10 Epic Groomsmen Proposal Ideas To Thrill Your Bros

Ready to jump into the world of wedding planning and work on the fun task of deciding who your groomsmen for your wedding will be? Don’t sweat it because we’ve got you covered with exciting ideas on how to ‘pop the question’ to your best mates. Think beyond the ordinary groomsmen invites, and let’s add some zest to it, shall we?

Pondering over how to ask your buddies to be a part of your big day can be a highlight of planning the wedding. Here’s the deal: spruce it up with a groomsmen proposal gift—or, why not, multiple gifts! Adding a gift box to accompany your groomsmen proposal card is a great way to make your invitations feel extra special. Let’s dive into some unique gift ideas to make your groomsman proposal an unforgettable experience.

When should you propose to your groomsmen?

Ask your friends to be your groomsmen around three to six months before the wedding. This timing allows your groomsmen ample time to plan for any responsibilities, such as organizing the bachelor party, and ensures they can arrange their schedule around your big day. If your wedding involves significant travel or your friends have particularly busy schedules, send the groomsmen invitations even earlier.

What to Put in a Groomsmen Proposal Box

Nothing makes your best bros feel special like a groomsman proposal box brimming with goodies tailored to your pals’ tastes and interests. Be it for the golfing enthusiast or the budding mixologist, we have groomsmen proposal ideas for all your closest friends.

Why not try the ‘Suit Up Groomsmen Proposal Boxes‘? Tell your friends to gear up for the role of a lifetime with this pre-filled box, complete with a personalized flask, cool sunglasses, and funky dress socks bearing the coveted question. All set in a sleek black box, it’s a sleek groomsmen invite sure to impress.

If your pals are into whiskey, the ‘Whiskey Wizard Box‘ from Groomsday is one of the best groomsmen-asking ideas. Pair a bottle of bourbon with this gift box, and you’re all set for a great groomsman proposal. The kit includes everything your buddy needs to craft the best glass of whiskey at home, including a personalized glass and coaster.

Consider the ‘Mailable Groomsman Proposal Boxes‘ from Greetabl for long-distance groomsmen invitations. These fold-out boxes provide space for the all-important questions, photos, and a small gift. It’s like a little party in a box!

Don’t forget to send a nice card with each box. A thoughtful groomsmen card with your proposal gifts brings an extra personalized touch your closest friends will appreciate. All you need to do is choose your card, type your message, and let us know the addresses to send to (or choose from your free online address book). We mail everything so your groomsmen’s invites are as stress-free as possible.

Impressive Standalone Gifts for Groomsmen Proposals

We have plenty of unique groomsmen proposal ideas if you’re thinking of standalone gifts or planning to curate your own boxes.

How about a box of ‘Custom Golf Balls‘ or a ‘Touch Down Proposal’ for your sporty friends? Other great groomsmen-asking ideas include these ‘Groomsmen Shot Glasses‘ decorated with tuxedos, adding a formal and fun touch to your proposal.

For those who enjoy the finer things in life, ‘Monogrammed Handkerchiefs‘ or a ‘Personalized Leather Toiletry Bag‘ make excellent groomsmen invites. These ‘Scotch-infused toothpicks‘ are a unique (and flavorful) idea that leaves a refreshing taste after every meal.

Don’t forget the ultimate wildcard—gourmet candy. Sweeten the deal with a ‘Sugarfina Gourmet Candy Bento Box.’

Are groomsmen proposals a thing?

Absolutely! Asking your friends to participate in your special day is a joyous and unforgettable event. It’s about creating memories you and your buddies will cherish forever. So, enjoy choosing your gifts, pair them with nice groomsmen proposal cards, and get ready to celebrate your wedding with your closest loved ones!

13 Awesome Wedding Apps

Here at Postable we have a soft spot for all things tech. We do our best to make sending all things wedding mail related (gathering addresses & mailing out save the dates, invites, thank you cards, etc.) as easy as tech-possible. [Side note: we’re getting ready to make it even easier with a re-launch of the site! Woo!]


Aside from sending out those wedding invites, planning a wedding involves a whole lot of organizing, to-do lists, inspiration browsing, and maybe a few more sit-ups than usual. The tech world is ready and at your service to make your wedding planning a whole lot easier.  Continue reading

A Guide to Kids’ Birthdays with Bonus Tips From the Experts

Little kids studio portrait party celebration together

Think kids’ birthday parties are easy? Cake, some balloons, maybe a clown…right? WRONG! If you’re planning a birthday party for anyone under the age of 14, consider yourself in deep waters. Navigating the etiquette of preschool, elementary, and middle school-aged parties is a minefield.

