The timeline sound about right to me. JFK had many women to include Marilyn Monroe. A lot of the reporters knew about his trysts, but would have never dreamed of reporting on it. Different times, different era. I agree also that Obama got a lot of passes from the media that they wouldn't give another president. Perhaps being the first black president, the media was afraid to really go after him, that if they hit too hard they would be accused of being racist. Perhaps?
I am of the opinion that the media took sides in 2016. They for the most part wanted Hillary to win and it showed. Now Trump is a hard man to like. If one isn't an avid Trump supporters he certainly rubs you the wrong way. Trump is obnoxious, uncouth and in your face. Traits not associated with being president of these here United States. In other words, Trump has generated some of the hatefulness from the media himself. The rest is they just don't like him and I'm sure Trump defeating Hillary has had a lot to do with it. Some of it is Trump's own doing though.
To be honest, I don't like Trump and I think he should never have become president. I don't think Hillary should have either. Neither belonged within a million miles of the white house in my opinion. Now it isn't so much Trump's policies, his stances on the issues, what he has done or tried to do that leaves me with an negative view of him. I've probably been for more than against. But it's his persona, I just can't stand the man. He grates and rubs me the wrong way, like coarse sandpaper.
Here's something to think about: Trump Disapproval Rooted in Character Concerns
Trump Disapproval Rooted in Character Concerns
I personally think if Trump had the personality of a Ronald Reagan his approval rating would be hovering close to 60% instead of 40%.
Here's another: Trump Approval Lower Than U.S. Mood Might Predict
Trump Approval Lower Than U.S. Mood Might Predict