How to Plan a Romantic Crossword Proposal for Your Engagement

Have your fiancé-to-be solve the riddle that you will propose.
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by
Shelby Wax
shelby wax headshot
Shelby Wax
The Knot Contributor
  • Shelby is a contributing writer for The Knot covering all things weddings.
  • Shelby is a freelance writer for publications including Vogue, Over the Moon and Allure. She previously served as Senior Editor at Brides and Editor at Lonny Magazine.
  • Shelby graduated with a bachelor’s degree in English from Scripps College.
Updated Sep 06, 2024

A marriage proposal is often a big surprise, but it's possible to take it a step further to create a unique, grand reveal. If your partner is a talented wordsmith, consider doing a crossword proposal. This proposal involves your potential fiancé working on a crossword puzzle with one of the answers leading to your proposal. We love this idea for a proposal as it gets you both involved in a fun creative game and ends with a big reveal. You can orchestrate this in a number of ways, from creating your own printable crossword or having a local newspaper integrate your special clue into their daily game. Does a crossword proposal seem like the perfect engagement story for you and your special someone? Ahead, we break down everything to know about making a marriage proposal crossword puzzle and how to put your plan into action.

How to Make a Marriage Proposal Crossword

Once you decide to pop the question with a crossword marriage proposal, you need to decide how you want to make your puzzle. DIY a puzzle yourself, purchase a proposal puzzle online or contact a newspaper to integrate your clue into their printing.

DIY a Proposal

If you want to create your own printable crossword puzzle, it's pretty simple. There are plenty of sites like WordMint or Crossword Labs that allow you to craft a crossword puzzle yourself. Just come up with some clues and answers to fill out the puzzle and make sure to include your extra-special proposal clue. This task may include a bit more work depending on how long you want to make your crossword. If you want it to happen in a quicker time frame, consider doing a short crossword with around 10 clues and answers.

Purchase a Proposal Crossword

Don't want to come up with a crossword yourself? It's totally possible to purchase a proposal crossword created by a pro. You can purchase custom crossword puzzles on Etsy that take out the guesswork of doing it yourself.

Work With a Newspaper

For even more of a surprise, try to get your local newspaper to include a proposal crossword clue in their next issue. While this might take a bit of extra work, it could be a fun keepsake to have for years to come. Just make sure this is an activity your partner would want to do with you and make sure to time it to arrive on a day you are both in town together.

How to Write Romantic Crossword Proposal Clues

To successfully have a crossword proposal, make sure you have the right clues and answers that will alert your special someone that they're about to get a very special question. There can be multiple answers within the crossword that spell out a sentence or they can be just one word.

Decide Your Word or Phrase to Include

First, you need to think of what your crossword puzzle is going to spell out. You could have it say something like "Will you marry me" or even one actionable clue like "kneel" that would prompt you to get down on one knee with a ring.

Come Up With Proposal Crossword Clues

When coming up with clues for your proposal crossword puzzle, don't be afraid to have some fun to make them marriage-themed as well. For example, you could pair "kneel" with "an action one does while proposing" or match "marry" with "a moment where a couple exchanges rings." Use this opportunity to get creative. If all else fails, you can always Google tips for crossword clues for particular words you want to use. You could also have all wedding-related answers so your partner gets the general theme of your proposal.

What to Do Once Your Partner Solves the Puzzle

First, make sure your partner will actually take the puzzle with you. Be prepared with a pen or pencil for them to work on the crossword and create a natural situation where they will join in on the game. Once they are working on the puzzle, be prepared with an engagement ring if you have one. If you want to document the surprise, you could also have a friend in hiding to take photos. When the puzzle is solved, consider making a gesture like getting down on one knee so your partner knows a proposal is happening. Make a small speech (it's best to practice what you are going to say in advance) and pop the question. If it's a "yes," have something special like a bottle of champagne on hand to celebrate.

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