Yeah, I'm a very straightforward person myself, so I don't get it either. But some people, some women especially, seem to have a very hard time saying "yes" at first. Maybe they're not even sure what they want. Maybe they need a little pursuit in order to feel like the other person is serious. This does NOT mean that it's ever ever EVER ok to violate consent or to cross someone's stated or implied boundaries. But it doesn't sound like that's what he did, just that he was persistent. There's nothing inherently wrong with that as long as it's done with respect.
Me, 30ish bi female, been doing solo poly for roughly 5 years. Gia, Clay, and Pike, my partners. Davis, ex/friend/"it's complicated." Eric, Gia's husband. Bee, Gia and Eric's toddler.