It is bewildering to say the least! The fact that you would write a nonchalant, almost woeful, headline about such an infamous person is simply crass.
I also look at it as another great example of Trump-derangement-syndrome and how the mainstream media goes out of it was to belittle anything Trump does, even at the expense of coming off as obtuse. And people wonder why Trump canceled the WP from the White House.
Are you aware of what the first headline was? Or the third? Doesn't really fit with your theory. As an aside, it's disturbing to see a self-professed moderate/libertarian starting to parrot the "mainstream media is out to get Trump" nonsense. The "mainstream media" is perceived as "anti-Trump" because Trump is a ginormous fool. As I believe I said here before, if a purveyor of sh*t sandwiches is in a kerfluffel because Italian restaurants continually get better reviews, it's not because the media is biased against poo.
All you have to do is look at media that was reliably conservative (Dallas Morning News) or previously non-committal (USA Today), and then look how they treat Trump. It's not because they hate conservatives, it's because Donald Trump is unfit to serve in intellect, temperament, and judgment.