I actually enjoyed Penny's piece, in parts it was very funny, but I don't really get what she is saying about the irony thing. I watched the whole of the gays for Trump milo video because I didn't understand what she meant about Americans having a different reaction to milo because they struggle with irony and having watched the video I am no further forward.
milo sets out a position, the leftist stab in the back to curry favour with practicioners of Islam, that I have heard in the past from other gay right-wingers, even ones who don't take an active interest in politics. It's a pretty well established narrative now, he's just presenting it in a theatrical style.
I have to admit I don't 'get' what people like about milo, and his relative lack of career success in the UK compared with the US can probably be attributed to something but I don't know what it is. I don't think it's getting or not getting irony.