Is the Bible telling women to be more assertive in romance? (Like Ruth was with Boaz.)

When we looked at Ruth chapter three in our sermon series, we observed that Ruth was pretty bold, risk-taking and assertive in her pursuit of marriage with Boaz. But we also noticed many things about their cultural context that are very different to ours.
Lots of social expectations are deeply embedded in the particulars of our culture, history and context so it's impossible to be definitive. Instead of rules, wisdom is required! And on wisdom, the Bible has no shortage of things to say to us:

 Charm is deceptive, and beauty is fleeting;
  but a woman who fears the LORD is to be praised. (Proverbs 31:30)
 A word aptly spoken 

  is like apples of gold in settings of silver. (Proverbs 25:11)

Or one of my favourites:

 Like a gold ring in a pig's snout,
  is a beautiful woman who shows no discretion (Proverbs 11:22)

What the Proverbs, and the wisdom of the Bible, tells us is that words should be used carefully, strategically and wisely. They are powerful. The Bible also tells us that physical beauty and attraction is literally only skin-deep and deceptive - dangerously so. That doesn't mean 'dress like a dag' and 'speak like a shotgun'. But it does mean that as much as we attend to appearance (which is a celebration of God's goodness and beauty in creation), we should all the more attend to godliness of character and wisdom in speech.
So, 'to be assertive or not in romance?' No easy answers. No blanket prohibition, nor open warrant.
Ruth took risks for the sake of God's plan to redeem and to save, and was assertive with Boaz. He was already known as a man of godliness, who would probably respond positively, as he did. So perhaps this is the lesson from Ruth: to be bold if you think that together you could make a greater advance for God's plans for good, than you could alone.