Donald Trump has a boisterous, and sometimes very subtle, sense of humor. It's one of the reasons the Left can't stand him. They just know he's making a joke about them, but it's usually so pointed and smart that their indoctrinated brains don't get it. At all. They just hate that.
The humor needs to come from our politicians, not the media. Observing our political class is like watching a room full of angry paranoid retards being forced to share.