When I started dating Mr. Stuff, I paid for a few meals, although they tended to be informal lunches rather than evening dinners. Mr. Stuff is older than I am, and somewhat old-fashioned in his outlook. He was 40 when we started dating (we’d known each other periferally all our lives), and had never been married or in a long-term relationship.
He had a very good idea of what he wanted in a partner, and it didn’t take him long to decide that I was it. Shortly after we started dating, it was very clear to me that I was being courted, in every old-fashioned sense of the word. He wanted to treat me very well in every possible way (and still does - what a guy), and for him, that included picking up the check whenever we were together. I loved it, not for the money-saving aspect, but because of the spirit in which it was done. However, if I had not believed that there was at least a reasonable chance that we would end up together, I would not have continued to see him; it would have been taking gross advantage of him.
He has, however, never ordered for me. In fact, after being together for some time, I routinely order for him. If we are in a restaurant where we frequently dine, I’m better at remembering details than he is, and I don’t mind. So he’ll say, “I want the sirloin, and the other stuff I usually get,” and I’ll order the sirloin, medium rare, with a baked potato and sour cream, a caesar salad to start, and a diet cola for him. (Or whatever.) If we are in a restaurant where he doesn’t know the menu, it’s often very hard for him to decide - he doesn’t know foodie terms as well as I do, and will get unexpected surprises as a result. If I suggest a pasta dish for him, I’m much better at ordering something without tomato sauce, which gives him horrid heartburn. Again, just an example. Sometimes waitresses smile at us a little oddly, at which point he says, “She knows what I like,” and lets it go at that.
And, to get back completely to the OP, I don’t think her comment was a hint of any kind. It was probably just conversation. It would a) fill empty space, b) be safe, and c) perhaps give her some insight into your likes and dislikes, assuming you respond in kind.