Best Man Gifts: How To Ask Without Awkwardness

Asking someone to be your best man is a significant gesture, so it's important to do it in a thoughtful and personal way. You can ask them directly, in person or over the phone, or you could opt for a more creative approach, such as presenting them with a small gift. There are many best man proposal gifts available online, from cards and stickers to whiskey glasses and hip flasks. Whatever you choose, be sure to express why you value their friendship and why you want them by your side on your wedding day.

Best man proposal cards

Groomsman proposal cards are a fun and creative way to ask your friends to be a part of your wedding. Here are some ideas for best man proposal cards with different styles and approaches to suit your needs:

Funny and Light-Hearted Cards

Add a touch of humour to your proposal with these light-hearted cards:

• Funny Proposal Card : This card features a fun and playful design, making the moment more enjoyable and memorable.
• Step Brothers Card: If you and your friends are fans of the movie "Step Brothers", this card is a perfect choice. It's sure to bring a smile to their faces.
• You'd Rock It in a Suit Card: This card is a playful way to ask your friend to be your best man, with a fun twist on the traditional proposal.
• Inappropriate Proposal Card: For a more daring approach, this card adds a touch of cheeky humour to the proposal.

Classic and Elegant Cards

For a more traditional and elegant approach, consider these stylish options:

• Chalkboard "Will You Be My Best Man?" Card: This card features a textured design and brown envelope, adding a formal and classy touch to your proposal.
• Calligraphy Card: With an affordable price and an expensive-looking design, this card allows you to customise the script and envelope colour to match your wedding theme.
• Top Job Best Man Card: This card conveys your appreciation for your friend in a straightforward and heartfelt manner.
• Simple "Will You Be My Best Man?" Card: Contemporary hand lettering makes this elegant card stand out, perfect for a straightforward and stylish friend.

Personalised and Customisable Cards

Include a personal touch with these customisable options:

• Groomsman Proposal Card Template: This editable Canva template allows you to add your own creative flair and personalise the card for each groomsman.
• Secret Message "Will You Be My Best Man?" Card: This card provides a unique experience with two envelope openings, prolonging the excitement of the proposal.
• "Will You Be My Best Man?" Telegram: A vintage-style telegram with custom-made vintage stamps is a unique and classic way to deliver your proposal.
• Personalised "Will You Be My Best Man?" Cards: These cards can be tailored to your heart's desire, from adding details about your groomsman to including a printed message inside.

Creative and Unique Cards

Think outside the box with these creative and unexpected card ideas:

• "Will You Be My Best Man?" Scratchcard: Add a fun twist to your proposal with this scratchcard, allowing your groomsman to scratch and reveal the exciting question.
• Groomsman Proposal Video Card: This digital animated invitation is a modern and memorable way to propose to your groomsmen, especially if you want to include a video message.
• "Will You Be My Groomsman?" Tie: Instead of a traditional card, why not give them a tie with the proposal message? This is perfect if you've already decided on your wedding suit styling.
• Custom Groomsman Pokemon Card: For a playful and nostalgic approach, this Pokemon-themed card is sure to bring back childhood memories.

Remember, you can also include small gifts or tokens of appreciation along with the cards to make your proposal even more special.

