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" Sex Ed " is the fourth episode of the seventh season of The Office , originally airing on October 14, 2010. Written and directed by Paul Lieberstein (who plays Toby), the episode centers on two primary, cringe-inducing story arcs: Michael Scott’s medical scare and Andy Bernard’s misguided health seminar. 🩺 Michael’s "Herp-Chat" and Trip Down Memory Lane

While Michael is soul-searching, Andy Bernard hosts a sex education seminar in the conference room. Nominally for the office’s health, the seminar is actually a thinly veiled attempt to find out if Erin Hannon is sleeping with Gabe Lewis.

The arc culminates in a call to Holly Flax . This conversation serves as a pivotal moment for Michael’s character growth; he realizes Holly was the only one he didn't have to "gloss over" in his memory and that his feelings for her were uniquely genuine. ✏️ Andy’s Safe Sex Seminar

While Michael remembers these relationships as grand romances, the actual conversations reveal them to be dysfunctional or "freak shows," as Michael later describes them.

Michael reaches out to Donna, Jan Levinson (who is busy singing to her daughter, Astrid), Carol Stills (played by Steve Carell's real-life wife, Nancy Carell), and Helene Beesly.