It always seems like back in the day guys would ask a girl out like ten times before she finally said yes. I always hear stories from older couples like "he asked me out 20 times before I said yes and we've been happily married for 60 years!"

If Pride and Prejudice, written in the 1800s, has anything to say about it, women back then found that pushy and obnoxious and sometimes gave into it but it wasn't seen as a desirable method. Mr. Collins does that to Ms. Bennet and one of the most famous speeches in the book is her reply criticizing that "normal" approach.

"I do assure you, sir, that I have no pretensions whatever to that kind of elegance which consists in tormenting a respectable man. I would rather be paid the compliment of being believed sincere. I thank you again and again for the honour you have done me in your proposals, but to accept them is absolutely impossible. My feelings in every respect forbid it. Can I speak plainer? Do not consider me now as an elegant female, intending to plague you, but as a rational creature, speaking the truth from her heart."

https://www.sparknotes.com/lit/pride/full-text/chapter-19/