The show's premise is pretty simple; it's about what goes on in the teacher's lounge behind closed doors. Something I wondered about for many years as a kid. Alexandro worked as a teacher before he did stand up full time, and while none of these shorts are true stories per se, having a background in reality helps build a foundation.
From that foundation of reality they can create the most absurd and ridiculous characters, and let them run wild. And there is no better example than the episode with Dave Attell. Attell plays the creepy (obviously) school photographer, and from the second he walks in he is the joke machine he always is. It's obvious that Alexandro and James wrote this part Dave Attell and no one else.
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It seems like such a simple concept, write parts for comedians that take advantage of what they are best at. I'm sure James and Alexandro would love a network television check, but this amazing character never would have existed on NBC, ABC, etc. There would be casting calls, rewrites, and edits. It's many web shows like Teacher's Lounge that will lead to the inevitable collapse network television as we know it.
Do yourself a favor and watch all of them because it's worth your time.