A nice early Esperanto song goes:
En densa Afrika ĝangalo sovaĝaj nigruloj sen Di' jam solvis la lingvan problemon, per tam-tam' disiĝas la kri'...
This sounds very ominous now.
For the unenlightened (like me), Google Translate renders this as:
"In a dense African jungle savage negroes without Di 'have already solved the linguistic problem, by so-called'" [1]
Yeah, not sure if I'd say "ominous", but it's definitely a double-take.
It reminds me a bit of the Indian scene from Disney's Peter Pan (1953) [2]. When it was made, I guess it was supposed to evoke a sense of wonder about the fantasy/dreamlike-nature of their adventure. But in the modern day, it just comes off as "wow, that's incredibly offensive."
What's funny is the cultural/time context. I saw the Peter Pan film as a child (in the 1980s) and I do not remember thinking it was patently offensive. In fact, iirc in US in the 80's it was not considered politically incorrect to use phrases like "Indian giver" or play games like "Cowboys and Indians" with your friends, etc. I think Esperanto's early history might also suffer from this sort of cultural baggage.
[1] https://translate.google.com/#auto/en/En%20densa%20Afrika%20...
[2] https://en.wikipedia.org/wiki/Peter_Pan_(1953_film)#Controve...
I know that my parents definitely did not watch the movie with us.
I'm doubtful my kids would have noticed anything awry at age 5, and definitely not at age 2!
One thing I've noticed about the Esperanto community is that, owing to its small size, it is very easy to make one's voice heard. So you get a lot of, "rough edges" shall we say, in the published material. (Ex: I came across about a year ago at an Esperanto book sale a book of jokes or "ŝercoj". Unfortunately almost without exception the jokes were crude and sexist. I don't know why it was even up for sale, alongside works of much higher quality.)
Edit: I just noticed that still another commenter also already clarified this part too.