I've been waiting for a thread like this.
The answer really depends on the writers' intention with the current Serena crush subplot. If the writers decided not to let Serena break Ash's idiot bubble, I think one could safely say no one will ever be able to. At this point, however, I would have to say maybe, ONLY because of the heavy emphasis on Serena's crush.
In regards to the target audience, I really don't think it's a problem. More and more I see boys and girls outside younger than 10 holding hands. Absolutely this wouldn't have been the case ten or even five years ago, but time change.
To the people claiming Ash isn't dense, he just doesn't focus on it, I encourage you to watch BW029. I promise you'll rethink after watching it.
IF Amourshipping (or any other ship for that matter) does become two-sided canon, I can all but guarantee that: either:
a) This will be the last season of the Pokemon anime [Which follows Ash's journey, anyways]
b) The ship isn't officially canonized (is that even a word?) until the last episode of the arc, and the female of Ash's affections will accompany him to the next region.
IF Amourshipping does NOT become two-sided canon, I can assure that Romance in the Pokemon anime will never evolve past one-sided.
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*cough* In my opinion, anyways.