You take a woman out to dinner and if it's the same place another man took her you now have increased your problems. I agree with the trads who say no courtship unless you are ready for marriage within 1 year and a chaperone is required for dates. I don't think the maidens understand how disturbing/disgusting it is for a man to want to take lady out but she has already done those things with another man.
I have no idea who this is, but I’ll speak for myself as a woman. I’m not looking for a husband, but I would not object to being taken to the same place by two different men. What if you live in an area where there are few or only one restaurant? You seem to assume the worst possible scenario, that every woman is looking for a free meal, is a pants wearing feminist with impossibly high standards and whose father is a tyrannical Boomer with a huge bank account!
Hopefully, you’ve at least chatted with this woman first and found one another friendly, not just ask her, cold, on a dinner date! If that’s too risky or too expensive, why not ask her to go out for a coffee at Starbucks or a similar, less expensive place? McDonalds has good coffee and if she’s a definite no, you haven’t lost much!