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In the episode, Marge's sister Selma is looking for a husband, so Marge orders Homer to help her find one. The characters Hans Moleman, Groundskeeper Willie and Squeaky Voiced Teen make their first appearances on The Simpsons in the episode.
Things go wrong, however, when Homer invites Principal Skinner over for dinner and Skinner instead falls for Selma's twin sister Patty. "Principal Charming" features cultural references to film such as Vertigo, Gone with the Wind, and The Hunchback of Notre Dame.
Patty is flattered, but declines, admitting to Principal Skinner that she shares a common bond with the emotional grief of her twin sister, which he immediately understands.
He then tried a "big dumb Swede", which was also rejected.Since airing, the episode has received mostly positive reviews from television critics.It acquired a Nielsen rating of 14.1, and was the highest-rated show on the Fox network the week it aired.Sometime later, Skinner takes Patty to the top of the bell tower to propose.
Following Bart's lead, he has written "Marry Me, Patty" in 40-foot letters using the sodium tetrasulfate that got Bart in trouble.", a reference to the line "Tomorrow is another day! In its original broadcast, "Principal Charming" finished thirty-second in the ratings for the week of February 11–17, 1991, with a Nielsen rating of 14.1, equivalent to approximately thirteen million viewing households.