27 Ways to Ask “Will You Be My Groomsman?”

27 Ways to Ask “Will You Be My Groomsman?”

UPDATED: May 16, 2022

Ask: “Will You Be My Groomsmen?” With These Awesome Groomsmen Gifts!

Wondering how to ask groomsmen to be in your wedding in a unique and awesome way? We know that it can be tough figuring out the best way to ask that important question. When you ask “Will you be my groomsmen?” you want to show your closest friends how important they are to you with one awesome, unique gift. Oftentimes, groomsmen gifts are also items that your guys can use before, during, or after the wedding. When you use any of these fantastic gifts or groomsmen gift boxes to ask your best friends to be your groomsmen, there’s no way they will say, “No!”

Ask “Will You Be My Groomsman?” with a Gift That Rocks

Groomsmen Custom Rocks Glass

Make asking “Will you be my Groomsman,” as easy as raising a toast to one of your best friends with this custom rocks glass. Engraved with their name, title, and the date of your wedding, this is the perfect personalized gift for any groomsmen. From the bachelor party to the reception, they’re sure to get their use out of this awesome gift. Even years later when the two of you are hanging out, you can be sure he will still be having his Whiskey Sour, Old Fashioned, or whiskey on the rocks from this fantastic glass.!

The Best Way to Ask Badass Groomsmen

Will You Be My Groomsmen Ammo Can

Asking your best friends to be part of your wedding shouldn’t be a timid affair. Instead, it should be an in-your-face badass occasion. Make asking your groomsmen a memorable occasion by gifting each one of them this custom ammo can gift set that ensures they’re prepared for everything that could come their way as one of your groomsmen. With a knife for surviving the wilderness to cutting threads, a cigar flask for impromptu celebrations, and a ceremonial hatchet. That isn’t even to mention the custom ammo can all these groomsmen gifts come inside which you can fill with their favorite booze, snacks, or anything else!

Take a Drink . . . or Two

Set of 5 Blackout Flasks for Groomsmen

One of the best ways to ask someone to be in your wedding party is to give them a gift that they can use leading up to, during, and after the wedding. This set of black flasks are the perfect gifts because they’ll fit snugly in your groomsmen’s pockets and blend in flawlessly with their wedding day outfits. They’ll love being able to take a few drinks of their favorite liquor throughout the business of the wedding day!

How to Ask a Groomsman? With a Decanter, of Course!

Custom Decanter is How to Ask a Groomsman

What better way to ask one of your best friends in the world, “Will you be my groomsman?” than with their own custom decanter. After all, you know there are going to be a few drinks going around at your bachelor party, and this gift not only gives them a sweet piece of glassware, but a memorable keepsake they can enjoy for years to come. Who knows, they may even pour you a drink from this memorable gift a few years later when the two of you are still kicking it!

The Classy Groomsmen Gift

Engraved Set of Five Groomsmen Pint Glass Set

The men you want in your future wedding party are classy gentlemen, so you want to give them a classy gift when you ask them to be your groomsmen. They’ll definitely want to toast to you and enjoy a cigar immediately upon receiving this pint glass and cigar gift. You and your boys will have a blast together enjoying your favorite beer and stogies.

Stylish Groomsmen Only

Stainless Steel Cuff Links

Weddings typically mean getting all dressed up in fancy clothing. Whether your future groomsmen like dressing up or not, they’ll be dying to put on their groomsmen outfits after you gift them these stainless steel cufflinks! These classic round cufflinks are the perfect way to ask your closest friends to be your groomsmen because they won’t know how to resist their beauty! These cufflinks will be the finishing touch to their outfits on the big day, and they’ll really enjoy looking so dapper.

When You Know it is a Big Ask

Custom Colossal Mug for Groomsmen

Struggling on figuring out just how to ask a groomsman to be part of your wedding? If you’re nervous at all, simply go BIG! This huge beer mug is a great gift for all of your groomsmen, they can easily toast you and enjoy a brewski at the bachelor party or reception from their custom mug. However, what makes it even better is that it holds a liter of beer, which is up to 3x more than a traditional beer mug. How cool of a groomsmen gift is that?

