Believe it or not, they met online. Ashley showed up in Billy's "People You May Know" on Facebook with one mutual friend. After a couple of weeks of talking about music, interests, and just life in general, she made a trip out to St. Augustine to spend a few days with him. As corny as it sounds, it was love at first sight. They became an official couple that January. They were in a long distance relationship until fall of 2017 after they found out that they were expecting a baby. Together, they supported 2 beautiful children. It wasn't until January of 2020 that he proposed 🖤