Some noteworthy moments:
When Michael celebrates an office birthday the wrong way (“The Alliance,” season 1):
When he sleeps with Pam’s mom (“The Lover,” season 6):
And won’t stop dating her when Pam finds out:
“Let’s get some raw meat on that face," and he doesn't even say "TWSS":
When he willingly dates a married woman (“The Chump," season 6); the rest of the office gives him crap for it.
When he can’t remember what his Benihana’s waitress date looks like, so he marks her arm (from “A Benihana Christmas,” season 3).
When he gets mad that Phyllis gets to be Santa for the Christmas party, so he suits up as St. Nick and then as Jesus.
And when he picks Stanley for his basketball team, "of course" (“Basketball,” season 1):
Really any time he’s around Stanley “the Manly”:
But “Dinner Party” (season 4) deserves its own category of cringingly awkward TV moments, thanks to Michael and Jan:
From Jan's (Melora Hardin) sleeping arrangement, Michael's emasculated plasma TV and beer sign, to his…ahem, medical issues. I could write a whole story about its sheer dimensional brilliance. The episode, all one big train wreck and a thoughtful character study, is pretty much one of the best stories of TV comedy — and of all time. All Time!
I’m pretty sure Jan wanted to have a three-way with Jim (not Pam — she hated Pam)
When ish hits the…plasma TV?:
And “that’s what she said!”
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