...but I'm in the den, Middle Guy walked across the hall into his room, and four [girl] cheerleaders just followed him.
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Sounds like Middle Guy is a playa!
As for how to take it... Is he in sports at all, or perhaps I should phrase it this way: What possible connections to cheerleaders does MG have?
I'd say he's doing fine...
Allllright, Middle Guy! Fo'shizzle!
Dude, that's god telling you that Middle Guy needs "assistance" ASAP.
Well, if he's a chip off the old block, he's gotta start early to get ahead, right? Hee...