R. Crumb: Just because you're paranoid, doesn't mean they're not out to get you
laist.comCheck out Hup #1, published in 1987.
A grotesque parody of Donald Trump is featured on the front cover. On Page 2 is "The Ruff Tuff Creampuffs", a 9 page story which I think is worth taking a look at in light of the current political climate:
https://archive.org/details/hup-04-1992_202302/Hup%2001%2C%2...
That's not Donald Trump on the cover it's a composite parody of Stan Lee and Jim Shooter, as Crumb's comics editor Stan Shnooter.
But Trump himself does show up in the 3rd issue, accessible via that same link and gets called one of the most evil men alive amongst other things.