Used whenever a situation is annoying like Trump. "Like Trump" can be used with any negative emotion such as frustrating, saddening and the list goes on.
"Martha, stop complaining so much, it annoys me like Trump"
"Dude, I simply can't get this girl to notice me, it frustrates me like Trump"
When you really play the no female president card in every fucking interview of you to exist and still get stumped by that racist and perverted Trumpet