Groomsmen Proposals

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    Learn More About Groomsmen Proposals

    A groomsman proposal is an increasingly popular and creative way to invite a loved one to become a member of your wedding party. They tend to include giving unique and personalized groomsmen gifts alongside a written or verbal proposal to elicit yet another enthusiastic “I do.”

    A groomsmen proposal box is a gift box filled with items to pop the best man question and get your number one guy to stand beside you at your wedding. Presenting a future groomsman with a specially curated gift box adds a personal touch beyond a simple phone call and creates a memorable experience you both will share for years. With the wide variety of options from sellers on Etsy, your groomsmen proposal gifts are sure to impress, whether you’re buying a ready-made groomsmen proposal box or creating your own.

    Whether you put some of the following items into a groomsman proposal box or give them as a single gift with their proposal, consider which of these ideas works best for you and your crew. Take a moment to think about what they like and what bonds you together, and imagine their response when they open your gift. To win over each member of your future wedding party, try some of these ideas:


    • Invite them to a happy hour at your home and offer a small bottle of spirits along with some personalized barware like a monogrammed flask, custom whisky glasses, and a shot glass. If it’s nice outside, take a pack of brews to the fire pit and toss them a personalized bottle opener with their name, your wedding date, and “groomsman” engraved onto it.
    • If your friends love to golf, take them for a round of nine holes and set them up with custom golf accessories like custom golf balls, a set of tees, and matching groomsmen sunglasses and visors.
    • Gather around the backyard for a barbeque, and include proposal boxes filled with barbecue accessories such as grill tools, a gourmet spice rub, grilling gloves, and matching aprons.
    • Surprise your wedding party members with special suit and tie accessories they can wear on the big day and beyond, such as cufflinks, a tie bar, a pocket square, or cologne. You can customize some accessories to match and join the whole squad together.

    Once you’ve found your desired groomsmen proposal gift, look for the “add your personalization” box to write a message directly to the seller on Etsy and make your request. By adding a special touch—like their name to the box or engraving a monogram into the gift—they see that you’re willing to go the extra mile for them and make them feel special.


    Independent shops on Etsy can engrave names or messages into items like a knife handle or a cigar box. For a unique groomsmen proposal idea, turn your gift into a memorable keepsake and use personalized groomsmen proposals for your special guys to mark luxe leather wallets, custom whisky decanters, or personalized wristwatches.