Kailee and Troy met in 2014. Kailee first knew of Troy through his sister, Jada, as Kailee coached her and basketball for 2 years. Troy and Kailee became Facebook friends, and one night Troy messaged her on Facebook and eventually asked her on a date. This was a blind date, as they never met in person prior to this. After the most awkward first date at Tavern On The Hill, Troy and Kailee decided to keep hanging out with each other. They soon became inseparable, and the rest was history!