I did not upvote or downvote, because I thought it was a decent post as anecdotes go, but too scattered and kitchen-sinky to be really useful. It also plays into stereotypes about LessWrong, but that's just you being you, so I'm not worried about it.

This passage is really funny, because I would find this unbelievable behavior in a fictional character, but here a fully adult intelligent man is doing it:

So I broke up with Alice over a long conversation that included an hour-long primer on evolutionary psychology in which I explained how natural selection had built me to be attracted to certain features that she lacked. I thought she would appreciate this because she had previously expressed admiration for detailed honesty.