The Simpsons: 25 Greatest Chalkboard Gags

24. I Will Not Celebrate Meaningless Milestones (Season 5, Episode 19 - Sweet Seymour Skinner's Baadasssss Song)

This was the 100th episode of The Simpsons, and while a lot of shows tend to make a big deal out of this "milestone" by way of a special celebration or a lame clip show, Matt Groening and co. dealt with it in suitably self-deprecating fashion, by noting how ultimately insignificant such an achievement is in the grand scheme of things. Self-awareness at its finest.
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Stay at home dad who spends as much time teaching his kids the merits of Martin Scorsese as possible (against the missus' wishes). General video game, TV and film nut. Occasional sports fan. Full time loon.