IMO guys like OOP, and lots of conservative memes, are more about getting a reaction out of ideological/political opponents and then laughing about that. That is the thought process, but it doesn't have to actually happen this way, which makes it even sadder.

In other words, they imagine libs getting mad at their jokes, and that's the joke.

Other people have described this much better than me.

I'm not sure exactly where BB falls here, but at least partly the above applies.