As Thomas ponders his next steps with Ashley, Patricia encourages him to propose. Austen's parents push him to make some strides professionally, while Craig hires a coach to help him get his life on track. Naomie gets wind of Craig's new crush, and turns Austen's Halloween party into a house of horrors when she comes face to face with the woman.

Cameran suspects that she may be experiencing labor pains. Kathryn prepares for her first day of work, while  Craig helps Austen realize things are over with Chelsea and refocuses on wooing Victoria. Patricia tries to make Ashley into the perfect Southern Belle and hosts a dinner party with the men of Charleston to test her skills. At the party, it seems Thomas only has eyes for Kathryn...and he may not be the only one.