Best man proposal boxes

• Personalization: Adding a personal touch to the proposal boxes is a great way to make your friends feel special. You can include their names, initials, or even a fun nickname on the box or some of the items inside. This could be done through engraving, printing, or custom labels.
• Thoughtful Items: Include items that are meaningful to your friendship or represent their interests. For example, if they enjoy a particular sport, you could include a themed item, like golf balls or a baseball cap. If they're into fashion, consider a classy gift like a pocket square or a pair of stylish socks.
• Sentimental Notes: Write heartfelt notes expressing your appreciation for their friendship and why you want them by your side on your big day. You can include these notes in the form of letters, cards, or even engrave them onto some of the gifts.
• Humour: If your friends appreciate a good laugh, add some humour to your proposal boxes. Include funny one-liners, inside jokes, or embarrassing stories that will bring a smile to their faces. You could even create custom cards with hilarious illustrations or photos.
• The Standard Cigar: The cigar has long been associated with a sense of brotherhood between friends. Include a quality cigar attached to a personalised letter or envelope asking them to be your best man. Alternatively, you could gift them a personalised cigar case or humidor.
• Custom Cufflinks: Cufflinks are a great way to add a subtle touch of personalisation to your groomsmen's wedding attire. You can include a short message, their initials, or even a funny symbol that will remind them of a shared memory.
• Starter Kit: Create a starter kit with essential items such as cufflinks, a bow tie or printed tie, and a small bottle of their favourite drink. This way, you're not only asking them to be your best man but also providing them with some of the tools they'll need for the role.
• Subscription Box: If your friend is into subscription boxes, this could be a fun way to propose. Select a subscription box that aligns with their interests, or one that represents your friendship. Include a note inside thanking them for the memories and formally inviting them to be your best man.
• Engraved Bottle: If your friend has a favourite spirit, you could have a custom message engraved on the bottle asking them to be your best man. Alternatively, you could gift them a personalised mug or glass to go along with their favourite drink.
• Matching Gifts: A fun way to bring your pack of groomsmen together is by giving them matching gifts. This could be anything from matching t-shirts, socks, or even personalised flasks or drinking glasses.

Remember, the key is to make your Best Man Proposal Boxes feel special, thoughtful, and tailored to each individual friend. You can include a mix of fun, sentimental, and practical items to create a proposal box that they'll always remember.

Best man gifts

Being a best man is a big deal, and it's important to show your appreciation with a thoughtful gift. Here are some creative and meaningful ideas to consider:

Personalised Gifts:

• Engraved whiskey glass, whiskey stones, or a whiskey decanter: A sophisticated option for the best man who enjoys a fine drink.
• Custom rocks glass with whiskey spheres: Help him keep his drink cold during toasts.
• Personalised pocket knife: A practical and durable gift, often coming in an elegant wooden box.
• Customised cufflinks: Elevate his wedding attire with these, perhaps engraved with his initials.
• Engraved grilling tools: Perfect for the best man who loves to barbecue.
• Personalised beer mug or stein: For the best man who loves a cold brew.
• Customised hip flask: A quintessential groomsman gift, perhaps with a light-hearted message.

Experiences:

• Subscription box: Choose one that represents your best man or your relationship.
• Cigars: Representing the unique sense of brotherhood, a cigar or personalised humidor makes a great gift.
• Starter kit: Include cufflinks, a bow tie, and a small bottle of their favourite drink.
• Event invitation: Invite all your groomsmen to a special event, like a lunch or a weekend getaway.

Other Unique Ideas:

• Custom illustration: Get an illustration made of the two of you, perhaps incorporating inside jokes.
• Books: Try 'The Penguin Book of Modern Speeches' or 'Lonely Planet’s Epic Bike Rides of The World'.
• Card: A simple, meaningful card can be tailored with details and printed messages inside.
• Gift box: Curate a box with a mix of luxurious and minimalist items, like a lambswool scarf, socks, snacks, and mugs.
• Pocket watch: An elegant, art-deco style engraved watch will ensure he's on time for the wedding.
• Silk pocket square: A dapper, handmade accessory that also helps with groomsmen colourways.
• Tie: If you've decided on the wedding suit style, gift him a matching tie.

