Haven’t done any crossdressing comics for a while, so here’s one from the Simpsons episode “Bart’s New Friend”
At school the kids are organizing a game of tag that involves players crawling between one another’s legs. Milhouse looks down and observes sadly, “I guess I chose the wrong day to wear culottes.”
I agree with Bart’s response: EVERY day is the wrong day to wear culottes. If you’re going to wear something that looks like a skirt, just wear a skirt! Although it looks from this picture like Milhouse was indeed wearing a nice pleated regular skirt, rather than culottes. Get your fashion terminology right, Simpsons writers!
This isn’t the first time they made that mistake: Way back in the episode “Two Dozen and One Greyhounds”, Bart explained that he was out of clean socks and had to wear some of his sister’s to school. Homer angrily confronts him: “How do you explain the culottes, boy?” “I had to coordinate, didn’t I?”
I guess Bart’s position on culottes has changed. Maybe he learned a bitter lesson that day.