8 Ideas for Your Groomsmen Proposal

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November 26, 2021

You’ve already proposed to your fiancé, but have you thought about your proposal to your groomsmen? They’re important too; coming up with a fun proposal for them lets them know just how much you care about them being by your side on your big day! Here are some ideas on how to do it.

1. Customize a 6 Pack

Let the guys know how much you love them by getting them beer! This is a gift they’re bound to use. There are many different websites where you can customize your own carriers for each of your groomsmen. You are able to put their names, whether they’re your best man, or a groomsman, and the date of your wedding. You can either buy each one of them a 6 pack of their favorite beer, or you can mix brands to make your own 6 pack. Mixing allows for everyone to get a little bit of everything.

2. Personalized Beer Bottles

Another fun idea for a groomsmen proposal is to do a chugging contest. There are labels that can be made to go around any beer of your choice. The labels will have the guys names on them and either “groomsman” or “best man”. If they say “yes” to your proposal, then they have to chug their designated beer. For this, it’s nice to get each one of your friends their favorite beer. To get them all to your house, offer to have a bonfire, and then surprise them.

3. Create a Proposal Box

Proposal boxes are super customizable, and they’re a nice gift to give to your groomsmen. There are many different companies out there that allow you to customize the actual boxes. Different things that you can put in the box include custom koozies, matching ties, socks, or cufflinks to wear the day of, cigars for after the wedding, personalized thank you notes, mini bottles of booze, or custom flasks. Let the boys know you care about them and don’t skimp out on the boxes. You can customize them to your budget by making them yourself, or you can choose to order them online. A quick google search will lead you to many different sites that have pre-made boxes for any budget!best man

4. Host a Small Get-Together

Why not celebrate your groomsmen by throwing a party, hosting a dinner, or going out to a bar. It doesn’t have to be anything big or fancy by any means, but it’ll be nice to get them all together more than once before the big day. You can invite them over for a barbeque, take them to one of your favorite restaurants, or keep it casual by going to a bar you all like. If you have groomsmen from different friend groups or that don’t know each other as well, then this type of gathering is a great idea. They’ll be able to get to know each other more in a very casual setting before the bachelor party and the wedding. This helps to get any awkwardness out beforehand!

5. Go Fore the Gold

If you and your groomsmen are always out on the golf course, then this idea might be the one for you! One19Stationary, on Etsy, customizes mini golf themed proposal boxes. Inside is a customized golf ball and tee with each guy's role in the groom's party printed on them (either a groomsmen or best man). GroovyGroomsmenGifts also has many different golf themed gifts to choose from! To take it one step further, schedule a tee time and invite all of the guys out to the course and “propose” there! As an added gesture of gratitude, choose to prepay for their round of golf as a thank you for being a part of your wedding.

6. Send some Snail Mail

If all of your groomsmen live in different places, or are hard to corral, consider sending a thoughtful yet funny proposal card. Amazon, GroovyGroomsmenGifts, Marrygrams, and Etsy have a wide variety of cards to choose from. Keep the message simple and light, and encourage them to give you a call after they open it!

7. Jumbotron Proposal

If you’re looking to surprise and maybe even embarrass your groomsmen, opt to propose on the big screen! Take your guys to a baseball, hockey, or basketball game and pop that very important question. Keep it funny by creating a humorous message or even get down on one knee! Most stadiums will display your proposal message for a fee.

8. How to Tie a Tie for Dummies

There’s a good chance your guys don’t know how to tie a tie, so be proactive. Gift them either a tie or bowtie of you and your fiancé’s choice, and tuck in a booklet on how to properly tie their ties. This way they can practice before the big day, and feel confident in their tying abilities. You will have helped teach them a new life skill that they’ll be able to use during wedding season!


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