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I will be the first to admit that I laughed. I enjoy the "trap" trope in anime and the ridiculous situations they find themselves in sometimes.

But the few funny moments don't save this show from make its audience really uncomfortable. Himegoto is a prime example of Stockholm syndrome at its finest. First off he's being blackmailed to dress as a girl as they steal the premise from Ouran High School Host Club where the club pays off a large debt that Hime owes. They basically own him. The other characters frequently molest Hime but it's funny and perfectly okay because he's a cute cross-dressing ... boy! Several times throughout the show Hime nearly gets raped because something "awakens" in the male characters that no longer care that he's a male... in fact that's even better!

At one point Hime finally gets fed up over the treatment towards him and leaves the club... And he's sad about it and does not stop cross-dressing despite it being forced on him by his abusers. It only takes the other characters to come apologize for him to go back to hanging out with them. And it just goes back to him being forced into lewd situations once again!

As I said before. I laughed while watching this. I laughed at Hime's misfortune. Most of the situations were ridiculous and would work fine in an ecchi comedy anime. They're still not exactly wholesome but they weren't too extreme until this show took it too far. Put the boy in the cutest girls contest! Funny! It was unwilling AND he falls and flashes everyone and the crowd loves it... ok getting more creepy than funny here.

So overall I'd say that Himegoto was pretty funny but it takes things way too far trying to make the trap trope the main focus and leads to way too many uncomfortable situations.