Even though both Caitlyn and Joseph have been in the same school since third grade they got to know each other junior year of high hchool. They would flirt throughout their second period class, computer science, but nothing came of it. This was until the next year, their senior year, where they were in two classes together. They were both in honor pre-calculus and Caitlyn was "having trouble" with some questions therefore Caitlyn asked for Joseph's number. From there, they talked until Joseph asked Caitlyn out on their first date on September 2, 2017 to a River Cats Game. From there the rest is history.
On April 23, 2023, Caitlyn and Joseph's family planned a trip to their favorite winery, Bogle. As they were getting comfortable at the table, Joseph's sister, Chelsea, got up from the table to take a family picture while Joseph got up to kneel down on one knee behind Caitlyn. Caitlyn turned around to Joseph and was shocked to see him with a ring in his hand. He popped the questioned and *spoiler alert* Caitlyn said yes!