavenger hunt to find it, or you could even pretend it's a serious gift and have him open it in front of everyone for a funny surprise. The more creative and unexpected your presentation is, the more memorable it will be.
So, there you have it! A custom-made hip flask with a funny message and a personalized touch is a unique and lighthearted way to ask your best man to be a part of your special day. It's a proposal he's sure to remember, and he'll have a keepsake to cherish long after the wedding.
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Send them a bouquet of liquor
Asking your best mate to be your best man can be nerve-racking, but it's also a great opportunity to be creative and have some fun. One way to do this is by sending them a bouquet of liquor. Here are some tips and ideas to help you pull it off:
Choosing the Liquor
First, you'll need to select the right liquor for your bouquet. Choose something that reflects your friend's taste and personality. If they're a whisky connoisseur, go for a selection of fine single malts. If they prefer cocktails, you could include miniature bottles of their favourite spirits. You could even theme the liquor choices around your friendship, such as including a bottle from the distillery you visited on your last holiday together.
Presentation is Key
Now it's time to assemble your bouquet. You can simply arrange the miniature bottles in a vase or pot, or get creative and turn them into "roses". Cut sheets of Mylar, foil, or cellophane into rectangles and wrap them around each bottle to create a rose shape. Secure the "roses" with floral wire and floral tape, then arrange them in a vase or pot weighted with rocks and filled with styrofoam. Don't forget to add a note asking the big question!
Add Some Extras
To make your bouquet even more special, include some extra decorations. Ribbons, decorative wire, pipe cleaners, stickers, faux flowers, and other accessories can all be used to add a touch of whimsy. You could even include some inside jokes or references that only your friend will understand.
Delivery Options
Once your bouquet is ready, you have a few options for delivery. You could hand-deliver it to your friend's house and present it in person. Alternatively, you could send it to them as a surprise, perhaps with a funny message or clue to let them know it's from you. If you really want to make an impression, organise a special event, like a lunch or a weekend hangout, and present the bouquet there.
Make it Memorable
Remember, the key to asking your best mate to be your best man is to make it memorable. A bouquet of liquor is already a unique and fun idea, but you can take it to the next level by adding personal touches and making it a special moment for both of you. Good luck!
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Frequently asked questions
There are many ways to ask your best friend to be your best man in a humorous manner. For example, you could send them a box of stuff, give them a cigar, or use a funny card. If you want to go over the top, you could even send them flowers with an official invite!
Some creative ways to ask your best man include engraving their invitation on their favourite bottle of alcohol, using a mail subscription service with a hidden invitation, or giving them a personalised gift, such as a hip flask, a funny mug, or a pair of socks.
Some best man proposal gift ideas include a personalised whisky glass set, a custom embroidered handkerchief, a wooden valet tray, a movie-inspired dress sock, a custom leather belt, or a funny personalised mug.
