Mr. Elliot decides to teach his headstrong student Winnie a lesson in his ethics class by making her school's headmaster for a week. At first, she treats the job like a lark, but then she begins to take the situation more seriously and soon she has conflicts between her duties and her friendship with her roommates. After Mr. Elliot cancels a ski trip, the rest of the gang wants to hold a "Vegas Night" in their suite, something headmaster Winnie must approve. Meanwhile, Mr. Elliot uses his free time to try to make time with Ms. Dupre.