In their twenties, Will and Taylor were both busy in their individual lives, with marriage and romance not a priority. Will was dedicated to his work, while Taylor thrived in her social engagements and various responsibilities. She often told her mother that marriage would not be on her mind until the age of 30. However, everything changed when they connected on social media and went on their first date to Huntington Square. Taylor was visibly nervous that night, even seeking the help of a friend to get ready. She couldn't deny the excitement and nerves she felt, admitting that it all "felt different" as she prepared for their date. After that first date, it was evident to both of them and those close to them that they were meant for each other. Second and third dates followed, and just 24 days after the first, Will asked Taylor to be his girlfriend. Soon after, he professed his love for her, and Taylor knew she wanted to spend forever with him. Meeting and spending time with each other's families only strengthened their bond. Once Dax approved of Will and Tug, Taylor knew this was the perfect fit. Will was particularly swayed by his niece Allie's immediate fondness for "Tay-Tay," which was icing on the cake. Through life's challenges and joys, they grew closer. As their first anniversary approached, their families eagerly anticipated the next step. Nana White, in particular, persistently inquired about Will's intentions regarding visiting Pagan's and purchasing a ring. In November 2023, while planning family holiday photos, Will found the perfect moment to propose with her first love, Dax. With Taylor still unaware, he arranged a surprise proposal during what she thought was a routine photo session with her family. Despite efforts to prepare Taylor, she was taken by surprise when she opened the door to the studio and was met with a proposal she'll never forget. With a joyful "yes," they began the next chapter of their lives together!