Again, remembering Reagan, when he went to Moscow and got out of his limo to mingle with a crowd of excited Russians on the street (including, apparently, undercover KGB agent Vladimir Putin wearing a camera around his neck like a tourist) the news media had a very hard time coming up with a way to make the optics of that bad. Editors everywhere were thinking "Crazy cowboy who hates Russia ... hanging out with Russians ... in Moscow ... who seem to love him ... Oh nuts." And most real world Americans who were leftist apparatchiks like most newspaper editors are loved Reagan. Trump may never get that much affection but if he keeps racking up victories and things keep getting better and better, he'll get respect from the regular folk.
My favorite photo is of Reagan walking down the stairs to welcome Gorby, wearing an ordinary business suit while Gorby was bundled up like a snowman against the cold. The effect was magnificent.