I suspect Captain Awkward is a woman, which would explain the advice of reading books as a realistic way of attracting women. You see, I find that women will offer advice to men that they (and their mothers) would like to find in the men they are going steady with, but that they don’t currently find in them. But of course this ignores what actually attracts women to the men they are with in the first place (being a bad boy rebel, being handsome, being socially successful, etc.)
It’s meant as advice to help a man understand what it’s like to be a woman, how women see the world, what women think about, and what women are like with each other when there aren’t any men around.
A few threads back, Calilobo was saying that he didn’t know how to approach the intimidating Ms. Lululemon. He liked my advice that Ms. Lululemon does not think of herself as Ms. Lululemon, and if you could figure out who she thinks she is, it would be very helpful.
From a different angle, think of gender as being like culture. I devoted a big chunk of my pre-kids life to Russian and I’ve lived in Russia. It was a major breakthrough for me when I went from cataloging the ways in which different Russians are Russian (the similarities between them) to understanding the differences between different Russians (the unique features of individuals). The similarities are genuinely important, but that gets you only so far–the really advanced level is to understand individuals.
This is actually something that books by women will help you with. Take, for example, Jane Austen. In Pride and Prejudice alone, she’s got Elizabeth Bennet, Jane, Mary, Kitty, Lydia, Mrs. Bennet, the awful Bingham sisters, Darcy’s aunt, Darcy’s sister, Charlotte, and some other people I’m probably missing. Each Jane Austen book has a similar wealth of different female characters.
As long as you think of women as the Borg, you haven’t gotten very far. The horrible Mr. Norris, for example, was stuck in that type of thinking–he thought of the Bennet girls as this sort of amorphous mass, with the only difference being that some were older or prettier than the others.
Being a bad boy or a rebel is not generally attractive to mature women. As I’ve mentioned before in these threads, I think the last time I found a “bad boy” attractive was in 7th grade. Being handsome is in the eye of the beholder–some like rugged cragginess, some like boy band types. And, yes, being good socially is a good thing. Figuring out how to be socially successful and how to move in polite society without gratuitously giving offense is one of the main tasks of being an adult. As I think Oscar Wilde said, a gentleman is a person who does not accidentally offend.