3.

Michael’s “Asian girlfriend”

In the Season 3 episode, “Benihana Christmas,” Michael, Andy, Jim, and Dwight head to Benihana (or as Michael puts it, “Asian Hooters”), where Andy proceeds to talk Michael up to the waitress (and hopes she might have a friend for him).

They then bring back two completely different waitresses to the office, where Michael forgets which one he’s on a “date” with. He ends up marking her arm with a Sharpie to keep track of her (something Jim laughs about when Michael tells him about it later).

Kat Ahn, who played Andy’s “date,” has actually since revealed her discomfort with the episode and that she felt she was “just there to be a joke.”

The racism issue aside, it’s probably fair to say both these women were way too young for Michael and Andy — when Michael extends one of the waitresses an invite to Sandals, she says she “has school.”

Source: https://www.buzzfeed.com/jessg/the-office-moments-that-didnt-age-well