Keelyn moved to Arizona after graduating college, not knowing many people. After being invited to church, she met Matthew, who played drums for the worship team. The two became friends, spending time together at church, watching movies with their movie club, and slowly realizing there might be something more between them. After six months of friendship and obvious romantic tension, they went on their first date. It included a trip to Goodwill, Italian food, and watching The Rehearsal by Nathan Fielder.

Matthew planned a scenic road trip through Arizona to celebrate their anniversary. He took Keelyn to Payson, stopping at their favorite brunch spot before heading to the Mogollon Rim lookout, where he proposed! They then drove along snow-covered backroads toward Flagstaff, reminiscing about their favorite moments together and looking forward to their future. The day ended perfectly with an espresso martini at a cozy Flagstaff cocktail lounge, followed by a surprise celebratory dinner with friends back home in Phoenix.