25 Cool Groomsmen Proposal Boxes

So, you’ve just got engaged and it’s time to talk to your dudes about their participation in your big day. If you want to ask your friends to be your groomsmen and maybe best men, there are lots of ideas to do that. Girls are usually more creative about bridesmaids’ proposals but grooms can still find some cool ways to do that too. Combine a gift and a proposal in one and give your friends a cool proposal box.

Choose a box that you like – a cardboard, a tin case, a wooden or plywood box. Fill it with straw, paper, moss or something else – you may choose the filler according to the wedding style, for example, moss is great for a woodland wedding. Add a large card with the question to the box lid. Now what to put inside? We’ve gathered some ideas for you to get inspired, let’s have a look at them.

Alcohol

The base of every groomsmen proposal box is alcohol as every guy will appreciate that. It can be a small bottle of whiskey, bourbon, a tin can of beer or liquor, or any other alcohol that your friend likes. If the box is big enough, go for a large bottle and maybe a tin of coke if it’s a whiskey bottle. If you want, you can pack a whole arrangement of mini alcohol bottles to please your friend. If you want, you may add a glass or a shot for the drink.

a stylish black and white box with a flask, some alcohol and a shoe cleaning kit

a stained wooden box with alcohol, a personalized flask and a deodorant

a cardboard box with alcohol and a mason jar mug for a fun proposal

a navy box with cups, alcohol and some other stuff your bro may like

a chic box with a metal flask, a cigar and a bottle of favorite alcohol to send to your friend

a box with whiskey, a cigar, a cigar cutter and a wallet for a stylish groomsmen proposal

Cigars

Cigars are very much appreciated by most of guys, too, so the next thing you should put in is a cigar or several ones. A cigar cutter is a proper addition in this case, and you already get a whole ready box: some alcohol and some cigars. Nothing else is necessary unless you want to add a couple of things more.

a traditional box with a bottle of alcohol, a cigar and a cigar cutter with a fun message

a stylish wooden box with whiskey and cigars for a stylish proposal

a stained wooden box with moss, a bottle of alcohol, a cigar, a cigar cutter for a woodland-themed wedding

a stained wooden box with a cigar, Jack Daniel's, Coca Cola and a cigar cutter

a small box with a cigar, a little alcohol bottle, a lighter - just add a tag and voila

a box with moss, a cigar, a small bottle of alcohol and a knife for a stylish woodland proposal

a stylish box with cigars and small bottles of alcohol will be a nice idea for every man

Accessories

You may give your friends some accessories to wear on your big day: a tie, a bow tie, socks, sunglasses, suspenders – all together or just one. They will be a nice idea to add to alcohol and cigars, and you will help your groomsmen to look more unified on the wedding day.

a tin box with socks, a cigar, matches, some alcohol and stuff like that

a box with a hangover kit, a cigar, a bottle of alcohol, a football fan scarf for a best man proposal

a wooden box with a turquoise tie, suspenders, sunglasses and a knife for a dedstination wedding

a box with whiskey, a bold tie to wear on the big day and sunglasses

a simple box with a bottle of whiskey, a cigar, socks, a bottle opener and a condom

a small box with a cigar, a checked tie and Jack Daniel's for a simple and stylish proposal

a black box with a cigar, a crocheted bow tie and a small bottle of alcohol

Food

Some snacks will be also a nice idea to add to the box. It’s usually chocolate, which is great for everyone but you may also try beef steak, crackers, cookies or anything that your friend likes or that reminds of the venue where the wedding will take place.