Note: I am testing two versions of my new post on rationality and romance.

Please upvote, downvote, or non-vote the below post as you normally would if you saw it on the front page (not the discussion section), but do not vote on the other version. Also, if your last name begins with a–k, please read and vote on this post first. If your last name begins with l–z, please stop reading and read this version instead.

Rationality Lessons from Romance

Years ago, my first girlfriend (let's call her 'Alice') ran into her ex-boyfriend at a coffee shop. They traded anecdotes, felt connected, a spark of intimacy...

And then she left the coffee shop, quickly.

She told me later: "You have my heart now, Luke."

I felt proud, but even Luke₂₀₀₅ also felt a twinge of "the universe is suboptimal," because she hadn't been able to engage that connection any further. The cultural scripts defining our relationship said that only one man owned her heart. But surely that wasn't optimal for producing utilons?

This is an account of some lessons that I learned during my journey into rational romance. That journey started with a series of realizations like the one above — that I wasn't happy with the standard cultural scripts: monogamy, an assumed progression toward marriage, and ownership of another person's sexuality. I hadn't really noticed the cultural scripts up until that point. I was a victim of cached thoughts and a cached self.

Lesson: Until you explicitly notice the cached rules for what you're doing, you won't start thinking of them as something to be optimized. Ask: Which parts of romance do you currently think of as subjects of optimization? What else should you be optimizing?

Gather data

At the time, I didn't know how to optimize. I decided I needed data. How did relationships work? How did women work? How did attraction work? The value of information was high, so I decided to become a social psychology nerd. I began to spend less time with Alice so I could spend more time studying.

Lesson: Respond to the value of information. Once you notice you might be running in the wrong direction, don't keep going that way just because you've got momentum. Stop a moment, and invest some energy in the thoughts or information you've now realized is valuable because it might change your policies, i.e., figuring out which direction to go.

Sanity-check yourself

Before long, I noticed that Alice was always pushing me to spend more time with her, and I was always pushing to spend more time studying psychology. I was unhappy, and I knew I could one day attract better mates if I had time to acquire the skills that other men had; men who were "good with women."

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.

She asked that I kindly never speak to her again. I can't blame her. In retrospect, it's hard to think of a more damaging way to break up with someone. This gives you some idea of just how incompetent I was, at the time. I had an inkling of that myself - though I'm not sure if I realized right away, or if it only dawned on me six months later. But it was part of the motivation to solve my problems by reading books.

Lesson: Know your fields of incompetence. If you suspect you may be incompetent, sanity-check yourself by asking others for advice, or by Googling. (E.g. "how to break up with your girlfriend nicely", or "how to not die on a motorcycle" or whatever.)

Study

During the next couple years, I spent no time in (what would have been) sub-par relationships, and instead invested that time optimizing for better relationships in the future. Which meant I was celibate.

Neither Intimate Relationships nor Handbook of Relationship Initiation existed at the time, but I still learned quite a bit from books like The Red Queen and The Moral Animal. I experienced a long series of 'Aha!' moments, like:

"Aha! It's not that women prefer jerks to nice guys, but they prefer confident, ambitious men to pushovers."
"Aha! Body language and fashion matter because they communicate large packets of information about me at light speed, and are harder to fake than words."
"Aha! Women are attracted to men with whom they have positive subjective experiences. That's why they like funny guys, for example!"

Within a few months, I had more dating-relevant head knowledge than any guy I knew.

Lesson: Use scholarship. Especially if you can do it efficiently, scholarship is a quick and cheap way to gain a certain class of experience points.

Just try it / just test yourself

Scholarship was warm and comfy, so I stayed in scholar mode for too long. I hit diminishing returns in what books could teach me. Every book on dating skills told me to go talk to women, but I thought I needed a completed decision tree first: What if she does this? What if she says that? I won't know what to do if I don't have a plan! I should read 10 more books, so I know how to handle every contingency.

The dating books told me I would think that, but I told myself I was unusually analytical, and could actually benefit from completing the decision tree in advance of actually talking to women.

The dating books told me I would think that, too, and that it was just a rationalization. Really, I was just nervous about the blows that newbie mistakes (and subsequent rejections) would lay upon my ego.

Lesson: Be especially suspicious of rationalizations for not obeying the empiricist rules "try it and see what happens" or "test yourself to see what happens" or "get some concrete experience on the ground". Think of the cost of time happening as a result of rationalizing. Consider the opportunities you are missing if you don't just realize you're wrong right now.

Use science, and maybe drugs

The dating books told me to swallow my fear and talk to women. I couldn't swallow my fear, so I tried swallowing brandy instead. That worked.

So I went out and talked to women, mostly at coffee shops or on the street. I learned all kinds of interesting details I hadn't learned in the books:

Politics, religion, math, and programming are basically never the right subject matter when flirting.
Keep up the emotional momentum. Don't stay in the same stage of the conversation (rapport, storytelling, self-disclosure, etc.) for very long.
Almost every gesture or line is improved by adding a big smile.
'Hi. I've gotta run, but I think you're cute so we should grab a coffee sometime" totally works — as long as the other person is already attracted because my body language, fashion, and other signals have been optimized.
People rarely notice an abrupt change of subject if you say "Yeah, it's just like when..." and then say something completely unrelated.

After a while, I could talk to women even without the brandy. And a little after that, I had my first one-night stand.

I was surprised by how much I didn't enjoy casual flings. I didn't feel engaged when I didn't know and didn't have much in common with the girl in my bed. But I kept having casual flings, mostly for their educational value. As research projects go, I guess they weren't too bad.

Lesson: Use empiricism and do-it-yourself science. Just try things. No, seriously.

Self-modify to succeed

By this time my misgivings about the idea of owning another's sexuality had grown into a full-blown endorsement of polyamory. I needed to deprogram my sexual jealousy, which sounded daunting. Sexual jealousy was hard-wired into me by evolution, right?

It turned out to be easier than I had predicted. Tactics that helped me destroy my capacity for sexual jealousy include:

Whenever I noticed sexual jealousy in myself, I brought to mind my moral objections to the idea of owning another's sexuality.
I thought in terms of sexual abundance, not sexual scarcity. When I realized there were thousands of other nearby women I could date, I didn't need to be so needy for any particular girl.
Mentally, I continually associated 'jealousy' with 'immaturity' and 'neediness' and other concepts that have negative affect for me.

This lack of sexual jealousy came in handy when I built a mutual attraction with a polyamorous girl who was already dating two of my friends.

Lesson: Have a sense that more is possible. Know that you haven't yet reached the limits of self-modification. Try things. Let your map of what is possible be constrained by evidence, not by popular opinion.

Finale

I now enjoy higher-quality relationships — sexual and non-sexual — of a kind that wouldn't be possible with the social skills of Luke₂₀₀₅. I went for years without a partner I cared about, but it felt okay because the whole journey was seeded with frequent rewards: the thrill of figuring something out, the thrill of seeing people respond to me in a new way, the thrill of seeing myself looking better in the mirror each month.

There might have been a learning curve, but by golly, at the end of all that DIY science and rationality training and scholarship I'm seeing an awesome poly girl, I'm free to take up other relationships when I want, I know fashion well enough to teach it at rationality camps, and I can build rapport with almost anyone. My hair looks great and I'm happy. If you start out as a nerd, setting out to become a nerd about romance totally works, so long as you read the right nerd books and you know the nerd rule about being empirical. Rationality for the win.