I mean, most of them are so warped and distorted that I don't think it even remotely resembles his actual face anymore to make any judgement calls.

Like most organic memes, somebody had an unhinged idea that was really funny, and now everyone builds on it and pushes it further until it barely is in touch with reality. And then everyone wants to be in on the fun times and so they all make one until its everywhere.

There is some amount of psychology behind humor and what people laugh at, but I think the Left has shown many times that deep dive psychoanalysis on memes is also a losing action because of how rarely its truly reflecting reality.