For example, under extreme stress or illness, a lot of "ask" people will turn into "guess what I want or life hates me" people.
And it's not exactly unheard of for guessers to turn into power-trippers under stress and become over-direct when just a little bit of directness is a better idea.
Sometimes guessers even use this entire us-them concept as a way to subtly preach to askers, but really it's a two-way street. If you've ever lived or worked under an unethical or abusive guesser, you may have developed a very strong sense of the hypocrisy of the "askers are blunt and mean" comparison which often comes out in discussions with guessers.
Fortunately though there is a lot of nuance to work with on both sides in most cases. (And again, dichotomizing this is not great in so many ways)
Basic comfort items where you're not using up someone's limited resources == no problem.
The 'mi casa es su casa / make yourself at home' concept is perfectly normal and won't cause offense to anyone, surely?
Then, there are levels. If it's just on the edge of being colder than I'd like, I might not say anything because the effort isn't worth it. It's 65 instead of 70, I'll live. But if you ask me tomorrow how was it, I'll tell you, "Slightly cooler than I'm used to, but no problem". And people will make a fuss and say "Well, why didn't you aaaassssk" Because, like I also said, it wasn't a problem.
I've had "guess culture" people stay over. Really, in my mind they don't even need to ask. They're already welcome to take an extra blanket. But they won't even ask, and they certainly wouldn't presume. They are indeed waiting on me to say "oh, if you're warm the fan can be plugged in, and there's some extra blankets in the closet if you want". Though in my mind, I don't need to say that. And if I don't say it they may go very uncomfortable.
I'm most used to giving such reassurances to children, and to give them to adults seems a little infantilizing. But that's my relatively "ask culture" background in action, probably.