It is rather difficult to pinpoint the exact moment Kenny and Christiana met. Considering the college-built friendship of their parents, a best guess would be some time during their early childhoods. But their first memories of one another involve the Philadelphia Eagles. They both remember sitting together at a game when they were kids, and they saw each other at Eagles tailgates throughout their lives. Kenny and Christiana started dating during the Super Bowl season: Kenny was given a plus-one to the wedding of a lifelong tailgating friend's son in fall 2017, and he asked Christiana to go with him. They hit it off and, like the Philly Special, the rest is history.

Originally set up as an anniversary dinner for Kenny's parents, Kenny told Christiana he had to pick up his grandparents to take them to dinner. On the way to Point Pleasant Beach, Kenny received a phone call from Pop asking for a heads up when he was close. When they pulled up in the driveway, Kenny called Pop, who answered with the now famous line, "I've got a major problem. Don't come in the house." Concerned, Christiana suggested maybe going for a walk on the boardwalk. Kenny firmly stated that the walk needed to be on the beach. As they walked towards the ocean, Kenny got down on one knee and popped the big question. To total surprise to Christiana, her friend Eric Lee was there to photograph the occasion, and both families were on the balcony watching and cheering!