All of what you say is logical enough if the only possibility were that Ayers thought this out ahead of time and he planned to out himself.
It could have been a matter of exquisite happenstance. We have no idea what might have occurred in the hours and minutes just before their encounter. Some tipping point, some Obama snub that was eating him raw at that very moment. Having blurted it out, he reels it in with the taunt, “prove it.”
In such a scenario, a no-name reporter makes sense. He’d have been on guard with a known journalist. No worries, though. She’s just a blogger.
Perhaps, but that sort of scenario seems to me much more likely to happen in the movies than in real life. We just don't see people blurting out things like this, not something of this magnitude at least, especially not with someone who is as media savvy as i think Ayers is. Plus he doesn't strike me as the type who loses control, who blurts out stuff that he doesn't want to come out. Perhaps if this has happened at a bar....
But then maybe he is playing some sort of dangerous game here, maybe now that he helped get Obama in the White House he no longer cares about him and cares more about creating chaos, shaking things up even worse than they are now, creating more and more instability in America, more and more opportunity for things to spiral out of control so that people of his ilk will have more control of putting things back together they way they want them to be.
I don't know, but my intuition tells me that not much will come of it. That he'll just say he was pulling her leg and she fell for it.