"The Ruptured Duck" (October 10, 1961)

On the surface, The Many Loves of Dobie Gillis tells the story of a teen boy who falls in love with every girl except Zelda Gilroy, who pines for him hopelessly. All of this is complicated by the fact that the Sheila Keuhl, the actor who played Zelda was in real life a gay woman who ultimately lost out on getting her own spinoff because she didn't fit the idea for what a leading lady was in the early 1960s. But Keuhl got the last laugh IRL, and Zelda Gilroy's queer adjacent legacy lives on in Velma from Scooby-Doo.

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