Take Your Shot Asking Them to Your Wedding

Custom Shotgun Shell Flask

Take your best shot of asking your best friends into your wedding with an engraved stainless steel shotgun shell flask. If you have gun-loving or hunting best friends, can you even think of a better way of how to ask groomsman to be part of your wedding? They’ll have blast taking celebratory shots at your bachelor party, wedding, and reception with these unforgettable gifts!

A Custom Whiskey Stone Set

Engraved Twist Glass and Whiskey Stone Gift Set

Put a new twist on traditional groomsmen gifts with this engraved twist glass and whiskey stone gift set. You can be sure beyond the shadow of a doubt that your groomsmen will be toasting to your happy marriage all night long as soon as they open these custom gifts. Just include some booze at the party or a few mini bottles in their gift sets so they can put this set to good use right away!

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Manliest Groomsmen Gift Ever

Personalized Cigar Glass with Damascus Knife

Make them feel like the most badass guy to ever get invited into a wedding when you ask him to be part of your wedding party with this Damascus knife and custom cigar whiskey glass. Not only will this set be great for celebrating, but he’ll carry this knife with him for the rest of his life. Whether he needs to cut a stray string off his tux or cut a rope as he is working on the ranch, your groomsmen gift will always be there when he needs it the most.

How To Ask a Groomsman? With a Memorable Gift!

Ask Will You Be My Groomsman with Engraved Shadow Box

When you bring someone into your wedding, you’re not just creating memories for yourself, you are also including your best friends on some of their favorite memories ever. Ask them, “Will you be my groomsman,” with a gift that lets them hold onto those memories forever, an engraved shadow box! Inside, they can start their collection of cigar bands, beer caps, movie tickets, or anything important to you and their friendship.

Ask Groomsmen with Manly Mugs

Will You Be My Groomsmen Beer Mug Set

Groomsmen embody some of the manliest qualities during their time being your best men, so make sure you get them an equally manly gift with this personalized beer mug box set which comes with not just one but two beer mugs! Nothing will feel manlier than toast after toast to you from these gorgeous beer mugs while you and your groomsmen have some of the best and most memorable times in your lives.

Pack Your Bags

Groomsmen Travel Kit

Being a part of a wedding party often means having to do a little traveling. After all, there are many essentials such as toiletries and other items that will help everyone look their best on the big day. Help your groomsmen out by getting them these cool travel kits. These kits are the perfect gifts to use when asking your friends to be your groomsmen because you’re immediately giving them not only a cool item they’ll use for a long time, but something that will make their time as a groomsmen easier.

Excitement-Inducing Gift Box

Engraved Wooden Gift Crates to Ask Will You Be My Groomsman

Sometimes, the greatest questions are asked with no audible words. With this gift set, you can ask your closest buddies to be your groomsmen without even having to speak. As soon as they open this box and see the personalized card and other accessories, they’ll begin vigorously jumping up and down in excitement and tell you how honored they are to be asked to stand beside you on the biggest day of your life.

Stunning Groomsmen Box Sets

Set of 5 Customized Groomsmen Gift Boxes

These customized groomsmen gift boxes are the perfect choice for showing those friends how important they are when asking, “Will you be my groomsman?” The stunning box sets are personalized to make each guy in your wedding party feel special with their individualized gift box. At your wedding reception, they’ll each use one of their new glasses to do a toast to you and the talented gift-giver you are.

The Gift Set that Conveys the Right Message

Custom Groomsmen Gift Crate How to Ask Groomsmen

When it comes to how to ask groomsmen to be in your wedding using gifts, the message the gift sends is more important than the gift itself. For example, this groomsmen gift box set shows your buddies that you took the time to make each box customized just for them. Throw in a small bottle of their favorite booze or a stogie or two of their favorite brand to make it even better.

Unique “Will You Be My Groomsman?” Gift

Engraved Bamboo BBQ Tools Set

This set of bamboo tools are a fantastic keepsake gift for your future groomsmen. With the personalization on the box, they’ll remember your wedding vividly every time they see it. Also, with the fantastic grilling tools, they’ll feel more confident in their barbecuing skills, which means tons of super fun backyard barbecues from here on out.

