Alannah and Troy

How We Met

I moved to Saint Simons Island about 5 years ago, and if you’ve never heard about Saint Simons Island then you should understand that – in addition to it’s enchanting beauty – it’s a relatively small place. (I know, it’s an island – not a shocker). That being said, there was a time or two that Troy and I’s paths crossed before he asked for my number. In fact, our first conversation was about white chocolate cheesecake from the infamous Last Resort restaurant in Athens, GA. – my hometown. Flash-forward almost a year later and it was a false weather prediction that brought us together. If you live in a south-eastern coastal state you know exactly what I’m talking about. During our “winter,” even the threat of flurries shuts down businesses almost 24 hours before the snowstorm is even supposed to hit. This exact same scenario led my friends and I to the same bar as Troy and his friends for a few drinks to thank the weather for giving us a few hours of vacation. It was probably 10 minutes after we walked in that he and his friends decided they were tired of playing pool and were going to head home. I was still waiting to order my first drink and as he came to close his tab about 3 feet away from me. I immediately looked at him and abruptly asked him why he was leaving already. A few minutes minutes later and it was him asking me for me number (you know, mainly for the potential of going sledding together the next day). He wouldn’t allow me to put my number in his phone, asserting he wanted to do it “the right way,” and wrote my number on a napkin. 3 years later and here we are!

How He Asked

Looking back, I probably should’ve realized something else was going on. I was scheduled for a business trip to Atlanta and the weekend before I was supposed to leave, he insisted that I come back Saturday night instead of Sunday because he already made dinner plans for our 3 year anniversary. I mean, WHAT sweetheart for insisting we made sure to give ourselves that night to celebrate us, so of course I immediately agreed. Coming back that Saturday, I called Troy to let him know that, since it was only 6:00 and dinner wasn’t until 8:00, I agreed to go meet a friend for a quick glass of champagne. Per usual, he responded “okay, no problem,” and we hung up. About 6:50, I open our garage to see his car missing. I call. No answer. I walk upstairs and on our kitchen counter is a sunflower, a champagne glass and a note informing me that he would be back at 7:15 to pick me up to start our anniversary celebration. Immediately understanding I only had about 20 minutes to freshen up as opposed to the 50 minutes I thought I was going to have, I realized I didn’t have time to call him again and ask where he was or what he was doing. I sprinted to our bathroom and wreaked havoc trying to pull it off in time. 7:15 the doorbell rang and I opened the door to find a driver waiting. At this point most girls would probably know exactly what was going on, or at least think that I would, but I didn’t! I’ve known the entire time Troy and I have been together that this was the man that I was supposed to spend the rest of my life with, meaning that there were a handful of times before this that I thought he was going to pop the question. Being let down once you get your hopes up is never fun, so I remained calm and kept reminding myself that this was nothing special. Being at a wedding on our anniversary the year before and unable to really celebrate, I told myself he was just trying to make this one extra special. I literally had to remind myself to not jump to conclusions the ENTIRE car ride. Then, instead of pulling up to the restaurant, the driver opens my door at the lighthouse and tells me to enjoy the rest of my night. Before I even knew what to do I was being shuffled to the lighthouse by it’s keeper and shown the stairs. Although I was hesitant – I was in heels – I started the climb. Troy had pictures blown up, printed out and surrounded by more sunflowers at every stop along the way that he could. And yes, this was about the same time that I realized it was really happening. When I reached the second image of us, I lost it. FULL ON WATERWORKS ALREADY and I hadn’t even reached my final destination. By the time I reached the top I was a wreck and was shaking uncontrollably as he took me out to the ledge. I looked over to see signs saying “Forever & Always?” and turned back around to find Troy on one knee. Needless to say, it was the most magical night and my most favorite memory to date.

Our Video

Watch more proposal videos & follow @HowHeAsked on Instagram for more stories!

Special Thanks

Coastal Creative Co.
Videographer