They met on the first day of high school and spent many years in the same friend group before growing very fond of one another. While Kaylee was away on a choir trip, she had a friend “shoot her shot” on her behalf. Ben was interested, and from that moment on, everything changed. They have communicated, loved, and even argued through four and a half long years of long distance while finishing their fifth year of college. On December 23, 2025, they got engaged—and the rest is history.