Josh and Wendy decide its time for them to graduate from couple's therapy, but when Wendy sees Josh's latest sketch on the show, the 'Married Balladeer,' whose entire repertoire consists of anti-marriage songs, she realizes things aren't going as smoothly as she thought. They attempt to work through their issues by themselves each night before bed, but it isn't long before they are back in therapy. Meanwhile, Kenny gets dumped by his latest true love and Koosman coerces the writing staff into a game of Dungeons & Dragons.