As for 1), the article linked to at the end of the post says:

I’ve spent most of my life in U.S. cities, of which most of the last decade has been spent in New York, and I have never once seen a woman respond positively to being catcalled. And, mind you, this is from a sample of literally thousands of occurrences, which makes me think that catcallers neither want nor care about a positive response from the victims of their harassment. [emphasis in the original]

(EDIT: But maybe there are women who respond positively, but not in large cities, and the men who catcall grew up somewhere where certain women did.)

As for 2), it's not clear to me which side of the evolutionary-cognitive boundary. Are you saying that men believe (or, at least, alieve) that nowadays by catcalling they make each other less likely to get laid but themselves more likely to get laid, or are you saying that their brain is wired to find catcalling fun, and the reason why it is is that their ancestor who did so had more children than those who didn't?