27. Debbie Downer
Air Date: 5/1/04
Starring: Rachel Dratch, Lindsay Lohan, Horatio Sanz, Jimmy Fallon, Keenan Thompson, Amy Poehler, Fred Armisen
What makes "Debbie Downer" (more specifically, its first episode) a classic isn't actually Rachel Dratch's buzzkill of a character—it's how the cast members surrounding her completely losing their shit. There are naturally times when certain cast-mates can't resist cracking a smile during a scene, but they almost always pull it together quickly and move on. That's not the case here.
We think the culprit might've been the cartoonish “WAH WAHHHH” sound made by a trombone off-screen, which would play every time Debbie Made killed the vibe by voicing her opinions on feline AIDS, Mad Cow Disease, and other mood-murdering topics.
Keep your eyes on Rachel Dratch, though: The second you hear the trombone, you can see she's on the verge of busting out laughing, which has a domino effect on the rest of the troupe. After a certain point, the cast doesn't even bother trying to hide it any longer, cracking up even as Debbie reveals that she can't have children. Dark!