The Adventures of

Proposal on Lake Michigan

It’s safe to say that just a few weeks ago, Kevin and I shared a night we will both cherish for many, many years to come. 

That’s right… I asked THE question of all questions!

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It had been a long time coming. Five years, actually! With him finishing school this upcoming year, it seemed like the right time for us to take on what comes next, well… together!

I have to say, sitting on a ring is not easy! I have a newfound respect for any man who’s ever proposed. It takes patience, nerves of steel, and there are tons of choices to weigh. What kind of ring? Where should I do it? How should I do it? What do I wear?! 

I held onto Kevin’s ring for months before the timing lined up just right. It’s true, he’s a busy guy! It was clear to me early on, with his intense study routine and active schedule, that I’d have to wait for Summer before the perfect moment would present itself.

After weeks of debate, the proposal plan came to me in my sleep! Kevin has always loved sailboats. He has a model sailboat sitting on his desk at home, and is in love with the coastal vibes of Boston and Cape Cod. To propose on a private sailboat just seemed obvious.

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Naturally, the nearest place for a sunset sail was on Lake Michigan in Chicago, where Kevin has been interning for the summer. I couldn’t think of a better moment to remember forever– an intimate lake cruise for two, the night before Independence Day.

I booked a private charter for us, and when the day finally came, I put together a whole assortment of snacks; cheese, chardonnay, sushi, and sandwiches. He was totally surprised when we arrived at the dock. Seriously, this was his face:Processed with VSCO with f2 preset

With a gorgeous view of the city, a golden sunset, and a little alcoholic courage, I asked him to marry me on the bow of “The Falling Star.” He said yes, of course. Our captain turned out to be great photographer, too!

Now we head into the rigorous waters (ahaha… see what I did there?) of wedding planning! There’s so much to do, and plan, and decide. At the end of the day, we’re just so excited to start living life together, wherever our journey takes us.

…oh! And what did I end up wearing? This mandarin collar button down from Topman nearly stole my heart when I found it at the store. Dressy, yet causal, I couldn’t think of a better choice if I tried.

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Comments (2):

  1. Emily Stowe

    August 1, 2018 at 3:24 am

    You’re too cool Clay! And by “too” I meant exactly the perfect amount. ♡

  2. Debbie Farrow

    August 1, 2018 at 12:55 pm

    What a beautiful story, Clay. I had seen your photos on FB, but to hear the details brings it all together. I wish you both years of smooth sailing.


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