Fret not, we’re here to answer your prayers (and questions). Continue reading

Wedding DOs and DON’Ts for Your Invites & Save the Dates

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Hooray, you’re engaged! There was a ring, maybe some rose petals, possibly a flash mob and most importantly, someone said “Yes!” Engagements are so exciting! When all the electricity has died down a bit and it’s time to start planning your wedding you’ll have so many different avenues to maneuver like who to invite, who not to invite, when to invite them and so on. We’re big believers that planning weddings shouldn’t have to be such a mystical pain in the ass. So we thought we’d give you some insight into the Do’s and Don’ts of sending out your wedding invites and save the dates.

If you’re still stuck on the etiquette acceptable for wedding invitations, here is a list of our wedding DOs and DON’Ts for your wedding invitations and save the dates to avoid making any major etiquette mishaps. Continue reading

Name Change After Marriage Checklist


You’ve walked down the aisle and have vowed your ‘I do’s’. Congratulations! Planning and then actually having a wedding is a lot of work (probably more than you ever imagined). Did you think that once the big day has come and gone, you’d be done with all the planning and to do lists?

Well, you are! Sort of.

If you’re choosing to change your name after marriage you will still need to go through another list or two. The good news? You’ve made it through planning a wedding — this will be a piece of cake!

Changing your name, while can be tedious, doesn’t have to be. Especially with our help!

Name change after marriage checklist.

Taking your spouse’s last name? Deciding on hyphenating? Choosing to be “Mr. & Mrs. Awesome”? Not so fast! Legally changing your last name after marriage requires a bit more work than just updating your Facebook profile.

✓  Get a certified copy of your marriage license

To officially change your name you will need your certified marriage license. Most states will automatically send you this after it gets processed, but in some cases, you may need to request a copy.

✓  Change your name on your Social Security card

Your Social Security number will stay the same, but you still need to apply to change your last name.  Just fill out the application for a name change, print it out and send it along to your local Social Security Administration Office.

✓  Go to the DMV and get yourself a new license

Like most trips to the DMV, this will probably be unpleasant. Make it a little easier on yourself and be prepared–you’ll need to bring your marriage certificate, new Social Security card, and previous driver’s license (you’ll need to give it to them in order to get a new one).

✓  Change your bank accounts

The easiest way to do this is to go to one of your bank’s branch locations. Don’t forget your marriage certificate and a new driver’s license. In addition to changing the name on your accounts you’ll need to ask for new checks, and new debit and credit cards.

✓  Tell your creditors

Make sure to notify all lenders of your name change. Otherwise, you won’t have any credit history under your married name which could pose a huge problem during a credit check. Once you let them know they’ll link your credit files under your old name and you’ll be able to avoid any distasteful accusations.

✓  Inform your employer and review your payroll and benefits

Make sure you still get paid! Let your employer know of your name change so it will be reflected on your payroll. Check your tax withholdings, insurance coverage, and any other items that might be affected by your change in marital status or added beneficiaries.

A few more things to consider.

Getting your employer up to date is one thing, but don’t forget a few other spots where your new legal name is kind of important.

✓  Passport

✓  Utility bills

✓  Alumni association

✓  Voter registration office

✓  Landlord or mortgage company

✓  Investment accounts (and 401(k)s)

✓  Your attorney (to update will)

✓  Physicians

Whew, changing your last name is a lot of work…luckily it’s one thing that you can do AFTER the wedding craziness.

Save time after your wedding!

Save yourself some time for important things like changing your name after your wedding by taking care of your wedding thank you notes with Postable.

You don’t want to put off writing your thank you notes for too long, but changing your name and all the other life tasks that you’re getting back to are equally as important.

Easy (and personal) wedding thank you notes are totally a thing.

Luckily, you can take care of your wedding thank yous in half the time it would normally take you. And no, you won’t be sacrificing quality OR your personal touch.

You can write personal messages using one of our beautiful handwritten fonts in minutes using one of the hundreds of stunning designer wedding thank you notes.

Postable will then print, address and mail them all out for you.

Yes, really. wedding thank you card