Many can express in writing to a teacher things they would be embarrassed to say before their peers. Give all the students a worksheet with 3 to 5 questions which ask for opinions about freedom and personal liberty. After the exercise discuss experiences. The results may be contrary to expectations. It is often difficult to express personal opinions, but it is more in the spirit of the responsibility of freedom.
Freedom means working for what one believes.
Relate all of this to the control of people by totalitarian powers that live behind walls. The nations of Eastern Europe lived in a system in which answers were provided, and individual creativity was suppressed. This first student should have self-confidence and leadership potential, in addition to being a good debater, to set the example for subsequent participants. Typically this is a controversial position which goes contrary to established norms. The other students in the class may challenge the Man in the Middle with any questions, and he or she must defend the position against all comers.