Watch You Tie the Knot

Tie Gift Box for Groomsmen

Wondering how to ask groomsmen who hate dressing up to be in your wedding? It’s simple: give them a tie they actually want to put on! This tie gift set will have them begging to try on their suit as soon as possible. They’ll love the way they look in these ties, and they’ll love seeing the matching ties in your wedding photographs that they’ll have for the rest of their lives. It will mean so much to them that you found an attractive tie set that everyone loves.

Remarkable Custom Beer Mugs

Personalized Groomsmen Beer Mugs Set of 5

The all-time perfect combination: your friends and beer mugs. Your future groomsmen will never want to put these remarkable mugs down, and with the personalization, they’ll know that you spent so much time and effort on making them the best groomsmen gifts ever. They’ll definitely want to use them at the reception when they propose a toast to the happy couple!

Ask Them “Will You Be My Groomsmen?” with a Beer Caddy

How To Ask Groosman is with Custom Beer Caddy

Is there a more manly way to ask a guy “Will you be my groomsman?” than with a case of beer? There is in fact! Simply put that case of beer inside this personalized wooden beer caddy! Your groomsmen will all be blown away when not only did they get a badass gift for your wedding, but a case of their favorite beer too! Personalized with their name and initial, they can all even use their gift at the same time at the bachelor party and not even worry about mixing them up. How cool is that?

How to Ask Groomsmen in a High-Caliber Way

How to Ask Groomsmen with Custom 50 Cal Bottle Openers

Ask your closest friends to be your groomsmen with these super unique bullet bottle openers. They’ll think these real 50-caliber bullets with their names on them are insanely cool, and they’ll love that you took the time to find a gift as novel and useful as these bottle openers.

Engraved Decanter Box Set for Groomsmen

Decanter Gift Box for Groomsmen

Make them feel like the most epic groomsmen of all time with this gorgeous decanter black box gift set. They’ll love that your gift makes it look like they’ve finally made it to the point in their lives that they have their own whiskey named after them. While this set works great for celebrating your marriage, it is the perfect keepsake and way to thank them for taking the time to be a part of your big day. There simply isn’t a better way of how to ask groomsman to be in your wedding!

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How to Ask Groomsmen with Beer Bottles

Custom Groomsmen Beer Labels

For you, giving a bottle of beer to your potential groomsmen is a must. You know they’d really appreciate it and probably say, “Yes,” but how do you make it an even better gift? These custom beer labels will really spruce up their favorite bottles. Your groomsmen will think they’re so creative and unique that they’ll want to crack open the bottle immediately to toast becoming part of your wedding.

The Coolest Ammo Can Gift Set for Asking Groomsmen

Set of 5 Ammo Can Gift Sets for Groomsmen

Ask, “Will you be my groomsman?” to your closest friends with an extremely impressive ammo can gift set. These ammo can gift sets will absolutely stun them because of how amazing they are, and your friends will know how much they mean to you. With their new glasses, they’ll give a toast to you, and they’ll store mementos from your wedding inside the ammo can.

Phenomenal Personalized Flask Set

Embossed Flask Box Set for Groomsmen

Ensure that no matter where you and your groomsmen go, that they can always have a toast or quench their thirst with this embossed flask gift set. What better way is there to ask them to be one of your groomsmen than with a classy gift that they can use at the bachelor party and have on their person at the wedding and reception?

It’s Time to Be Your Groomsmen

Wooden Ebony Watch

This attractive ebony watch is a fantastic groomsmen gift that will make them immediately agree to be in your wedding party. They’ll love sporting these handsome, durable watches on your big day and every day after that!

The Perfect Groomsmen Gift Set

Black Gift Box for Groomsmen

Still not sure how to ask groomsman to be in your wedding? Simple, use this awesome engraved gift set! It has everything they need from the bachelor party with the rocks glass to the flask and bow tie they’ll be rocking as you walk down the aisle! There simply aren’t any other groomsmen gift sets that could do more for the guys of your choosing than this awesome set!

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