This type of conversation can actually bring up cultural differences between ask/guest culture.

Ask culture is more straightforward--both parties say what they want. "Hey, I prefer going Dutch. What about you?" "No, I prefer if you pay for it." / "Yeah, totally fine." etc.

Guest culture is more like you gotta mind read.

As an ADHDer (and possibly autistic) I'm an asker in a guest culture myself. I used to get so stressed out about appearing rude. Now I'm like, "If a person finds me rude for asking something like that they're not worth being in a relationship with anyway."