Kaleb and Caylee's love story started in 2016; the two of them had the same friend group, making it easy for them to bond over the simplest things. Although they were both in denial that they had a crush on each other, it was still very apparent to others surrounding them. Kaleb and Caylee started dating in November 2016; Caylee was at a loss for words as Kaleb asked her out by putting rose petals in her driveway and a big sign saying, "Will you be my girlfriend?" and Caylee clearly answered with a yes. Kaleb and Caylee became attached at the hip once things were made official, and as much as everyone around the two of them said they spent too much time together, they didn't care. Kaleb and Caylee moved to their first apartment and got a four-legged baby named Maizy. Kaleb popped the question on Caylee's birthday, July 6th, 2022, while out to dinner celebrating her birthday.