Work out what you actually want, ask the plain version of the question rather than the softened one, then take the answer at face value — including the vagueness, which is itself an answer.
'No pressure, just wondering where your head's at' invites an answer as vague as the question. Then you spend another two months interpreting it, which is exactly what the hedging bought.
Which means whatever they offer becomes the arrangement. People who go into that conversation unsure end up accepting the other person's terms and calling it a compromise.
Not always deliberately. But the person who's content with things as they are isn't usually the one reading a guide about it at midnight.
Rereading messages, looking at their profile, decoding a response time. It keeps the whole thing live in your head all day, and cutting it changes how you feel faster than any decision you haven't made yet.