It’s a cute idea to give out ‘will you be my bridesmaid?’ gifts or cards to the bridesmaids, but what about the best man and groomsmen?

It’s not fair to leave the boys out. There are so many ways to make asking that question – ‘will you be my best man? – personal. Finding a gift that you know they’ll love is a great way to mark the big day before it even arrives, to get everyone excited about standing up there with you.

From comical cards to get the banter flowing, to an engraved watch and cufflinks that class up any suit. This is a chance to show your mates just how much they mean to you, by asking if they’ll be your best man and groomsmen with some epic keepsakes that will last beyond the big day.

We’ve rounded up our favourite ways to ask the all-important ‘will you be my best man?’ question – from classic cards to brilliant gift ideas they’re sure to love!

NB: We have included third party products to help you navigate and enjoy life’s biggest moments. Purchases made through links on this page may earn us a commission.

‘Will You Be My Best Man?’ Gift Ideas

Weddings are expensive so we’re not suggesting your spend a fortune on gifts for your best man. But a token gift that will make a beautiful keepsake or a cute item he can use on the big day is a lovely gesture that you could give alongside your card. Take a look at some of our favourite ideas.

DISCOVER MORE: ‘Will You Be My Best Man Gifts?’ From Not On The High Street

Engraved Wooden Bottle Label – £9.95, Hickory Dickory


This engraved wooden bottle label from Hickory Dickory can be personalised with your best man’s name and gives you the perfect excuse to pop round with a bottle to pop that all important question.

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Best Man Custom Print – £32, Wordplay Design


Why not give your best man a custom made print from Wordplay Design? It details all your in-jokes and favourite things.

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Personalised Wooden Box – £22, Dust and Things


This personalised wooden box from Dust and Things can be filled with a bottle of wine or Champagne ready to toast when your BFF agrees to be your best man!

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Montblanc Cufflinks – £175, Goldsmiths

Montblanc Cufflinks

Cufflinks are the kind of gift that not only spark good memories but can be reused over and over. If you’ve got some pennies to spend, why not surprise your groomsmen with a pair of gold Montblanc cufflinks from Goldsmiths.

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Best Man Shot Glass – £9.99, Getting Personal


Ask your BFF to be your best man with a personalised shot glass from Getting Personal so you can toast to your upcoming wedding (and to the best man speech they’re going to have to write!).

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Personalised Best Man Box – £10.50, The Pink Giraffes


This personalised box from The Pink Giraffes is super stylish, plus you can fill it will all his favourite things and your ‘will you be my best man?’ card.

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Stag Design Personalised Hip Flask – £15, Original Monkey

Original Monkey Hip Flask

A personalised hip flask makes for a meaningful keepsake long after the big day. Ask the question with this Stag Design Flask by Original Monkey, customised with your best mate’s name.

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Mappin & Webb Clarendon Mens Watch – £850, Goldsmiths

Mappin and Webb Clarendon Watch

A watch is a gift that will always be appreciated – you could even get it engraved with a message to personalise it. If you feel like pushing the boat out, why now treat your best man to this smart Mappin & Webb Clarendon Mens Watch from Goldsmiths?

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Best Man Proposal Socks – £4.80, No Cold Feet Co.


Your best man and groomsmen will love these socks from No Cold Feet Co! They come in a huge range of colours and designs with personalised labels. Everyone always needs more socks, right?!

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Personalised Pint Glass – £22.75, Becky Broome

If your best man is more of a beer fan then a personalised pint glass from Becky Broome Ltd will be the perfect gift for them.

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‘Will You Be My Best Man?’ Balloon? – £3.50, White Knot


Make popping the second biggest question of your life really fun with this ‘will you be my best man?’ balloon from White Knot.

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‘Will You Be My Best Man?’ Telegram – £13, Imperial Telegrams


We love the idea of throwing back to the past and this ‘will you be my best man?’ telegram is the perfect way to ask that all important question in a classic way.

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Personalised Best Man Proposal Box – £12.90, Pink Positive

Groomsman box

How adorable is this proposal box from Pink Positive? Fill it with your groomsmen or best man gifts to make asking that question extra special.

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‘Will You Be My Best Man?’ Card Ideas

If you want to keep it simple, there are plenty of ‘will you be my best man/groomsman/usher?’ cards to choose from online, whether you want funny, stylish or personalised. We’ve selected some of our favourite ‘will you be my best man?’ ideas for you to browse.

Personalised ‘Will You Be My Best Man?’ Cards

Create a ‘will you be my best man?’ card that is so special by going for a style that can be personalised with your best man’s name.


This balloon scratchcard from Sarah Hurley Designs makes asking ‘will you be my best man?’ really fu, plus you can personalise it to make it even more special.

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All the standard best man duties are summed up in one simple card with this style from Slice of Pie Designs – and it can be personalised!

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Stylish ‘Will You Be My Best Man?’ Cards

If your wedding day is going to be beautifully put together then you’ll want your bridal party cards to be just as stylish. See our edit of the prettiest and most stylish ‘will you be my best man?’ cards.


This chalkboard ‘will you be my best man?’ card from Norma and Dorothy is perfect for couples who plan on throwing a rustic style wedding day. There are also matching designs for the wider bridal party so you can buy these beautiful cards for everyone.

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Stylish couples will adore this contemporary design from Sarah Burns Prints. We love the elegant font and you can choose from a range of beautiful colours so the card perfectly suits your wedding style.

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If your best man is the ultimate gentleman then this super cool card by Vanilla Retro Stationery will definitely suit his style!

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Is your best man truly a top bloke? Then we think this fun and laid back card from Joanne Hawker is the perfect design for the best man in your life!

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This super stylish ‘will you be my best man?’ card from Emma Moore Illustration and Design is so much fun. There’s a secret message hidden in a black envelope on the front of the card – ready for your best man to discover.

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We adore this simple card from Too Wordy. The contemporary and eye-catching design is perfect for couples wanting to give their best man a card that is super stylish (and perfectly Instagramable!).

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Funny ‘Will You Be My Best Man?’ Cards

If you don’t take yourself too seriously then a funny card to ‘pop the question’ to the best man in your life will be the perfect way to sum up your friendship. Take a look at some of our favourite funny cards for your best man.


Do you just know your best man is going to bring up all those embarrassing stories of your past? You may as well give him permission – because he’s going to do it anyway! This fun card from Heather Alstead Design is the perfect card for you.

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If your best man looks great in a suit (but not as good as you, obvs), then this funny ‘will you be my best man?’ card from Wordplay Designs is an ideal choice!

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If your best man just can’t resist a pun then this ‘I Moustache You a Question’ card from Elle Bee Designs is going to be the perfect option.

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Seriously, you could have just text your best mate and instead you had to get some fancy card!? Make your point clear with this fun design from Faded Gardenias!

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If you want even more creative and thoughtful gift ideas for you best man make sure you read our roundup of amazing groomsmen gifts – it’s the perfect way to say thank you for all their help and support.