7. 'The Little Things'
Air Date: July 8, 2000
After spending the bulk of the season relegated to snide one-liners, Ken takes center stage and with a storyline that is befitting of his perfectly sardonic style: He falls in love with a tuba player in the marching band, who reveals that she was born a hermaphrodite. The idea sounds outlandish, yet it's played with an absolute sincerity that allows us to glimpse, for the first time, more about who Ken is apart from his apathy. (For his part, Feig admits that Rogen "was the most fun to write jokes for, just because we'd think, ‘What word would sound the funniest coming out of his mouth?'") It's the most surreal episode of the series, which carries over into the rest of the episode's dissecting storylines: Sam breaking up with Cindy Sanders (she didn't laugh at The Jerk); Lindsay turning the chance to ask an innocuous question of Vice President George Bush, who's paying a visit to McKinley, into a public discourse; and Mr. Rosso helping a straitlaced Secret Service Agent (Ben Stiller) decide whether he might be better off making pancakes for a living.
Best Line: "I've got the best job in the world! Twelve grand a year and I'm overpaid!"