Kate and Drew prepare to go on their first date. He begins to experience severe stomach pains, which he assumes are the result of stress over Steve and Mimi's upcoming wedding. The pains grow so severe that he has to go to the hospital, and the doctor agrees that the cause is psychological. Kate discovers that Drew feels fine when the wedding is discussed, but cannot handle any mention of their date. She is crushed, and suggests that they back off for a while because she doesn't want to see him in pain. Lewis gives Drew some extra-strong pain pills from DrugCo. He dreams that he has a conversation with his stomach, who tells him that he is subconsciously making himself sick to avoid dating Kate because he is afraid of screwing up the relationship. He advises Drew to just relax. Drew goes to Kate's apartment the next morning. He kisses her and jubilantly announces that he doesn't feel like throwing up. Meanwhile, Mimi and Steve have an interview with her priest as one of the f

The cast laments the show's inability to pick up even a single major Emmy nomination. Hoping to win over Emmy voters, they decide to make a ""very special"" episode filled with tragedy and controversial issues. Drew and Lewis deliver a homeless woman's baby in the living room. She promptly pulls a gun on them and tries to rob them. Drew responds by buying a gun and making an over-the-top speech about his right to own it. Some latchkey kids move into the neighborhood, and the gang acts irresponsibly around them. Oswald becomes a kleptomaniac. Mimi suffers a recurrence of obsessive-compulsive disorder after losing her clothes in a fire. Wick becomes bulimic. Kate gets a headache, and quickly winds up in the hospital with an incurable illness. Lewis repeatedly makes insensitive comments, and follows each with a spotlit monologue in which he tries to psychoanalyze himself. The doctor gives Drew a medical book and suggests that he might be able to find a cure for Kate...but Drew ca

Mimi's cousin Vanessa comes for a visit. Mimi has always hated Vanessa, but now sucks up to her because she is rich. Vanessa and Drew are named the baby's godparents. However, Mimi declares that Vanessa will be the one to actually raise Gus if anything happens to Mimi and Steve. Steve objects, noting Drew's close bond with his nephew. Lewis and Oswald decide to use the store's new portrait studio to get pictures of themselves as astronauts in the hopes of impressing women. They are angry to find that families get a cheaper rate, as they can't afford the individual prices. Steve asks Drew to babysit Gus while he and Mimi are at the church preparing for the christening. Oswald spills tacos on Gus, so Kate and Drew have to take the outfit to the dry cleaners. Lewis and Oswald borrow the baby so that they can get family portrait prices. Drew and Kate go to the church and try to stall. Drew's parents wrap Oswald's rabbit, Commander Bun-Bun, in a blanket and try to pass him off as

Drew pulls out all the stops to stop Kate from walking down the aisle with her military beau--and out of his life for good.

Recurring dreams of Kate force a heartbroken Drew to forego sleep, until Mimi offers him a surefire way to get over being dumped. Meanwhile, Lewis finds some unsettling common ground with Nicki after taking her out on a pity date.