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This post was originally published on October 16, 2019 and gets updated periodically to remove outdated links and grow this list with new items! I’ll be reviewing this post, adding new products, and cleaning up any broken links that don’t work anymore; with its most recent update being its current publishing date. Follow me on Facebook to keep informed on when this and other Roundup Posts get updated!
When you’ve got guys that will be groomsmen out of town, sometimes an easy to mail groomsmen proposal is the best way to invite them to be a part of your special day, and if that’s the case this is the list for you! I’ve gathered all my favorite groomsmen proposals that can easily fit into small envelopes and boxes, but can still be personalized for each of the people you plan to invite to help celebrate with you on your wedding day
My husband invited his groomsman by buying them cigars at a cigar bar, so when I saw this little cigar box I had to include it! The box can be personalized with your names and the wedding title, groomsman or best man, all that’s missing is their favorite cigar!
For an adorable proposal card that's sure to procure you some hilarious selfies, these Mustache Proposal Cards are a great invitation for your groomsmen! With a choice of twelve different mustaches, you can personalize each card for the pic you want most, and get a great assortment of mustached groomsmen selfies from your best guys.
3. Groomsmen Survival Kit Tins
To keep your groomsmen ready for any emergency, these groomsmen survival tins are a cute and useful proposal box for packing wedding day essentials for your best guys! These tins come prepacked for an extra fee, or you can get empty ones to fill with your own unique wedding day essentials for your guys!
4. Groomsmen Info Proposal Card
For an elegant wedding proposal card that gives your groomsmen all the design details they need, I absolutely love this invitation! This digital template gives you the ability to change the wedding colors, role, date, suit details as well as the wedding party; then just print online or at your favorite local option.
To help your groom not get cold feet, this is a cute punny way to invite the boys. If you don't like any of the patterns this shop has, they also sell just the labels so you can find socks you love!
6. Tie Clip Groomsman Proposal Card
Another fun wedding suit proposal option are these lovely tie clips! This shop has a variety of options, but these arrows are my favorite for their woodsy and whimsical vibes!
7. Groomsman Proposal Printable Card Set
I love this printable card set, if for no other reason that there are so many fun card options that come in the pack, enough so each person could have their own card! Since one of my friends personalized all her bridesmaids cards to different sayings I’ve been obsessed! This download set can be easily printed at home or your local printer!
8. Engraved Vegan Leather Can Coolers
For a classy cooler to mail to your favorite fellows, these engraved vegan leather can coolers give an upscale masculine vibe to a traditional koozie proposal. These coolers come in three different colors and can be engraved with up to three lines of text, perfect for names, wedding role, and the wedding date!
9. Personalized Bottle Openers
If your boys are more into bottle than cans, these personalized beer openers are a great choice for anyone in your bridal party! These bottle openers come in several color and design options as well as being able to personalize names and text in general. As an added bonus, while these are already under $15, ordering 3 or more gets you a discount! :)
No better way to start off wedding planning than taking a shot, and these clever little boxes are perfect for all your groomsman! These cute boxes come in four different colors with the names and wedding titles personalized to your specifications. While these don’t come with the mini whiskeys, you can include your own with the personalized labels from #3! You can have a blank shot glass included or pair them with the Bow tie Shot Glasses (#6) for a inside and outside personalized proposal.
11. Free Food Groomsmen Proposal Card
This simply and krafty card is the perfect way to invite any set of fellows to be a part of your big day. After all, men will always rise to the occasion when there’s free food involved and these funny card can be personalized with hand written proposal notes inside!
12. Groomsmen Proposal Puzzle
I love puzzle cards for proposals, they are both easy to mail and a fun game for the receiver to put together to learn their wedding role! This shop has a variety of designs to choose from, and like these ones you can personalize the name of the recipient and wedding roles, along with a rainbow of gift box and bag options to give them in.
13. Minimalist Black Letter Pressed Cards
For a minimalist black tie groomsmen proposal card, look no further than this black letterpressed beauty! Each card is pressed with the simple “Groomsmen?” prompt on lux black cardstock, with the option to buy white pencils from this shop to write personal notes to each man in your party.
14. Engraved Groomsmen Money Clips
For a useful accessory that's easy to send out to your men, these engraved money clips are a lovely choice that also makes for a nice day of organizer for their ID’s, cash and cards. The beauties are available in four color and design options, giving options to personalize based on name, initials, and wedding role.
15. Vellum Bowtie Proposal Card
For a properly suited up proposal, these vellum bowtie cards are dressed to impress! Personalized with your groomsman, best man, or usher's name on the envelope and inside the card, each is finished by a wrapping with vellum and a black bowtie ribbon.
16. Bow Tie Scratch Off Tickets
For the bowtie vibes with the added fun of a game of chance, scratch off cards are a fun proposal choice for all! These bow tie scratch off tickets have different options for most roles on the grooms side of the party, with each card personalized with the recipient’s name.
17. Suit Up Scratch Off Cards
Another delightful scratch off groomsmen proposal has to be these suit up themed scratch off cards, so I had to include them too! Like the others, the wedding role is personalized to each guy along with the name on the card, then they scratch to reveal what role they got.
18. Groomsmen Proposal Koozies
Koozies always make nice proposals to mail, and I love these ones for the proposals to your old drinking buddies! Have them slip it on their favorite brew, bottle, or can; then chug to accept a place in your wedding party.
19. This could have been a text Card Template
For a funny proposal for the guy who is doing this for his future wifey, these cards are a cheeky choice that the groomsmen will appreciate! This digital template is completely customizable in lettering and colors, then it’s simply print and invite your best guys!
20. Groomsmen Proposal Video
For the easiest of all proposals to mail, a video to send to their phones is certainly the quickest and lightest! These proposal videos are easy to download then send out by text or a myriad of phone apps, with both a groomsmen and best man video included in this set for easy and unique groomsmen proposals.
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