Seattle with Ryan Trista arrives via sea plane and Ryan picks her up on a dock, Trista's stomach filled with butterflies. The two take a water taxi over to a luxury houseboat, and after checking the boat out, they jump into the hot tub, looking out on the city. They talk about their relationship and kiss. Both of them fight their urges, though, obviously enjoying their time together. Next, it's out to dinner atop the Space Needle, where they continue to develop their bond. Ryan tells her that he doesn't believe in long engagements, and that he would take an engagement to her very seriously. He tells her that he wants her to be the one in his life, that he wants her to be the one he comes home to. She tells him that she wants to stay in this moment forever, but she doesn't know what's going to happen on her other dates. Trista then takes out the invitation for them to share a fantasy suite together for the night.

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.