No, there's no problem in the original question. It doesn't become a problem until he repeats the question when he's been told that it's not of interest to the lady in question, and then gets self-righteously annoyed at her refusal to give him the answer that he feels he's entitled to. Wrap it all up in his statement that he really doesn't care what she wants, because it's all about him, and it's not a pretty package.
I'm sorry, but this attitude really annoys me. I was not brought up to be ham-handed in my dealings with women. Even if I had been, it would not excuse me from failing to learn better once I got out in the real world. Any defense of bad behavior that sums up to "He can't help himself; he's just a guy" is at best patronizing of men, and at worst it's an excuse to avoid getting better.
Yes, there are jerks everywhere. That doesn't make being a jerk acceptable, just common.
Very true. But a good man doesn't learn to avoid mistakes unless they're pointed out to him. Sometimes they have to be pointed out fairly firmly.
A woman might have to expect this sort of thing, but she shouldn't have to put up with it, excuse it, or ignore it.