On their Thanksgiving trip to Ohio, Damien took Caylyn to a beautiful park where they explored the trails, soaked in the stunning views, spotted a Highland cow, and snapped plenty of dorky photos along the way. As their walk was coming to an end, Damien asked Caylyn to set up her phone for a few more pictures. Completely unsuspecting, Caylyn joked about him proposing—without realizing how close she was to the truth. The moment she turned her back, Damien nervously pulled the ring from his pocket. When she turned around, she found him down on one knee, asking her to spend forever with him.