Kyle and Olivia met in 2007 while she was working at Tropical Sno and Kyle was loitering looking for girls. They dated briefly that year and attended Routt Catholic High School's Homecoming together. Shortly after, Olivia broke Kyle's heart - a fact that he will not let her forget. The two eventually lost touch. During this time, Olivia moved to Chicago and then spent time in college programs, internships, and work opportunities in Washington, DC; Salt Lake City, Utah; and Portland, Oregon. She became a sign language interpreter, a vegetarian, and developed a passion for travel. Kyle went to college at Western Illinois University in Macomb where he majored in Agriculture. He then came back to the best place on earth, Leib Lane where he farms with his brother and mom. Olivia moved back in 2016 and the two ran into one another on occasion, but didn't start dating until June of 2020. Olivia agreed to eat meat again after deciding she liked Kyle more than she liked being a vegetarian. Plus, she was too afraid to refuse Grandma Mary's famous fried chicken on Kyle's birthday. Kyle agreed to stop watching Fox News while Olivia was in the room and to not be mad when she let the shop dog live in the house. And they've been happily together since.