Madicyn and Caleb met in Wilmington, North Carolina, where they had both started new chapters in their lives. Thanks to Alexandra, Caleb's cousin, they met around Halloween at a work party. It didn't take long for them to feel a connection and want to spend more time together. They had their first date at Bluewater Waterfront Grille a few days after and became insepreable from then on. It quickly became evident that this love was one that would last a lifetime. Together, they have enjoyed exploring their beach town and traveling the world. Caleb asked Madicyn to marry him in September 2023 at the top of Bluewater, back at the spot their relationship first began.