Do you think he can actually experience insecurity? My impression has been the opposite - I think he’s literally shameless. He has absolute confidence and so he never feels the self-doubt necessary to believe that someone worth having as a friend wouldn’t want to be his friend. Only bad people (who are probably plotting against him) wouldn’t want to be his friends.
I admit that if that’s what he’s like, then I’m a little jealous. I mean, I don’t want to be him but I do want to be able to meet a person, be rejected, and then go on with my life without having my deep insecurity triggered. Hell, I just want to be able to meet a person instead of being crippled by even the possibility of rejection.
This is a weird thing to say, but my standards for what counts as “unbelievably irresponsible” are apparently a lot higher than some people’s because this ain’t it.