Our story began in 2016 at the University of Northern Iowa, where Jake and Caitlyn first crossed paths through one of Jake and Caitlyn’s best friends and one of her Co-Maid of Honors, Ashton. From that very first meeting, Jake was certain that he had to win Caitlyn’s heart. The problem? Caitlyn wasn’t easily convinced. But Jake was determined. For over a year, he patiently worked to show her that they could be something special. There were several dates, but Caitlyn often brought along her trusted sidekicks, Ashton and Brooke, as a buffer. Despite her hesitations, the chemistry between them was undeniable, and eventually, Caitlyn agreed to give Jake a chance. It didn’t take long for her to realize that she was just as smitten with him.

By 2017, Jake and Caitlyn officially started their relationship, but fate had another challenge in store. Caitlyn had already committed to studying abroad in Italy that summer. While the timing couldn’t have been more difficult for a new couple, Jake knew this was an opportunity Caitlyn couldn’t pass up. They both decided to make the long-distance relationship work, staying connected through heartfelt letters and FaceTime calls.

But Jake quickly realized that being away from Caitlyn was harder than he’d imagined. After just a few short weeks, he booked a flight to Italy to surprise her. What followed was two unforgettable weeks in one of the most romantic places on earth. The sights, the food, the atmosphere—it all seemed to amplify the connection they had. It was during those magical days in Italy that their love truly blossomed, deepening in a way neither had expected.

Since that summer of 2017, Italy has held a special place in both their hearts. It’s where their love grew in a way that felt both timeless and incredibly real. So, when it came time to choose the perfect place to exchange vows, there was no question—they knew Italy was where they would begin the next chapter of their journey together.

Now That’s Amore