Groom 101

How Do I Ask Someone To Be My Groomsman?

Voltage Creative Five groomsmen taking a selfie together

Asking someone to be your groomsman is more than just a simple question—it’s a sign of honor, a gesture of friendship, and a chance to show how much their presence means to you on your wedding day. Whether it’s a childhood best friend, a brother, or a college buddy, making the ask in a thoughtful and meaningful way can set the tone for the wedding and solidify the bond you share. If you’re wondering how to ask someone to be your groomsman, here are some creative and heartfelt ways to pop the question and make it a memorable moment.

Make It Personal

A great way to ask someone to be your groomsman is with a personalized gift that reflects your friendship. Customized items like customized cooler, personalized cufflinks, or even a special bottle of their favorite whiskey can be a classy and unique way to ask. Luckily, The Man Registry is here to lend a hand with 100s of personalized groomsmen gift options.

If your groomsman-to-be loves a certain hobby or sport, think about incorporating that into the gift. For example, if he’s into golf, a personalized golf cooler or golf shoe bag is a guaranteed hole-in-one.

Make a Groomsmen Event Out of It

Instead of simply asking through a text, you can always make the ask an event of its own. You could organize a get-together with your prospective groom’s party or make it a one-on-one, perhaps at a dinner, barbecue, or a casual night out. During the event, make a toast or take a moment to address your friends, telling them how much they mean to you and how you can’t imagine your wedding day without them standing by your side. This method not only adds excitement but also creates a memorable experience for everyone involved.

For something more intimate, plan a one-on-one hangout with each friend where you can ask in person. Whether it’s over drinks, a round of golf, or at a favorite spot you both enjoy, this approach shows thoughtfulness and appreciation for your friendship.

Ultimately, the way you ask someone to be your groomsman is dependent on your relationship. Whether it’s a grand gesture or a simple, heartfelt conversation, what matters most is the thought you put into it. Your friends will appreciate the fact that you want them to play a significant role in your big day, and by making the ask in a creative or meaningful way, you’ll make the moment even more special.

And don’t forget, if you’re looking for the perfect groomsman gifts to go along with the ask, The Man Registry offers a wide selection of personalized items that can make your proposal unforgettable. From custom flasks to engraved cufflinks, we’ve got everything you need to make your groomsman proposal just as memorable as your wedding day.

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Since 2008, we’ve been the go-to site for personalized, unique groomsmen gifts and wedding tips for men. We’re also proud to be the original groom’s gift registry.

I reached out to The Man Registry on a Saturday, just 7 days before my wedding, asking for help with my groomsmen gifts. I heard back within an hour and was able to get 8 personalized coolers in just 3 days. Ordering was easy and the quality was top notch. Would highly recommend The Man Registry!

— Parker R.

The Man Registry is phenomenal. The customer service is exceptional - seriously. You send an e-mail and a person (a friendly one at that) actually responds within an hour. Also, gift options are diverse and plentiful so you'll be able to find what works best for you.

— Andrew S.