When Hannah's family moved to Syracuse in 2014, her big sister, Alexa, became fast friends with a group of rowdy boys. Soon enough, Tyler was spending every day at the Smith girls' house after school. Not long after, Hannah's aunt Hailey and Alexa started matchmaking. Eventually, Hannah developed a crush. A couple of nights before New Year's Eve of 2018, Tyler revealed his feelings for Hannah to Alexa, and the latter started to plot a way for them to ring in the New Year together. After that first kiss, the rest is history.

One day out of the blue, Alexa received a photo of an engagement ring from Tyler. She called him jumping for joy and they came up with a plan. On Saturday, October 02, 2021, Tyler gave Hannah an outfit to wear and told her to get ready. They went to Layton Hills Mall to recreate their first date -- visiting SeaQuest Aquarium. Afterward, Hannah's Grandma Kathleen met them for dinner to stall while Alexa and Hailey decorated and set up the backyard for a "surprise movie night." Alexa hid in a window well and Hailey behind a fence to record and photograph Tyler surprising Hannah with a "spooky movie" projected onto the house. What actually started playing were movie trailers Alexa had made about Hannah and Tyler's love story. When the last one ended, Tyler stood Hannah up and said, "Hannah Skye Smith, I love you. Will you argue with me about directions for the rest of our lives? Will you marry me?" and she yelled, "Oh my gosh, yes!" as Alexa popped out of the window well and started snapping photos. They celebrated the rest of the night with sparkling apple cider, treats, balloons, and roses in the company of Hannah's closest friend and family while actually watching a spooky movie.