Jessica and Ozzy both went to school at Avila University and had seen each other in passing, but officially met one night at her friend Anna's apartment. The girls were having a wine night (with no wine opener) and couldn't get a bottle open. Eventually, they called for some help, which is where Ozzy came in by association with some of his friends. He thought she was wild and she thought he was cute. A year later, Ozzy started coming around Jessica's apartment frequently because she was now roommates with Myranda, who was dating his twin brother, Joey. They became inseparable that summer of 2016 and here we are 4 years later preparing for their wedding!

Ozzy took Jessica down for a weekend getaway in a private log cabin at Big Cedar Lodge. They went on a nature excursion through the Top of the Rock, where they pulled to the side near a waterfall overlooking Table Rock Lake and he asked the question. Right after he put on the ring, he surprised her with their families who were hiding out nearby and they all celebrated together with dinner and drinks!