I see I gave Dangerous Men 3.5/5 on Letterboxd when I saw it earlier this year, so I guess I enjoyed it, but it hasn't stayed with me like my favourite bad movies. But I was also unmoved by Plan 9 from Outer Space when I watched that last year, so I might be losing my taste for this kind of thing.
I have no great insights about the movie. Like Samurai Cop, it's the work of a man who knows the words but not the music of what he's aping, but I needed something to hold it together. Like Crumbsroom said, there isn't much warmth in the movie, like you get with Y K Kim or the Fasano/Thor team. It's baffling, not unamusing but also alienating in its effect.
I wouldn't feel too bad about being cold towards Plan 9. I have different levels of how to appreciate the films of Wood. Too much is made of the ****ty production of Plan 9, when what is actually the most interesting stuff is the dialogue. If you ever watch it again, try and track where what they are talking about is going, and just let your mind melt along with it. You get a sense that Ed Wood really wanted to say a lot of things, but was just painfully inarticulate, and doesn't really understand people. I personally find a warmth in the tragedy of this (I respond to sadness) but when it comes to cardboard tombstones, who gives a ****.
Glen and Glenda is a slog of a watch, but when it comes to personal revelations, it is one of the obvious great B movies. His angora love is well established as canon by now, but there is more than that. His soul is screaming from the netherworld of this terrible terrible movie. And its really mostly an unbearable watch. But because of that tragic touch, I've become a fan.
But, obviously, the best Ed Wood movie is Night of the Ghouls. At least on the levels that people expect Ed Wood to be bad. Not saying it is an entirely enjoyable watch either, but is probably the easiest to get through. I proabably laugh the most during it.
And then there is Jailbait. Which I suppose matters for those who would like to see the world's worst blackface routine. But I imagine that is a small pool of people. And it's kind of a queasy thing to laugh at (even though I always laugh)