Dillon and Jessica officially started dating when they were both 17/18 years old in August of 2015. Even though they knew of each other in middle school, they did not actually get to know each other and started to hangout until junior year of high school through mutual friends. Together they have experienced many milestones with graduating high school, attending different colleges, and getting their first jobs after graduation. Dillon and Jess have had so many amazing memories together. They have been fortunate enough to travel to a few Caribbean islands and Dillon's all-time favorite vacations with that being a ski trip to Steamboat, Colorado and Boyne Mountain. Their ninth year together will be their favorite and their best year yet because it's the year they get MARRIED!

On Sunday July 16th, 2023, Dillon and Jessica planned a day trip up North to go to some of their favorite wineries. They started their day at Shady Creek Winery in Michigan City. Once they were finished at that tasting, Dillon insisted they go grab lunch and more sips at Tabor Hill in Baroda, Michigan. Once they arrived at that winery, they were seated on the outside patio and enjoying some wine. After some time, they grabbed their wine and started walking the vineyards and this is where Jessica spotted both of their families and Dillon then got down on one knee! You could say Jess was pretty speechless. It was one of the best days EVER spent with both families. It is a day that we will never forget.