Thomas continues to pressure Ashley to get a job in Charleston, leaving them in relationship limbo. Meanwhile, Chelsea and Austen come to terms with the state of their friendship, while Craig and Naomie, once again, try to navigate dating post break-up. After Thomas invites the gang to watch him play in his last polo match out at Brookland Plantation, Kathryn must face her fears of returning to the place she thought would be her happily ever after.