Jaclyn and Dylan

How We Met

I met Dylan during a spontaneous trip to Chicago on New Years Eve 2016. My childhood friend and I planned this trip last minute when we were both home for the holidays and he informed me he would be inviting his co-worker, Dylan. I traveled to Chicago from Ohio and my best friend and Dylan traveled from St. Louis. The boys arrived first, so I met up with them in the hotel just a few hours before midnight. I remember the exact moment I met Dylan. I shook his hand and immediately noticed his kind eyes, genuine smile, and gorgeous blond hair. I always used to say I didn’t believe in love at first sight, but there was something about that moment I’ll never forget. The three of us ventured out of the hotel and I was able to talk to Dylan some more and get to know him. We found out we had quite a lot in common and parts of our lives were connected by mutual people (including an ex-girlfriend! Ha!). The more I talked to Dylan, the more I started to like him. Those feelings made me wonder what would happen at midnight … Well, midnight came and went and I didn’t get that midnight kiss (Dylan and I talked about it months after and I learned that he really wanted to, but he was too nervous!). Shortly after the countdown and fireworks, Dylan grabbed my hand and we headed back inside the hotel. We stayed up and talked all night about family, school, careers, and everything in between. When our conversation started to die down, Dylan asked, “Is it too late for that midnight kiss?” (So cheesy!). We fell asleep with my head on his chest and his arm around me. The next day in Chicago, Dylan and I were able to do some exploring on our own. This was actually the first time Dylan had ever been to Chicago and he told me that he had never seen a Great Lake before. I took him to the Navy Pier all the way out to where you can start to see the lighthouses on Lake Michigan. We turned around and saw the most amazing sunset behind the city skyline.

Marriage Proposal Ideas in Traverse City, MI

We left that weekend not really confirming what we wanted or what was going to happen. I am so guilty of being a realist (sometimes a pessimist) and overly cynical. I told myself that it would all be OK if I just took that weekend for what it was. However, later that week when we both returned to our home cities, Dylan texted me and told me he bought a plane ticket to come visit me. We started our long-distance relationship shortly after that.

How He Asked

Not long after Dylan and I made things official, he received a new job assignment in Michigan. I was absolutely shocked. We had become comfortable and confident with our long-distance relationship and honestly assumed we would only be seeing each other every 2-3 weeks for a few years. I told Dylan I only wanted him to take this assignment if it was a good career move. He promised it was (although he confessed just a few weeks ago, that he moved mostly because of me-I still scold him). I was actually looking for a new job around the same time that this was happening, so it turned out we would both be moving to Michigan to start new jobs (and lives!). For Memorial Day weekend this year, we headed up to northern Michigan for a mini-vacation. I’m a planner, so I booked all of our time with dinner reservations, kayaking, and brewery tours. The night we arrived, Dylan told me he wanted to check out a new spot on the lake before dinner. When we arrived, I saw a gorgeous old lighthouse facing Lake Michigan. I was eager to walk down the boardwalk to the beach, but Dylan stopped me, took my hands, and whispered some very loving words (I was too nervous and I can’t remember exactly what he said, but the moment he took my hands in his I knew what was about to happen!) Then, he got down on one knee. “Will you marry me?” Of course I said, “yes.” Bystanders on the beach applauded and I hugged Dylan while we both laughed and cried. He had a few more surprises that night. When I wiped the happy tears from my eyes, I found out that the casual tourist snapping photos on the beach was actually a professional photographer Dylan had been working with and he even called the restaurant we had dinner reservations at and asked for champagne at the table. I thought my heart would explode that night. Dylan is my soulmate. I used to joke about it from day one after thinking about all our commonalities, but now it’s real (I’m tearing up as I’m typing this). He is a true gentleman and treats me like no one else has ever treated me, he tells me I’m important and smart and loved, and he makes me feel safe. He is truly my best friend. I can’t wait to be a part of his family. We’ve been engaged for just a few weeks now, but have already set a date and have talked about our future plans and where we want to end up. It’s crazy to think back to that night in Chicago when we were both shy and awkward. We’ve created a wond erful life together in Michigan and I can’t wait to start the next chapter as husband and wife.

Jaclyn's Proposal in Traverse City, MI