St. Louis with Charlie Charlie arrives in St. Louis, and is greeted by Trista. They go for a date in the park, and reconnect. Trista confesses it feels great with Charlie no matter what they do, and Charlie asks her if he's her boyfriend. They then go to meet Trista's family: her mother Roseanne, father Stan, and stepmother Carol. They head into the living room and get to know Charlie a little better, talking about Charlie's career in finance; Charlie explains he thinks he's at a crossroads in his life. They go off to dinner with a bowl filled with questions that Trista's mom has written, with the idea of randomly picking questions out of the bowl. Charlie takes their questions in stride, and reveals that he's a morning person, is comfortable if his wife made more money than him, and has no issue staying at home to be a Mr. Mom. Charlie is then given the opportunity to ask Trista's family a question.