I have a much older (almost 60y.o) male friend I confide in. He and his wife were my teachers in HS. That's how I met him....
Just because I'm comfortable confiding in Brian about my personal life doesn't mean I'm romantically interested in him.
Honestly he's a more a father figure, a mentor, always have been. If we were to meet up for coffee or lunch and he suddenly got it into his head that I was interested in him, I would probably have to head for the hills and shut him out too.
Things would be way to weird otherwise.
I'm just sharing my experience to show you that there are platonic reasons why a younger woman may confide in an older man, that she may not have meant to lead you on at all.
Since you are aware that you're a "gonner" as soon as a woman gives you positive attention, maybe its not a bad idea to get the intentions out in the open in the beginning.
That way you know right off the bat if she's interested in dating you or at least open to idea.
So sorry to hear you're hurting again.