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The show with Richard Simmons (Show No. 521 (2003)) was voted by fans as the funniest episode ever mostly due to the game of Living Scenery in which Simmons pretended to be Colin Mochrie's jet ski, which the TV fitness guru's face is facing the Whose Line performer's clothed genitals and he moves his head backwards and forward, which makes it look as if he's giving him oral sex, which causes Drew Carey, Wayne Brady and the studio audience to roar with laughter and get out of their seats.
Drew Carey often jokingly introduced the Hoedown as "Our favorite game in the whole wide world." The cast members hated it with a passion. Ryan Stiles hated it so much that many of his songs insulted Carey, the Hoedown itself, or both.
The Whose Line crew was such a well-oiled machine that they could shoot 9 to 12 episodes on a single weekend. Shooting a whole season took only three or four weekends every year. The cast revealed it was one of the reasons they were so great together and had great relationships with each other, because they didn't have to spend that much time together.
When Robin Williams was a guest performer, his hair was blond. He was working on One Hour Photo (2002), and had dyed his hair for the role.