On the "ok?" topic, DH and I definitely have a difference of opinion as to what it means. He will say something like "I think I want to go hang out with so and so this weekend a bit", to which I will say "Ok". He then will ask me if I'm ok with him leaving me alone to do that. Frustrates me every time, because I've just got done saying "ok" and feel like he is asking me the same thing twice or not really believing my first answer. He says that my first ok was just acknowledging that I heard him. I say, nope, I was actually saying it's ok. If it wasn't ok or I needed you here for something else, I would have said so. "Ok" means I'm ok with it. Interesting how such a small word means such different things to different people.
Back to the original topic, yeah, I hate the "do you want to" phrasing. HATE. My ex did that all the time and he would even take it a step further, saying "Don't
you want to do X?" Even worse because obviously there was only one "right" answer to that. I am stubborn though, so I pretty much never answered the way he wanted me to.