Word: michael
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Dates: during 2000-2009
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When the Halperts return to the office after their honeymoon, Dwight pretends to make amends with Jim by giving him a wiretapped wooden duck (which Jim eventually discovers). Michael reveals that he is dating Pam’s mother, which causes Pam to unleash her bitch potential (whoa, Pam, is that really you?). Soon, despite Jim’s best efforts, the entire office is in on the news...
...Best Michael-is-an-Oblivious-Jerk Moment
...That could have gone one of two ways. But I never expected her to get upset.” (After Pam runs out of the room screaming, “Nooooooo!” in response to hearing that her mother is having an affair with Michael...
...Best Michael-is-a-Real-Jerk Moment
...Michael befriends—and even hugs—Toby! Oh, wait. He’s just faking it so that Toby will help him deal with Pam. Low blow...