I love your list Apocalypto 
I don't know if I am 'better looking' now, I am 42 soon, but I have grown into my body and looks and am more confident about myself, which is kind of ironical because it gets me attention I can't handle. And mostly, don't really want.
And I chuckled at being 20 again and being that stupid for another 15 yrs 
suburbophobe, I know what you mean about being alert to red flags and to a certain extent I think I would be a walking red flag to anyone else.
I am, and have been on a long 'journey', in achieving much of what is on Apocalypto's list, but I know I am an emotional yo-yo so, and I wouldn 't want to be involved with me so wouldn't impose myself on anyone..
And the ones that do show interest have usually indicated interest in my 'packaging' which kind of puts me off, I can't explain this well, but I don't want compliments on my appearance, or to be flirted with because of a dress I wear, as if it is an invitation.
I want someone to see passed it..
The one person that I felt connected to that has never made a personal comment, but made me feel like a person, and then subsequently as a result, an 'attractive' one (but not because of what I wear or how I look, but something I can't explain) is off limits.