The following started as a reply to a request for relationship advice (http://lesswrong.com/lw/zj/open_thread_june_2009/rxy) but is expected to be of enough general interest to justify a top-level post. Sometimes it is beneficial to have older men in the conversation, and this might be one of those times. (I am in my late 40s.)
I am pretty sure that most straight men strong in rationality are better off learning how the typical woman thinks than holding out for a long-term relationship with a women as strong in rationality as he is. If you hold out for a strong female rationalist, you drastically shrink the pool of women you have to choose from -- and people with a lot of experience with dating and relationships tend to consider that a bad move. A useful data point here is the fact (http://lesswrong.com/lw/fk/survey_results/cee) that 95%-97% of Less Wrongers are male. If on the other hand, women currently (*currently* -- not in some extrapolated future after you've sold your company and bought a big house in Woodside) find you extremely attractive or extremely desirable long-term-relationship material, well, then maybe you should hold out for a strong female rationalist if you are a strong male rationalist.
Here is some personal experience in support of the advice above to help you decide whether to follow the advice above.
My information is incomplete because I have never been in a long-term relationship with a really strong rationalist -- or even a scientist, programmer or engineer -- but I have been with a woman who has years of formal education in science (majored in anthropology, later took chem and bio for a nursing credential) and her knowledge of science did not contribute to the relationship in any way that I could tell. Moreover, that relationship was not any better than the one I am in now, with a woman with no college-level science classes at all.
The woman I have been with for the last 5 years is not particularly knowledgeable about science and is not particularly skilled in the art of rationality. Although she is curious about most areas of science, she tends to give up and to stop paying attention if a scientific explanation fails to satisfy her curiosity within 2 or 3 minutes. If there is a strong emotion driving her inquiry, though, she will focus longer. E.g., she sat still for at least 15 or 20 minutes on the evolutionary biology of zoonoses during the height of the public concern over swine flu about a month ago -- and was glad she did. (I know she was glad she did because she thanked me for the explanation, and it is not like her to make an insincere expression of gratitude out of, e.g., politeness.) (The strong emotion driving her inquiry was her fear of swine flu combined with her suspicion that perhaps the authorities were minimizing the severity of the situation to avoid panicking the public.)
Despite her having so much less knowledge of science and the art of rationality than I have, I consider my current relationship a resounding success: it is no exaggeration to say that I am more likely than not vastly better off than I would have been if I had chosen 5 years ago not to pursue this woman to hold out for someone more rational. She is rational enough to take care of herself and to be the most caring and the most helpful girlfriend I have ever had. (Moreover, nothing in my ordinary conversations and interactions with her draw my attention to her relative lack of scientific knowledge or her relative lack of advanced rationalist skills in a way that evokes any regret or sadness in me. Of course, if I had experienced a long-term relationship with a very strong female rationalist in the past, maybe I *would* experience episodes of regret or sadness towards the woman I am with now.)
Here are two more tips on mate selection for the straight men around here.
I have found that it is a very good sign if the woman either (1) assigns high social status to scientific ability or scientific achievement or finds scientific ability appealing in a man or (2) sees science as a positive force in the world. The woman I am with now clearly and decisively meets criterion (1) but does not meet criterion (2). Moreover, one of my most successful relationships was with a woman who finds science fiction very inspiring. (I do not BTW.) The salient thing about that was that she never revealed it to me, nor the fact that she definitely sees science as a positive force in the world. (I pieced those two facts together after we broke up.) The probable reason she never revealed them to me is that she thought they would clue me in to the fact that she found scientific ability appealing in a man, which in turn would have increased the probability that I would try to snow her by pretending to be better at science or more interested in science than I really was. (She'd probably been snowed that way by a man before she met me: male snowing of prospective female sexual partners is common.)
By posting on a topic of such direct consequence to normal straight adult male self-esteem, I am making myself more vulnerable than I would be if I were posting on, e.g., regulatory policy. Awareness of my vulnerability might cause someone to refrain from publicly contradicting what I just wrote. Do not refrain from publicly contradicting what I just wrote! The successful application of rationality and scientific knowledge to this domain has high expected global utility, and after considering the emotional and reputational risks to myself of having posted on this topic, I have concluded that I do not require any special consideration over and above what I would get if I had posted on regulatory policy.
And of course if you have advice to give about mate selection for the straight men around here, here is your chance.
(EDITED to avoid implying that all men are heterosexual.)
This isn't quite Silas' complaint. Clearly, he does know some women. What he is looking for is women who are receptive to his attempts to date them. This means he needs to know them in a context where he can actually make advances, and he needs to know how to actually make advances (which are appropriate to that context). His other complaint was that he was getting a date, but then it fizzled because she lost interest.
I won't speak of Silas' specific situation, but I will emphasize that there are many men who are decent guys from the standpoint of society, and who don't have anything major wrong with them psychologically, physically or financially, but who don't have significant options with women. This isn't because they don't know women, but because the women they know aren't available to them because the women don't find them attractive enough (since women are more selective, the average women is going after men with above average attractiveness, not after her average male friends), and/or because they are insufficiently knowledgeable of all the societal rituals around dating. Those rituals place a higher burden on the male for initiating things, and men don't have that stuff encoded in their DNA. It's something that the cooler kids learned in adolescence, and the less cool ones didn't.
The result is that by high school, it's common for males with certain personality traits such as introversion and systemizing (i.e. personality traits typical of males who identify as rationalists) to be so far behind socially that their ability to get something going romantic with the women around them is limited, even to the extent of being practically locked out. Women with similar personality traits will also experience difficulties, but not to the same magnitude since they aren't typically expected to be the initiators, and because personality traits like confidence (that can easily be damaged during adolescence) aren't so important for their attractiveness. This is not to say that women don't experience challenges and difficulties in relationships; they do, but their primary challenges occur at different points (e.g. once some sort of dating has actually started, not so much difficulty getting any kind of date) and are a totally different subjects (e.g. being seen only sexually).
It is possible for a man to be surrounded by women, yet be walled off from them. As someone who experienced this years ago, I can say that it was no fun. And meeting friends of friends isn't any use if you can't capitalize on it, not to mention that it's a slow and unreliable way of meeting people. And even if you can get a date, there are a million more ways for the male to bungle than for the female to bungle it (again, women are more selective, and male behavior is a larger factor in female attraction than female behavior is in male attraction... just think about the ways women use words like "weird" or "creepy" in describing potential suitors), which enforces a steep learning curve that is difficult to climb when you don't know what you are doing.
You might say that there is a problem these guys have, which "needs to be addressed on their end," and you would be absolutely right. But that is exactly Silas' complaint. What is the nuts and bolts of what these men need to address such that they can successfully date the women all around them, and who is going to show them how to do it? Who is going to teach them all the dating rituals that they missed during adolescence, and give them back the self-confidence that they lost? Society isn't.
Society used to teach some of this explicitly in the form of cotillion classes. One modern analogue for adults is PUA workshops. I took The Art of Attraction class from Pickup101 a few years ago and found it extremely worthwhile. My favorite part of the class was learning how to improve my body language in various ways. Confidence is a lot about physical behaviour - how to stand, how to walk, how to ... (read more)