Bart's class is assigned a paper on World War I. Naturally, Bart procrastinates until the last second. He asks Grampa for help, but all Grampa can offer is a bizarre story about being a 4-year old in the trenches. Not surprisingly, Bart receives an F on the paper and has to stay after class to write a new one. Krabapple stays to watch him. Principal Skinner enters to take Edna away on their date. But then Agnes calls for help getting out of the tub. Skinner blows off Edna once again for his mother. Bart offers to take Edna out on the town. At home, Lisa wonders what happened to the Bart who put mothballs in the beef stew. Bart said he felt bad seeing Mrs. Krabapple so upset, apparently much like the time he invented her blind date, Woodrow. Lisa suggests Bart nominate Edna for Teacher of the Year to make her feel appreciated. During the press conference heralding Krabapple's nomination, Cletus - from the Outhouse Times-Picayune - asks if Edna wins, will she leave her old life behind? Sensing trouble, Skinner begins to offer his tribute to Edna, but again blows her off after receiving an emergency page from Agnes.
The family joins Edna in Orlando, bored to be at EFCOT Center. Krabapple is lonely, but it turns out that Skinner has come down to be with her. Thing is, he brought Agnes along. Edna dumps him when she finds out.
Later, Skinner overhears that the winner of the teacher contest will win enough money to not have to ever teach again. Skinner wants to rig the contest so Edna doesn't win, and he doesn't lose her forever. Unsurprisingly, he enlists Bart's help in pranking the contest. During the ceremony, Little Richard comes out as presenter of the Teacher of the Year award. To decide a winner, the three finalists are going to be asked one last question by the students that nominated them. Bart pretends that he can't read the question because Edna never taught him to read. Skinner feels bad and pulls back the curtain on the whole sordid affair. Skinner says she should be Teacher of the Year since she taught him to love. He asks her to marry him, and she accepts. Next stop, a very special Simpsons wedding!