Tbh, I've always hated the character of Cheery/Cheri Littlebottom, and it was only later that I realized, that's it is for the same reason I don't like the troons and drag queens of IRL.
She's basically a trans-species, for whom is human womanhood all frilly dresses, shiny jewelery, high heels, vibrant make-up and girls nights out, but doesn't see the people she wants to look like, are basically second-class citizens in that world and if she was one of them, she likely wouldn't get into her profession. Her image of a woman is that of a rich, beautiful and powerful one, not one of those that end up as bodies in the morgue.
I bet the dwarves who hate her the most, are other female dwarves (which is likely suggested somewhere? I don't exactly remember).
One can express their individuality, but if it looks like bringing elements of human culture into one that is far more advanced in the terms of equality, she's hated for that rightfully. She might not like spilling beer, be drunk and fight, but there are already many dwarves who don't do that, they are already peaceful craftsmen and bussinessmen.
At least she drops the farce in Fifth Elephant.
Too bad nobody can ask Pratchett, how exactly should her character be interpreted.