Kyle and Melissa were both using the dating app Hinge in October of 2018. After a string of pretty awful dates, they both had almost given up on the online dating world. Thankfully they decided it was worth giving another shot. They started chatting pretty quickly upon matching and made plans to try and meet up. Kyle, however, was extremely busy at work closing out some projects and kept putting off getting together. Melissa was convinced he was making excuses and that this date would never happen. Lucky for her, work eventually slowed down and they went on their first date at the Xport Bar and Lounge at the Porter Hotel in Downtown Portland on November 1st, 2018. They both explain they felt an indescribable connection that night due to similar goals, values, and plans for the future.

Melissa was a childhood figure skater and Kyle a hockey player, so ice skating has always had a special place in their hearts. One of Melissa's bucket list items was to ice skate on a frozen lake in winter. In February they had plans to go to Colorado to meet up with a group of Kyle's close friends from high school. Little did Melissa know, he had been planning a proposal and all of his friends were in on it. The morning after they arrived, one of Kyle's friends mentioned casually they were thinking about going ice skating on Keystone Lake. Melissa, none the wiser, made a comment about how she'd always dreamed of doing that. An adorable couples photoshoot eventually ensued and once it was Kyle and Melissa's turn, he got down on one knee and asked for forever! Kyle asked Melissa to turn around and was surprised by Kyle's parents, who flew in for the occasion. They celebrated with champagne in the middle of the rink surrounded by amazing friends and family.