Let me guess: you want simple groomsmen proposal ideas but don’t know where to start? You’ve come to the right place! These creative yet low-effort groomsmen proposal ideas are perfect for any groom who wants to keep it real, memorable, and budget-friendly. Read on and make sure you’re on the newsletter list, k? Otherwise, wyd?!
Asking your groomsmen to be part of your wedding used to be as simple as a quick text or a chat during the game. But nowadays, it’s become a thing to give them a little gift as a way to “propose” the role. While it’s definitely not required, simple groomsmen proposal ideas like these are an easy way to make the moment more memorable… and honestly, why wouldn’t you add a bit of fun to it? Of course, there’s no need to get extravagant or pricey. It’s just a gesture and the thought behind it matters most.
An easy groomsmen proposal can be just as meaningful and way more personal than an expensive gift box or flashy stunt. It’s all about making your guys feel appreciated in a way that fits your style. And this list? Oh, it’s golden. You’ll find impressive ways to ask groomsmen to be in your wedding that are way too easy… let’s get started!

✅ Top 3 Groomsmen Proposal Picks (Easy, Fast & Actually Awesome)
- 1. Custom Beer 6 Pack Carrier + Their Fave Brew
- 2. Handwritten Note + Snack or Mini Bottle
- 3. Groomsmen Proposal Socks in a Box (Easy to Ship!)
In a hurry? Here’s our top faves:
Planning Your Groomsmen Proposal: Quick Tips
- Keep it personal: A handwritten note goes a long way.
- Be timely: Ask 6–12 months before the wedding.
- Keep it useful or heartfelt: Avoid throwaway gifts.
- Think about delivery: In-person is always best, but by mail works too.
This card makes it SO simple. Love this design! By HmacdoDesignCo.
If you’re asking during the football game, tell him he’s your draft pick. Ha!
🧰 Easy Groomsmen Proposal Gift Ideas
Here are categorized ideas that make your groomsmen feel appreciated without the pressure to overspend. Tap a link to shop directly (link opens in a new tab so you don’t lost your spot!)
🎁 How to Ask Groomsmen Simply
Custom beer 6 pack carrier + their favorite brew
Hands-down the easiest. Buy beer, put ’em in this awesome carrier, and hand it over. Chill, funny, and they’ll say yes. By PartyPunchSTL.
Groomsmen socks in a box
Everyone loves socks — especially ones with a hidden ask. It’s practical, lightweight, and ships easily for out-of-town friends. By NoColdFeetCo. Different messages available!
Mini bottle label
This is one of my favorite simple groomsmen proposal ideas: a mini bottle of his favorite with a custom label on it. Easy! Get the label at The Ivory Shoppe. Get your bottles in bulk here.
Groomsmen can cooler
This gift is all the rage right now. It’s cheap, it’s useful (hello, cold drinks), and it looks rugged and manly. Go for it. You won’t regret it. By The Men’s Choice.
Engraved whiskey glass
Heading out for a night on the town or showing off your new bar at home? Pop the question to groomsmen with these engraved whiskey glasses. Sure, they’re simple groomsmen proposal gifts, but they’re absolutely stunning and super effective (oh yeah, he’ll say yes!) By CreationShedShop.
Personalized football
Go long! If you’re looking for how to ask groomsmen simply, toss the football around together but surprise him by using this ball. It has a personalized message on top. Fun(ctional) gifts like these are always a winner. By JCSDesigns.
Personalized lighter
Saying yes to being a groomsman doesn’t get much easier than this engraved lighter. It’s cheap (good for you), but high-quality (good for them). A win-win, I say… who couldn’t use a lighter? By PersonalizedShed
Engraved bottle opener
He’ll put this in his wallet and always have it on-hand. It’s engraved, it looks like the Ace of Spades, and he’ll actually use it. By SunshineLaserCo.
Personalized sunglasses
Sure, sunglasses make simple groomsmen proposal ideas, but they make for fun photo ops, too! Get yours at MetalSignsandMore.
Custom jersey shirts
Get the guys to hang out and watch the game and bring these bad boys out during the 7th inning stretch. These are surprisingly affordable (and on sale now) and look pretty cool in photos. By FanaticEra.
Engraved YETI® Colster
If they’re YETI fans, these colsters are some of the easy groomsmen proposal ideas ever: bring a 6 pack of their fave to pair with it. Shop here.
Proposal ticket
These proposal tickets are such a fun idea for football fans! Get yours custom-made at BachTixProposals.
Personalized pocket knife
Rugged, useful, and affordable? That’s a solid win! Get pocket knives for groomsmen proposal gifts here, especially if you plan to ask while camping, hunting, or fishing. They can use it right away!
Engrave shot glass
For a budget-friendly groomsmen proposal, you can’t go wrong with an engraved shot glass. By LaserSoupGifts.
Groomsmen hats
And one of the best way to ask groomsmen? With a hat, simple as that. These are high-quality and all the rage now for weddings. By 83andPineLLC.
💡 Bonus Tips for Your Groomsmen Ask
- Be direct but thoughtful: avoid generic gifts
- Include the wedding date and location (just in general – not venue just yet)
- Give a heads-up if duties are involved, as well as travel
- Make it feel like a moment, not a task
Why Keep It Stupidly Easy?
Because your guys want to be part of your big day: not stressed out by the proposal. These ideas keep things light, meaningful, and fun. No one needs another complicated gift or ceremony — just a genuine ask.
❓ FAQ: Simple Groomsmen Proposal Ideas
When should I ask my groomsmen?
Ideally 6–12 months before the wedding so they can plan and help when needed.
How much should I spend?
Anywhere from $5 to $30 is totally fine… it’s the message that counts.
Can I ask them all at once?
Yes! A group setting like a dinner or sports outing works great for joint proposals.
Want more wedding party ideas? Check out our guide to groomsmen gifts that don’t suck.
Hope it helps!
xo
Emma
Tags: groomsmen proposal ideas, simple groomsmen proposal, easy groomsmen gifts, how to ask groomsmen, groomsmen proposal gifts, wedding party ideas, groomsmen checklist


















