I was reminded of this scene: Peter Brady has to dress up like a Sunflower Girl and sell cookies. https://www.youtube.com/watch?v=Djdr8utkagg
Or the Americathon Harvey Korman scene in which it becomes completely normal for a Father and son to casually change gender roles to become mother and daughter.
Americathon was released in 1979 and much of its over-the-top premise points have come to be true...
01:50
https://m.youtube.com/watch?v=BqYoB6BLOMw