Best man duties

Being the best man is a huge honour and an important role that comes with a lot of responsibility. Here is a detailed list of duties that a best man should expect to take on:

Before the Wedding

• Help choose the suits: Assist the groom in rounding up the ushers and other important members of the wedding party to go and try on wedding suits.
• Arrange to meet the ushers: Get to know who the other ushers are and what their roles and duties are.
• Liaise with the maid of honour: Chat with the maid of honour and see if there is anything useful to have on hand for the day, such as umbrellas in case of bad weather.
• Help the groom with planning admin: Offer to help with organising logistical details like booking vendors, managing RSVPs, and coordinating schedules.
• Plan an awesome bachelor party: You are in charge of organising the groom's bachelor party. Check with the groom for a guest list and think carefully about locations and budgets.
• Write your best man speech: Start writing your speech well in advance and practice so that you feel comfortable delivering it.
• Organise a groomsmen's gift to the groom: Present the groom with a sentimental gift from his groomsmen on the wedding morning.
• Organise final fittings: Keep an eye out for any last-minute suit fittings the groom or groomsmen might need.
• Check in with the groom: Take some time to check in with the groom and provide emotional support if needed.
• Help with the pre-wedding set-up: Help the couple by picking up and delivering any hired items, such as suits, and assist with any other set-up tasks at the venue.

On the Wedding Day

• Help the groom get ready: Be as hands-on as possible with whatever last-minute tasks arise on the wedding day.
• Organise the ushers: On the morning of the wedding, take delivery of any buttonholes and hand them out to the groomsmen and ushers.
• Keep the rings safe: The best man is often asked to be the ring bearer and is entrusted with keeping the wedding rings safe ahead of the ceremony.
• Greet the guests with the groom: Ensure that the groom arrives at the venue at least 20 minutes before the ceremony and greet the arriving guests.
• Stand at the altar with the groom: Before the ceremony, the groom and best man should take their places at the front right-hand side of the room. If you are the ring bearer, make sure you have the rings ready for when the couple exchanges them.
• Escort the maid of honour out of the ceremony: After the ceremony, escort the maid of honour out of the room ahead of the newlyweds.
• Stand in the receiving line: If the couple chooses to have a receiving line, you will be expected to stand and greet the guests.
• Help organise wedding photographs: Help round up guests for the wedding photographer's group photos and appear in them yourself.
• Be the master of ceremonies: If the couple has not hired a master of ceremonies, you may be asked to announce key elements like the couple's arrival, the speeches, and the cake-cutting.
• Deliver your speech: Deliver your best man speech, traditionally given after the father of the bride and groom speeches.
• Get the party started: After the first dance, it is traditional for the best man to dance with the maid of honour and encourage everyone onto the dance floor.

After the Wedding

• Return and clean suits: Help round up and return any hired items, such as suits, and take care of dry cleaning if necessary.
• Take care of wedding gifts: Safely store the wedding gifts if the couple goes on their honeymoon straight away or deliver them to the couple's home.
• Decorate the getaway car: Coordinate the decoration of the newlyweds' car for their reception exit or for the day after the wedding.

Gifts for the Best Man

As for how to ask someone to be your best man, it is important to do so in a thoughtful and personal manner. You can ask them directly or be more creative, such as presenting them with a small gift. There are many "best man proposal" gift boxes and cards available to help you pop the question.

Best man speech

Hello, everyone! My name is [Name], and it is an honour to stand here today as the best man at [groom]'s wedding. I have been [groom]'s friend for [duration of friendship], and I can confidently say that he is one of the most loyal, funny, and caring people I know.

I remember when [groom] first met [bride]. The spark between them was undeniable, and I knew that this was the start of something special. [Bride], from the moment you came into [groom]'s life, you brought him so much joy and happiness. It is clear to everyone here today that you are his perfect match, and I am so happy for the both of you.

[Groom], I have had the privilege of getting to know you over the years, and I can say without a doubt that you are an incredible friend, and I am so proud to stand here as your best man. Thank you for trusting me with this important role on your special day.

To the newlyweds, I wish you both a lifetime of love, laughter, and happiness. May your journey together be filled with wonderful moments and beautiful memories. Congratulations, [groom] and [bride]! Cheers!

Frequently asked questions